Characters: Supernatural The Winchesters

This page is a listing of characters in the Winchester family in Supernatural.

Sam and Dean's individual character folders are so large that they each had to be given their own subpage.

The main character page for this series is here.

    open/close all folders 

    The Winchesters 
"All I see in our family tree is a whole lot of dead."
Dean Winchester in "As Time Goes By" (S08, Ep12)

Most of the members of the Winchester family were involved in the supernatural. John Winchester raised his sons to be hunters, but his father and grandfather had been Men of Letters, a group of preceptors who study and collect information on the supernatural. John Winchester's wife Mary (née Campbell) came from a family of hunters, but she was determined to give her children a normal life.

The Winchester bloodline goes back to Cain and Abel, making them the Winchesters' ancestors.

Tropes Belonging to the Winchester-Campbells

  • Demonic Possession: Both the Winchester and the Campbell bloodlines have the ability to be vessels for angels.
  • Badass Family: Almost everyone in the family is involved in hunting in some way, and is either a badass hunter or Badass Bookworm.
  • Big Screwed-Up Family: Oh boy. Between demon deals, various forms of abusive, neglectful and missing parents, time travel and pretty much every member being a Cosmic Plaything, this is one messed up family. See the above quote.
  • Brains and Brawn: The Campbells are an old hunting family, while the Winchesters were Men of Letters. Sam and Dean inherited the traits from both sides of the family. Lampshaded by Sam in "As Time Goes By."
    Sam: The Winchesters and the Campbells—the brains and the brawn.
  • Cain and Abel: John's bloodline are descendants of Cain and Abel. This means that all of their descendants are able to be vessels for Michael and Lucifer. Although when it comes to the Winchester's being vessels for Michael and Lucifer, it seems that Henry, John, Dean and Adam can all be vessels for Michael (although Dean is the one true vessel for Michael aka The Michael Sword) and only Sam can be the one true vessel for Lucifer, not the other members of the Winchester bloodline.
  • Deal with the Devil: A running theme in the family. Sam, Dean, John, Mary and Samuel all have made, or attempted to make, deals with demons.
  • Family Business: Saving people. Hunting things.
  • Generation Xerox: Each successive generation of the Winchester-Campbells ends up repeating the mistakes of the previous generation. It's rather tragic.
  • Heroic Lineage: Descended from Cain and Abel. Also, the Men of Letters.
  • In the Blood: The Men of Letters legacy in the Winchester bloodline and the hunting lifestyle in the Campbell bloodline.
  • Lineage Comes from the Father: The Winchesters Men of Letters lineage, which is passed down from father to son. Sam and Dean have both taken up the mantle.
  • Parental Issues: A recurring problem. It's partly due to their heavy involvement in the supernatural, putting them in constant danger and necessitating strict parenting (especially the hunter lifestyle which requires training and discipline).
  • Thicker Than Water: Occasionally played with, but mostly played straight. Members of the family have routinely sacrificed for each other and are each other's greatest weakness.

    John Winchester 

John Eric Winchester

Played By: Jeffrey Dean Morgan, Matthew Cohen

"After your mother passed, all I saw was evil, everywhere, and all I cared about was keeping you kids alive. I wanted you prepared, ready. Except somewhere along the line, I, uh...I stopped being your father and I became your drill sergeant."

Sam, Dean and Adams father, John raised his sons to be hunters after his wife died so that they'd be able to take care of themselves. He is a great hunter but a deeply flawed person and father who ends up clashing with others (particularly Sam) a great deal. He was born in 1954 to Henry and Millicent "Millie" Winchester, and lived in Normal, Illinois, as a young child. His father Henry disappeared when John was 4 years old. John served as a Marine in the Vietnam War, then returned to Lawrence, Kansas, where he met Mary Campbell, started a family, and became co-owner of a garage.
  • Abusive Parents: Though much more sympathetic than most, John is still responsible for much of Dean's plethora of emotional issues, most notably his devastatingly low self-esteem and tendency to blame himself for everything that goes wrong. And John pretty much disowned Sam because Sam hated hunting and wanted to live a normal life. They were soldiers first and John never ever let them forget it.
    • Gets a little less sympathetic when it's revealed that John once told an officer to "let Dean rot in prison" and left Dean simply because Dean had been caught stealing what was most likely food for his brother at 16 (though Dean did also lose the money that John had given him for food for him and Sam while gambling).
    • It's left unclear whether John would also occasionally beat Dean. For example, in "Dark Side of the Moon" when Dean tells Sam what happened when John found out that Dean hadn't taken proper care of his brother, he doesn't finish the sentence ("And when Dad came home...") but he has an absolutely terrified face from the recollection alone (although as he had just lost his brother, this was pretty much a worst-case scenario, so if he did, it would be more of a one-off thing rather than a regular occurrence). Or, again, in "Bad Boys," 16-year-old Dean has reddish bruises on his wrists which he denies being caused by John and says that, instead, were caused by a werewolf, but the scene is ambiguous since Dean doesn't have any scratches or other signs on his arms typically associated with werewolf attacks. On the other hand, there has never been a single mention by Sam, Dean or Bobby of John actually hitting his sons (not even when Sam was ranting about him in Season 1); likewise, in flashbacks, neither brother so much seemed afraid of John, they were more afraid of letting him down.
  • Action Dad: John is a skilled and strong hunter who is always involved in the action. He was originally in the military and did not seem to show any particular interest in hunting. In fact, flashbacks suggest that John was creeped out by the hunting world when he actually discovered what Mary and her family did for a living. Young!John had even told Sam that he was disgusted that his father (John himself) had raised Sam and Dean to be hunters. This all changes when Mary dies. John embraces the hunting world as a way of revenge and coping with Mary's unexpected death.
  • Action Survivor: Before John fully embraced the world of hunting. Although, his then-girlfriend Mary was more of an Action Girl and Girly Bruiser was who was very experienced in fighting and hunting supernatural beings for a living, because it was part of the family business. Despite John not having any experience in regards to the hunting world, John seemed like he was still capable of defending himself. John was in the military, which suggests that he is capable of fighting when he has to since he has been a part of battle during the earlier parts of his life. Later on, after Mary had died, John becomes more of an Action Hero and Action Dad, and he becomes one of the strongest and most experienced hunters. John become so strong, experienced and knowledgable about the world of hunting, that he even trains Sam and Dean to be hunters as children. He eventually makes sure that his sons become Action Survivor's as children so that they can always be prepared to protect themselves when it is necessary.
  • Aggressive Categorism: John hates all monsters and supernatural beings, especially demons. The biggest reason for his strong hatred of demons in particular is because of the pain and suffering that demons overall have caused his family. The demon that he loathes and hates the most is Azazel (aka The Yellow-Eyed Demon). The major reason why he hates Azazel is because he was the demon that was responsible for the death of his wife Mary and for the destruction of his family (including leaving his sons motherless for the rest of their lives, and inflicting darkness onto Sam during his babyhood and childhood, paving the way for a dark destiny or future for Sam). Because of what Azazel did to Mary and his family, John went on a revenge mission to find Azazel and kill him once and for all. In which, Dean ended up doing at the end of Season 2, ending John's 20+ year old mission.
  • The Alcoholic: It has been implied in the show that John had a drinking problem. Although, his heavy drinking is never really seen on-screen and is only strongly implied. Although, his inclination to alcohlism could be believable considering Dean seems to pick up the same trait or habit as John. It could be assumed that John used alcohol or drinking as a coping mechanism for his long-term grief over losing Mary and for all of the constant family issues that he had to deal with. Dean, on the other hand, is actually seen on-screen using alcohol to cope with his problems.
  • The All-American Boy: When John was a little boy, he had model airplanes, a baseball and mitts, and a toy gun in his room.
  • Anti-Hero: Type III or Type IV.
  • Arch-Nemesis: Azazel/YED. John has been hunting down the YED since his wife tragically died back in 1983.
  • Archnemesis Dad: Subverted and averted in regards to Sam. Although Sam and John were not brutal enemies who sought to destroy each other at all costs, Sam never saw eye-to-eye with John growing up; therefore, their relationship was rather tension-filled and antagonistic, especially in regards to Sam's feelings towards John. Sam even admitted at one point that he had hated John. However they managed to somewhat patch up there relationship after meeting up again. And sure enough now he's dead, while still quick to call him out for his mistakes, Sam does foster fond memories of his father.
  • Ascend to a Higher Plane of Existence: At the end of season two, when John escapes Hell and his soul finds peace in Heaven.
  • Awesome Mc Coolname: John's last name is WINCHESTER, like the rifle.
  • Aww, Look! They Really Do Love Each Other: He doesn't show the depths of his affection for his sons too much, but when he does, it tends to be both sweet and saddening.
  • Badass Baritone: John has a rather deep voice.
  • Badass Beard and Badass Mustache: Only when John gets older. As young!John, he is clean shaven.
  • Badass In Charge: John is The Patriarch of the Winchester family.
  • Badass in Distress: Despite being a Memetic Badass In-Universe, John is often captured by bad guys or otherwise endered a Distressed Dude so that Sam and Dean can go be the big heroes who save his bacon.
  • Badass Longcoat: In the anime.
  • Badass Normal: John is a regular human who possesses no superhuman abilities.
  • Battle Couple: Averted with him and Mary; although both were warriors, they never fought alongside each other. They were preparing to in "The Song Remains the Same" against Anna, but John gotten taken out of the battle before they could do much "fighting."
  • Beard of Sorrow: Considering all of the tragedy John has been through.
  • Became Their Own Antithesis: John went from being a kind, naive and caring civilian to a cynical, jaded and corrupted individual who became surrounded by nothing but pain, tragedy and evil.
  • Break the Cutie: John had his father abandon him when he was six, served in the Vietnam War, was killed and then brought back by Azazel to manipulate Mary and witnesses the love of his life burn to death in their baby's (Sam's) nursery, losing his wife and his home in one fell swoop.
  • Broken Pedestal: Starting in Season 2, Dean goes from thinking his dad is a superhero to showing open resentment over how John treated him. Dean still loves, admires and respects his father, he just is no longer blinded to John's short comings.
  • Brooding Boy, Gentle Girl: Post-Mary's death, John became the Brooding Boy to the boys's image of her as a motherly Gentle Girl. When the couple's time together is actually shown, however, John is revealed to have been closer to a Gentle Boy.
  • Byronic Hero; John shows shades of this.
  • Calling the Old Man Out: Sam did this to John on the regular, with Dean getting the occasional one as well. Averted, however, in Season 5, when Sam defends John's harsh parenting to Young!John who hadn't yet become a hunter and thought that Sam and Dean must have had an abomination of a father.
  • Control Freak: John was very controlling and domineering by nature, especially towards his own sons. This initially stemmed from wanting to keep them safe, but eventually got off control. Years later he admits to Sam that somewhere along the lines he stopped being there father and started being there drill sergeant.
  • Crusading Widower: John became a widower when Mary died and spent the rest of his life hunting down her killer Azazel, training his sons into the human weapons that make such fascinating television. He died first, but his spirit helped his eldest son off the yellow-eyed bastard a season later.
  • The Cynic: Became one especially after his wife Mary tragically died.
  • Cynicism Catalyst: Mary's death forces John to get revenge against Azazel. He even raises his sons to become hunters in order to avenge Mary's death.
  • Daddy Had a Good Reason for Abandoning You: John lived his entire life believing that his father had walked out on him. Sam and Dean learn that their grandfather had actually traveled to the future in order to keep a valuable artifact out of demonic hands and died before he could return home.
  • Dark and Troubled Past: John has nothing but an angst ridden past. It wasn't to pleasant before (such as Parental abandonment and having to severe in Vietnam) but it pretty much started to get worse when John was killed by Azazel and Mary had traded their future son's life (Sam) in order to have John come back alive in return.
  • Dark Is Not Evil: John wears a lot of darker clothing, however although flawed and somewhat immoral, he still dedicated his life to fighting evil and saving the innocent.
  • Deadpan Snarker: John is capable of dry sarcasm and wit.
  • Deal with the Devil: He makes one with Azazel in the Season 2 premiere to save Dean.
  • Deceptive Legacy: John never told Sam about the hunting world; therefore, he lied to Sam about what he and Dean do for the first 8 years of Sam's life. He did this to protect Sam; however, this did not stop John from forcing Dean to become a hunter at the very tender age of 6.
  • Demon Slayer: John hunts all supernatural beings, but his primary target are demons.
  • Despair Event Horizon: John never recovered from Mary's death.
  • The Determinator: First, he devotes his life to hunting down and killing Azazel, the demon responsible for Mary's death. Then, he manages to regain control of his body while Azazel's possessing him, when he sees how much pain Dean is in from Azazel torturing him. Off-screen, he allegedly spent a hundred years being tortured in Hell without accepting Alastair's offer to torture other souls.
  • Disappeared Dad:
    • Often left his children alone to go hunt, so Dean had to take on an almost parental role and help raise Sam. In fact, his absence actually kicks off the plot, as it's why Dean goes seeking Sam out at Stanford, this particular case proves to be more sympathetic however (he left Dean due to him getting close the creature that killed his wife and was afraid it might take his sons to if they were there). Not to mention Adam, who John rarely saw, although in this case it's more forgivable since John didn't know he existed until Adam was 12.
    • John himself has one due to Time Travel shenanigans leading to Henry vanishing mysteriously from the past and dying in the distant future in the arms of his grandchildren. John absolutely hated his father for abandoning him.
  • Fantastic Racism: John despises demons, which is understandable considering that demons ruined his life and is responsible for his wife Mary dying and for his entire family suffering.
  • Follow in My Footsteps: John expects both his sons to follow in the family business, and Sam really doesn't want to. It doesn't end well. Subverted slightly, as John later admits he would rather that they had there own lives, its just he believes its simply not possible due to all that's happened.
  • Generation Xerox: John turned out like his father Henry in regards to their lack of good parenting skills. Henry (unintentionally) abandoned John when he was a child; John repeated the same mistake with Dean, Sam and Adam.
  • Genius Bruiser: John is both smart and a capable hunter. John also comes from a legacy called the Men Of Letters, which was a Genius Book Club that his father, Henry, was a member of.
  • Go Out with a Smile: The final time he sees his sons in his spirit form, he smiles at both Sam and Dean before he tells them goodbye forever. John may have been smiling but Sam and Dean (and the audience) were crying bucket loads.
  • Good Is Not Nice: Though the "good" part seems to fade a little with each passing season.
  • Good Is Not Soft: John may have generally good intentions, but do not mess with him. He will kick your ass big time.
  • Guile Hero: John can actually be a tactical genius when he wants to be and resorts to the use of manipulation tactics in order to defeat his enemy.
  • Happily Married: Played straight earlier on, but averted by Season 5, when a flashback shows John and Mary fighting badly and actually splitting up briefly when Dean was small. Dean commented that their marriage was only perfect "after Mom died." Since we also know that Heaven manipulated John and Mary's getting together to produce Sam and Dean, it's implied that they may not have been a great match and may not have gotten together if not for (unknowingly for them) angelic manipulation. On the other hand they did seem pretty happy together before Dean was born and they did clearly manage to patch it up enough to have another son, so who knows.
  • He Who Fights Monsters: John embraced the hunting world after Mary's tragic death. This is ironic, considering that young!John in the flashbacks said that hunting was absolutely dangerous and ridiculous.
  • Heartbroken Badass: John has faced much tragedy, pain and loss, starting with the unexpected death of his wife Mary.
  • Heroic BSOD: Has a huge one when his wife Mary unexpectedly dies.
  • Heroic Sacrifice: Gives up his life (and the Colt) in exchange for Dean's. Dean, however, is not grateful.
  • Hot-Blooded: John is passionate, aggressive, hot headed and reckless at times. He also has a Hair-Trigger Temper and also has Unstoppable Rage. It seems that both his sons inherited John's temperament.
  • Hunk: As young!John.
  • The Hunter: John hunts supernatural creatures for a living.
  • I Let Gwen Stacy Die: Mary was tragically killed by Azazel before John could do anything about it.
  • The Idealist: Even after getting shipped off to war, he was this, which Mary loved about him. After her death and his getting entrenched in hunting, however, he is somewhat different.
  • In the Blood: According to Michael, Cain and Abel are John's ancestors and the paternal Winchester bloodline are Cain and Abel's descendants. John's bloodline are also able to be vessels for Michael and Lucifer. Also, the Men of Letter's club is passed down the paternal line of the Winchester bloodline, which means that Henry, John, Dean, Sam and Adam are all Men of Letters.
  • Informed Ability: John is always spoken about- even by his enemies- as a legendary hunter. Yet several times that the viewer sees him in Season 1, he's screwed up or somehow gotten into trouble and Sam and Dean need to save him. Partially Justified in that he said worrying about Sam and Dean's safety distracts him and gets him into trouble, and more often than not him getting captured isn't out of lack of skill rather simply being to outmatched, and even then he always went down fighting.
  • It's All About Me: His detractors accuse him of ruining his sons' lives for his own vendetta.
  • Jerkass: So very much. Even several of his close friends had falling's out (one occasion with Bobby led to Bobby threatening to shoot him if he ever came back, though he had forgiven him by 2005) and disliked at least parts of him.
  • Jerk with a Heart of Gold: He snaps at Sam and Dean for doing so much as asking too many questions and has been known to take his frustrations out on them, but he genuinely wants to protect them and regrets what he's put them through. Likewise, as much as he was after revenge, he did dedicate a lot of his life to saving and protecting innocents.
  • Knight Templar: John can be very ruthless especially when it is something that he believes is the right thing to do.
  • Knight Templar Parent: Inverted with his last words to Dean, which he warns Dean he will have to kill Sam if he can't save him from turning evil.
  • Like a Badass out of Hell: Pulls it off in the second season finale.
  • Like Father, Like Son:
    • John believed that Henry abandoned him when he was young; he himself frequently abandoned Sam and Dean.
    • Dean used to wear John's jacket, listens to John's music, drives John's car, imagines himself as a mechanic like John was, and generally tried to emulate his father in every way when younger, but by Season 4 began thinking that Sam was more like their dad than he ever was. In a deleted scene from "As Time Goes By", Sam and John are again compared by Henry. They do share some noticeable personality traits and life experiences...
  • Lineage Comes from the Father: John's father Henry was a part of the Men of Letters legacy. Because he was a Winchester, the legacy was passed down to John from Henry. John's sons are also a part of the Men Of Letter's legacy, since Sam and Dean are parental descendants on the Winchester side.
  • Love Hurts: Tragically lost Mary when Azazel killed her.
  • Mentor Occupational Hazard: Word of God is that John was killed off because he already knew too much about Azazel's Evil Plan (in fact, Word of God is that John knew all of it) and he was diverting Sam and Dean from the front-lines of the battle against Hell.
  • Mercy Kill: Meg suggests that he did this to a badly injured Bill Harvelle, and that guilt over doing so is why he never visited the Roadhouse again or mentioned the Harvelles to Sam and Dean.
  • Mr. Fanservice: Especially young!John. Not that older John doesn't also count.
  • Mr Fix It: John is a mechanical person and likes to fix cars. He also comes from a family of mechanics.
  • My Greatest Failure: Not saving or being able to protect Mary and prevent her death. Also, failing to be a good father to his children, especially to Dean, he dedicates his last moments on earth to tell Dean he's sorry for not being a better father to him.
  • Never Speak Ill of the Dead: An aversion in- and out-of-universe. John has become an increasingly unsympathetic figure with more and more emotional trauma leveled against Sam and especially Dean being seen and the multiple references to his simply abandoning both boys and moving them around constantly, more so in comparison to Bobby's becoming a better paternal figure to the boys.
  • Not Too Dead to Save the Day: In "All Hell Breaks Loose, Part 2". Subverted in "Long-Distance Call"—it was a monster pretending to be him.
  • The Obi-Wan: Could be seen as this to both Sam and Dean. In fact, he was more of a mentor of the hunting world to both Sam and Dean than he was a father to the both of them.
  • Older and Wiser: When we meet John in Season 1, its clear he's changed from he was when the boys are growing up. While still possessing several of his flaws, he never the less does acknowledge he has made mistakes during his life and tries to move past them. Both sides of John are notably different to the man he was when in his twenties (as shown in Season Four and Five)
  • Overprotective Dad: John has his moments. Particularly with Sam, who he knew had been affected by the demon that had killed Mary. He passed this particular neurosis to Dean.
  • Papa Wolf: Messing with his boys on his watch guarantees you a bullet in the head.
  • Parental Abandonment: John faced this with his father Henry as a child. Ironically, he ended up repeating what Henry did to him to his own sons.
  • Parental Issues: It's revealed in Season 8 that John had many issues with Parental Abandonment and Parental Neglect. His father Henry abandoned him when he was young, but this was because Henry had a duty to being a Man of Letters.
  • Parental Neglect: Growing up to often John focused more on being a hunter to his sons than being a father. As an older man he admits he regrets this and it occurred out of not dealing with his own problems and his desire to keep them safe progressing out of control.
  • Parents as People: While he did clearly loved his sons, and was very protective of them. John wasn't the best father, he made mistakes, had trouble dealing with own problems and brought a lot of it on his sons, as older man he reveals he regrets many of the bad choices he's made, but then still repeats several of his mistakes.
  • The Patriarch: Of the Winchester family.
  • Pop-Cultured Badass: John loves classic rock and loves a variety of different classic rock bands. Dean seemed to pick up the same trait.
  • Proud Warrior Race Guy: John embraced the hunting world and expected his sons to embrace it as well.
  • Redemption Equals Death: A heroic example.
  • Revenge Before Reason: The major driving force behind why John began hunting. He shares this same trait with his second son Sam.
  • Shell-Shocked Veteran: Young John is an aversion.
  • Starcrossed Lovers: With Mary. His romance with her was orchestrated in order for them to have Sam and Dean, according to Cupid. It ended in tragedy when Mary died in a fire in Sam's nursery.
  • The Stoic: John doesn't show that much emotion in general, but when he does, it's normally regarding his family.
  • Take Up My Sword
  • Tragic Hero: Really John's life was one long display of pain and misery, nearly every good thing he had was just taken away from him, and many of the skills that made him a great hunter severely damaged his life and relationship with his sons.
  • Tragic Keepsake: The journal he always used to keep records and everything? It was supposed to be his Disappeared Dad's (Henry).
  • Took a Level in Jerkass: After he got involved in hunting, it appears as the tragedy got to him as he got older, and was unable to deal with his problems it led to him getting worse.
  • Took a Level in Kindness: See Older and Wiser, while still possessing many the same flaws as before, it clear by the first Season, John's grown from the man he was when Sam and Dean were children, and has come to realise and feel guilty for many of mistakes he made during that time. Its best demonstrated in "Salvation" when he gets called out by Dean his response is to admit Dean's right and tell he's sorry.
  • Turn Out Like His Father: John seemed to have picked up or inherited the Parental Neglect and Parental Abandonment trait from his own father before him, Henry. Henry and John were both commited to their missions. Henry was a legacy and committed to being a Man of Letters while John was committed to being a hunter and killing monsters. This led to both of them abandoning their children. The difference between the two however is that Henry accidentally abandoned John because he got stuck in Time Travel while John chose to abandon his children. The funny thing is that like his son Sam, who resented him for being a bad father and abandoning Dean and him as children, John also strongly resented and hated Henry for essentially doing the same thing by abandoning him as a child.
  • The Unfavorite: All of his children feel like they're this to him.
  • Used to Be a Sweet Kid: John's not a villain, but it's still depressing to see how happy and innocent he was in the teaser of the pilot before Mary died and in the episodes where his sons travel into the past.
  • "Well Done, Son!" Guy: With Dean, although later on Dean realizes how flawed John is and loses a lot of his hero worship towards him.
  • Well-Intentioned Extremist: Everything John did through his entire life, he did with good intentions, it just often didn't work out.
  • What the Hell, Dad?: John trained his sons from an early age to kill the demon that murdered their mother and didn't really do much else in the way of parenting. He left parenting Sam to oldest son Dean, treating Dean more like a grown hunter than a child.
  • When You Coming Home, Dad?: Due to hunting John was often away for several days (occasionally weeks), when Sam was eight he even missed being there for his sons on Christmas.

    Mary Winchester née Campbell 

Mary Winchester (nee Campbell)

Played By: Samantha Smith, Amy Gumenick

"Dean... Sam... I'm sorry."

Mary is the wife of John, and mother of Dean and Sam. She was born on December 5, 1954, to Deanna and Samuel Campbell. Mary's parents raised her as a hunter, but she gave up hunting after she met John and both her parents were killed by Azazel. She herself was killed by Azazel on November 2, 1983, when Sam was six months old and she went into his nursery to check on him and witnessed Azazel feeding baby Sam his demon blood. She never told John about the supernatural world or her former life as a hunter. Dean and Sam didn't learn about her hunter origins until Castiel sent Dean back in time, where he met younger versions of John and Mary in "In the Beginning."
  • Action Girlfriend: While John was still a sweet, kind and innocent person who was a military soldier and came from a family of mechanics, Mary was busy kicking monster ass as a hunter.
  • Action Mom: Averted. Mary had already quit the hunting life when she became a mom.
  • Badass Normal: Mary is a normal human yet she was an Action Girl who kicked ass.
  • Battle Couple: Averted with her and John; although both were warriors, they never fought alongside each other. They were preparing to in "The Song Remains the Same" against Anna, but John gotten taken out of the battle before they could do much "fighting."
  • Beauty Equals Goodness: Mary is shown to be a good, kind and caring individual.
  • Beware the Nice Ones: Mary is a nice lady most of the time, but don't mess with her. She is not to be underestimated.
  • Break the Cutie: A big part of her tragic backstory.
  • Broken Bird: From growing up in a life she hates (the hunting world), to having Azazel murder both of her parents, to having Azazel kill John only for Mary to have to make a deal and sell her future son's life (Sam) away in return of bringing John back from the dead and eventually suffering a very tragic fate, when Azazel kills her by pinning her up to the ceiling and slitting her stomach open in her own son's nursery, Mary's life being considered tragic is an UNDERSTATEMENT. Mary's tragic life and fate ended up extending to her husband and her sons.
  • Brooding Boy, Gentle Girl: Post-Mary's death, John became the Brooding Boy to the boys's image of her as a motherly Gentle Girl. When the couple's time together is actually shown, however, John is revealed to have been closer to a Gentle Boy, while Mary is too goal-oriented and fierce to be labeled simply a Brooding Girl or a Gentle one.
  • Cessation of Existence: Implied to be what happened to her after her Heroic Sacrifice in "Home". However, it is highly doubtful to be true, considering Death's statement that the human soul can never be destroyed. Mary's sacrifice probably just had the same effect as burning a ghost's bones has.
  • Child Soldier: Mary was raised as a hunter growing up.
  • The Cutie: As young!Mary. She was very lovable.
  • Cynicism Catalyst: Mary's unexpected and tragic death caused her husband (John) and her sons (Dean and Sam) to become hunters to avenge her death.
  • Dark and Troubled Past: Oh dear.
  • Deadpan Snarker: Primarily in the flashbacks.
  • Deal with the Devil: Azazel manipulated her into making one to save John, as revealed in "In the Beginning". Her deal, though, didn't cost her her soul-it allowed Azazel to feed his blood to Sam ten years later. Obviously, he didn't tell Mary that part.
  • Death by Origin Story: Mary's death was the major motivator for John, Dean and later on, Sam, to begin hunting.
  • Death Glare: When time-traveling Dean and Sam come knocking on former hunter Mary's door, she gives them quite a deadly glare.
  • The Determinator: Mary wasn't the type to give up on wanting something. Something that Mary had always craved was to get away from the hunting life in which she was raised in and to live a normal life. Mary managed to get her wish, albeit with a tragic price and fate.
  • Disposable Woman: Mary is already deceased prior to the Pilot episode.
  • Doomed by Canon: This was expected since according to a flashback in Season 4, Mary had basically sold her soul, her life and her son (Sam) to Azazel all so she could bring John back from the dead and live the normal life that she had craved. A decade after she made that deal, it was game over for Mary.
  • Everyone Loves Blondes: At least John did. Dean also thought his own mom was hot when she was younger.
  • Girly Bruiser: When Mary was younger. She was feminine but also knew how to kick ass and take names when she had to. She was involved in the rather male-dominated line of work of hunting for basically her whole life.
  • Girly Girl: Although Mary was a hunter, she was really feminine and girly.
  • Good Is Not Soft: Mary is a nice girl but she can kick ass and should not be underestimated.
  • Guardian Entity: After her death, her spirit stays behind in her old house and becomes this.
  • The Gwen Stacy: Mary is tragically killed at the hands of Azazel aka Yellow Eyed Demon.
  • Hair of Gold, Heart of Gold: Mary was a good hearted, kind and caring woman.
  • Happily Married: Played straight earlier on, but averted by Season 5, when a flashback shows John and Mary fighting badly and actually splitting up briefly when Dean was small. Dean commented that their marriage was only perfect "after Mom died." Since we also know that Heaven manipulated John and Mary's getting together to produce Sam and Dean, it's implied that they may not have been a great match and may not have gotten together if not for (unknowingly for them) angelic manipulation. On the other hand, they did seem pretty happy together before Dean was born and they did clearly manage to patch it up enough to have another son, so who knows.
  • Heroic Sacrifice/Taking You with Me: Her spirit destroys itself in "Home" to banish the poltergeist attacking people in her old house.
  • Hidden Depths: Although Mary was brought up as a hunter, it is discovered that she actually hated hunting and wanted to live a normal, apple pie life. She ironically shares this trait in common with her youngest son, Sam.
  • Hot-Blooded: Not as much as John (who has serious anger issues) but Mary is very feisty, spunky and opinionated. Not to mention she is a Blood Knight and an Action Girl who has a major Berserk Button if you set her off (mostly when hurting those she loves and cares about). Azazel even commented on Mary's feistiness, saying that "she had spunk " and because of it, Mary was his favorite.
  • The Hunter: Mary was brought up in the hunting life and was therefore a hunter herself.
  • I Just Want to Be Normal: Like Sam, Mary hated hunting and wanted to have a safe, happy, apple pie life. Well, she got one... for a while.
  • Innocent Blue Eyes: Along with her Hair of Gold.
  • In the Blood: Her entire family are hunters and Mary was raised a hunter. The Campbells are the Brawn to the Winchester's Brains.
  • Kill It with Fire:
    Not!Mary: The worst was the smell. The pain, well, what can you say about your skin bubbling off? But the smell was so… You know, for a second I thought I’d left a pot roast burning in the oven. But… it was my meat.
  • Knight of Cerebus: When she showed up in Season 1's "Home", everything started going downhill.
  • Laser-Guided Amnesia: In "The Song Remains the Same", a past version of Mary learned about what will happen to her and her family, but before she can act on it, her memories were erased by Michael.
  • Light Is Good: Mary is often seen wearing white clothing.
  • Like Father, Like Son:
    • Mary desired safety in the form of a normal life, the same reason that Sam, her youngest son, had in wanting a normal life. Also, Mary's relationship with her father Samuel parallels Sam's relationship with his father John regarding hunting.
    • In a tragic, twisted example: with his having to take care of both Sam and John as a child, Dean was effectively groomed to take Mary's position in the family as the maternal figure.
  • The Lost Lenore: To John. After she died, John's life was never the same again.
  • Love Hurts: Azazel had killed John back in '73 and Mary made a deal with Azazel to bring him back from the dead. She didn't realize that she had sold her future son, Sam's life to Azazel all so that she could have John back, or that it would ultimately get her killed.
  • Mama Bear: "You get out of my house... and let go of my son."
  • Missing Mom: To Sam and Dean. She was killed when Sam was six months old and Dean four years old.
  • Morality Chain: To her husband John and to her father Samuel.
  • Nice Girl: Very much so.
  • Not Too Dead to Save the Day: Her ghost intervenes and saves her sons from the poltergeist haunting their old home.
  • Official Couple: With John.
  • Parental Abandonment: Both of her parents, Samuel and Deanna, are killed at the hands of Azazel.
  • Pregnant Badass: In "The Song Remains the Same", she was pregnant with Dean yet still put up a better fight against an angel than either John or Dean.
  • Retired Badass: Mary gave up the hunting lifestyle after she married John.

    Samuel Campbell 

Samuel Campbell

Played By: Mitch Pileggi

"I don't trust other hunters, Dean. Don't want their help, don't want them around my family."

Samuel is the husband of Deanna, father of Mary, father-in-law of John and the maternal grandfather of Dean and Sam. His grandson Sam was named after him. Samuel and Deanna were both hunters, and raised Mary to be one as well. Samuel was killed by Azazel (who possessed him temporarily). He was brought back to life along with Sam at the end of fifth season by Crowley, who forced him to look for Purgatory. He tried to sell Sam and Dean out to Crowley. Sam killed him when Samuel became possessed by the Khan Worm.
  • Action Dad: Samuel was Mary's father, and hunted the supernatural for a living.
  • Anti-Villain: Type II in Season 6; he is working with Crowley, but only to get Mary Back from the Dead.
    Samuel: You know, the one difference between us: you know how to live without her.
    Dean: Look, I know how you feel—
    Samuel: No, you don't. She's my daughter, and she's dead, and I can do something about it.
  • Asshole Victim: In Season 6, Samuel works to help Crowley take over Purgatory and kill Sam and Dean in order to bring Mary Back from the Dead. Consequently, nobody is particularly sad when he dies in "...And Then There Were None."
  • Back from the Dead: He's brought back by Crowley in Season 6. For a while, anyway.
  • Badass: Samuel is a very tough, strong, and experienced hunter.
  • Badass Grandpa: He may be Sam and Dean's grandfather but that don't stop him from kicking ass.
  • Badass Normal: Doesn't have any superhuman abilities yet can still kick major ass. He's an experienced hunter after all.
  • Bald of Awesome: It becomes a Bald of Evil when he's possessed and also when he pulls a Face-Heel Turn in Season 6.
  • Battle Couple: With Deanna. They were both hunters.
  • Brooding Boy, Gentle Girl: The Brooding Boy to Deanna's Gentle Girl.
  • Deadpan Snarker: Oh so much. Samuel could qualify as the king of snark and sarcasm.
  • Deal with the Devil: Turns out he made one with Crowley to bring Mary back if Samuel could get Purgatory's location out of the monsters he captured. Nothing ever comes out of it, since Samuel dies (again) in "And Then There Were None".
  • Even Evil Has Standards: "You're a hell of a hunter, Sam, but... the truth is, sometimes you scare me."
  • Fish Out of Temporal Water: "'Soccer mom', huh? Well, I'll have to look that up on the 'intranet'."
  • Forced Into Evil: He grudgingly does what Crowley tells him to out of desperation to have his daughter, Mary returned to him.
  • Genius Bruiser: Has a lot of tricks up his sleeve, like the cures for djinn poison and vampirism, by virtue of having been born into a long line of hunters who took notes.
  • Grand Theft Me: His possession by Azazel and the Khan worm in both of the episodes where he dies.
  • In the Blood: Samuel was a hunter and he raised his daughter Mary to be one as well. Mary, on the other hand, hated the hunting life and wanted to escape. Ironically, Mary's attitude and relationship with Samuel parallel her future son, Sam's attitude towards hunting and his relationship with John.
  • Jerkass: Boy howdy.
  • Thicker Than Water: To Samuel, not so much. When he tries to pull this excuse on Sam and Dean, they tell him exactly how full of crap he is. And yet, he does have a point, having met Dean once before he died (the first time), got possessed by Azazel, and forced to kill himself and his wife, all because of Dean's attempt to intervene and change the past. Samuel spent a year hunting with a soulless, amoral version of Sam whose cold-blooded actions apparently disturbed Samuel, if "Live Free or Twihard" and the flashbacks in "Unforgiven" are an indication. Even so, Samuel apparently did care about his grandsons since he did make attempts to help them in Season 6 as long as it didn't interfere with his deal with Crowley like when he gave Dean the cure for vampirism. When it came down to it, though, he loved Mary, his daughter, more than he was willing to help Dean and Sam, grandsons he barely knew and were admittedly kind of dickish themselves at that point.

    Deanna Campbell 

Deanna Campbell

Played By: Allison Cossack

Deanna was the wife of Samuel, mother of Mary, mother-in-law of John and maternal grandmother of Dean and Sam. Her grandson Dean was named after her. She and Samuel were both hunters and raised Mary to be one as well. Deanna was killed by Azazel.
  • Action Mom: She was involved in the hunting life after all along with her husband Samuel and her daughter Mary.
  • Battle Couple: With Samuel.
  • Brooding Boy, Gentle Girl: The Gentle Girl to Samuel's Brooding Boy. With her dead, a resurrected Samuel goes Jumping Off the Slippery Slope.
  • Chef of Iron: In one scene, Deanna multitasks whipping up a fruit salad and also discussing a case with Samuel and Dean.
  • Neck Snap: After throwing her with telekinesis, Azazel stalks up to her and breaks her neck with his own hands. Excuse me, with her husband's own hands.
  • One-Shot Character: Unlike her husband, Deanna only appeared in one episode and was mentioned only once more.
  • We Hardly Knew Ye: She died in the same episode we met her in.

    Adam Milligan 

Adam Milligan

Played By: Jake Abel

Adam is the youngest son of John Winchester and the younger half brother of Sam and Dean Winchester.
  • Annoying Younger Sibling: To both Sam and Dean.
  • Back for the Dead: Adam is brought back from the dead, only for him to end up locked in Lucifer's cage in Hell for eternity.
  • Back from the Dead: Well, he IS a Winchester. It's what they do.
  • Birds of a Feather: Adam seemed to have a very similar life to his older half brother Sam before Sam embraced hunting.
  • Break the Cutie: He and his mother were horribly murdered, then he was resurrected and tricked into being part of the apocalypse, then ended up in hell, where he still is.
  • Butt Monkey: Even being half a Winchester gets the kid killed and sent to Hell.
  • Cain and Abel and Seth: After over twenty years, Sam and Dean find out that Adam is their paternal half-brother. Their father had Adam several years after their mother died, whom he kept from the hunter's life to protect him. The brothers immediately argue about whether to train him or to spare him from their life. It turns out he's already been killed in revenge against their father, and they've been dealing with a ghoul.
    • When Adam eventually makes another appearance in season five as himself, after he's been brought back from the dead as bait or a possible alternative for Michael, he doesn't get along with either of the brothers that never knew about him. In Season six, when Dean's given the option to either save Sam's soul from eternal torment in Lucifer's cage or rescue Adam's from the same place, Dean unsurprisingly doesn't even hesitate in choosing Sam.
  • Chekhov's Gunman: We met him briefly in season 4. He turns out to be a lot more important later on.
  • The Chew Toy: See Butt Monkey.
  • Chuck Cunningham Syndrome: Everyone seems to have forgotten about him by now...
    • Well, except for the fandom on tumblr. The "Except Adam. Adam's still in hell" punchlines are practically a Memetic Mutation.
    • He finally gets mentioned again five years later in the show's 200th episode, where from their reactions it appears even Sam and Dean have forgotten he ever existed.
  • Dead All Along: In "Jump the Shark," the "Adam" the Winchesters meet is a Ghoul using his form. How did he get into that form? By eating the real Adam.
  • Deadpan Snarker:
    Sam: You may not believe it, but Dad *was* trying to protect you.
    Adam: Well, I guess the monster that ate me didn't get that memo.
  • Deus Angst Machina: For someone who appeared in only three episodes, Adam has had a ridiculous amount of horrific things happen to him in each one. He's eaten alive by Ghouls, pulled out of Heaven, brought back from the dead, forced to claw his way out of his own grave, told (falsely) that he is The Chosen One, kidnapped, held hostage against Dean, tortured, rescued (only NOT), possessed by an archangel, incinerated, disintegrated, regenerated and, finally, dragged into the worst possible pit of Hell alongside Lucifer and Michael. And is still there. Note that Adam was an Ordinary College Student prior to this and that the only reason any of it happened to him is because he is a...
  • Distressed Dude: In both seasons 4 and 5. in neither case is he saved.
  • Fate Worse Than Death: Ultimately Adam ends up locked in Hell with Satan and Satan's big brother, Michael with no hope of escape, seeing as how any of the characters who could free him either don't care about him or are dead.
    • And to make matters worse, as of season 10 he's STILL THERE. He's spent 700 years in hell with Lucifer and Michael as his bunkmates. Now we know how much the Winchesters care about family.
  • In the Blood: Adam is a descendant of Cain and Abel due to being John's son. Therefore, like Sam and Dean, he is able to be the vessel for Michael.
  • Jerkass Has a Point: Zachariah warned Adam that Sam and Dean would always save each other before ever taking a second glance at him. Zachariah was trying to sway Adam towards working with the angels as opposed to with the brothers, but he was quite prescient on this point: Adam failed to make it out of the angelic confrontation later in the episode because Dean was hauling Sam out first, Dean actively chose to rescue Sam's soul out of Hell while leaving Adam in there (he could only choose one) and neither brother seems particularly bothered by the possibility that Adam might still be in Hell with Michael and Lucifer.
  • Long-Lost Relative: To Sam and Dean. He is their paternal half brother. They all share the same father, John Winchester.
  • Ordinary High-School Student: Prior to being killed in "Jump the Shark".
  • Pretty Boy: Being a Winchester most certainly grants a win in the genetic lottery.
  • Refused by the Call: Yeah, poor Adam was willing but he was just bait to lure Dean in.
  • Thicker Than Water: Averted with Adam, notable because all the Winchesters generally subscribe to a "family is everything" mindset. But Sam and Dean are complete strangers to him, he resents them for having the father he never had (such as he was), Zachariah has warned Adam about Sam and Dean's crazy co-dependency issues, and overall, Adam wants precisely nothing to do with the Winchesters' "dewy-eyed bromance." Though he does just start to warm up to Dean before Michael gets to him.
    • On the other hand, he's apparently quite loyal to his mother, and Michael's big selling point for using Adam's meatsuit was that Adam would be able to see her again.
  • The Smart Guy: Adam is a pre-med student.
  • The Unchosen One: Unintentionally. By saying "Yes" to Michael and being the vessel in Dean's place, he effectively proves that Michael's speech to Dean in "The Song Remains The Same" about how Destiny cannot be screwed was basically Michael talking out of his ass.
  • The Unfavorite: So Dean spends the first half of Season 6 trying to get Sam's soul back, because it's left in the cage with Michael and Lucifer, after Castiel removed Sam's mind and body almost immediately. When Dean first makes his deal with Death to get Sam's soul back, he tries to get Adam out as well. Death, however, refuses and forces Dean to choose between the two; Dean chooses Sam.
  • Walking Spoiler: He is related to Sam and Dean through John. Expect this whenever he shows up.

    Christian Campbell 
Played By: Corin Nemec

Christian is Sam and Dean's third cousin. He is a calm and skilled hunter working with Samuel Campbell. Christian is revealed to be possessed in "Family Matters." In "Caged Heat," Dean stabs him with Ruby's Knife, killing both him and the demon.
  • Demonic Possession: We never meet the real Christian Campbell, who had been possessed by a demon for a year when he is introduced.
  • Jerkass: He is rude and antagonistic in all of his appearances.
  • Killed Off for Real: In "Caged Heat."
    Christian: What are you laughing at?
    {Dean kills Christian with Ruby's knife.}
    Meg: Dean Winchester's behind you, meatsack.
  • Long-Lost Relative: To Dean and Sam.
  • The Mole: For Crowley.
  • Torture Technician: Although, according to Meg, he isn't very good at it.

    Gwen Campbell 
Played By: Jessica Heafey

"Just, uh, get sick of getting left behind. Think it's probably 'cause I remind him of his daughter or something."

Gwen is Sam and Dean's maternal third cousin, and a hunter working with Samuel Campbell. She tells Dean that she had no idea Samuel sold them out to Crowley, and is the only Campbell who is friendly to Sam and Dean. Dean kills her when he is possessed by the Khan Worm. Appears in "Exile on Main Street" (S06, E01), "Two And A Half Men" (S06, E02), "Family Matters" (S06, E07), and "...And Then There Were None" (S06, E16).

    Mark Campbell 
Played By: David Paetkau

Mark is Sam and Dean's distant cousin. He is a hunter working with Samuel Campbell. The Alpha Shapeshifter snaps his neck in "Two and a Half Men."

    Spoiler Character 


Played By: Alexia Fast

Emma is an Amazon and Dean's daughter, conceived during a one-night stand Dean had with her mother Lydia. Lydia, being an Amazon herself, became pregnant and gave birth to Emma within 24 hours following her night with Dean. Emma grew from a newborn to a toddler to a teenager within a short amount of time. She was killed by her uncle Sam while attempting to carry out the ritualistic killing of her father.

    Henry Winchester 

Henry Winchester

Played By: Gil McKinney

"I'm sorry I judged you two so harshly for being hunters. I should've known better. You're also Winchesters. As long as we're alive, there's always hope."

  • Action Dad: Henry was a Man of Letters. He was a very intelligent man who could also be considered a Badass Grandpa as he is the paternal grandfather of Sam and Dean (and Adam).
  • Action Survivor: Henry is not a skilled fighter, warrior and hunter like his son John or his grandsons Sam and Dean but he can still defend himself when he has to. He seemed to hold his own against Abaddon and even Dean had commented that for someone who was not a hunter and no skill or experience when it comes to hunting and fighting, Henry had shown he was a capable fighter. Henry was forced to fend for himself; after all, he was facing Abaddon, one of the most deadly and dangerous demons ever!
  • The Atoner: When sent to the present times through Time Travel, Henry is determined to go back to the son that he abandoned because he felt guilty after reading his sons journal. He feels that if he went back, he could fix things with his son and also the possible outcome of the events of the future. He does end up sacrificing himself to Abaddon to save Sam and tragically dies.
  • Awesome Mc Coolname: Henry's last name is Winchester, like the rifle.
  • Badass: Henry may not have been a hunter or a fighter, but he could still fend for himself when he had to.
  • Badass Bookworm: Henry was a Man of Letters and was highly knowledgeable, intelligent, well-spoken and well-read.
  • Badass Normal: He's completely human and has no abilities whatsoever but he's pretty badass in his own right. After all Henry is a Man of Letters and is The Smart Guy and a Badass Bookworm, someone who uses his brains and his intelligence over his strength. Ironically his grandson Sam shares the same qualities only Sam did have powers in the beginning (although Sams powers do end up going away eventually).
  • Badass Grandpa: He is Sam and Dean's grandfather, but he himself isn't old as he time-traveled to meet them.
  • Badass in a Nice Suit: Henry dressed rather sophisticated. Guess it's a requirement of being a Man of Letters.
  • Badass Pacifist: Henry is a Man of Letters and is only used to experiences of a literary nature. He is not a warrior or a skilled fighter by any means. Henry found a way to temporarily defeat Abaddon without resorting to the use of violence. Unfortunately for Henry, it ended up costing him his life. Still the bravery that Henry showed facing Abaddon was nothing short of admirable and this was even noted by his grandson Dean.
  • Bad Present: From Henry's perspective. His son and mentors are dead. The legacy of the Men of Letters seems lost. His son grew up alone and believed himself abandoned by his father.
  • Bookworm: Comes with being a Badass Bookworm and a Man Of Letters. His grandson Sam seems to share the same trait or quality.
  • Broke Your Arm Punching Out Cthulhu: Henry shoots Abaddon, a Knight of Hell only killable by Archangels, in the head with a bullet engraved with a devil's trap, thus preventing her from ever escaping her host, using her powers or even moving her body. He dies shortly afterward from an injury she dealt him when he was getting close enough to do the deed.
  • Captain Obvious: After telling Sam and Dean that Abaddon is a demon and they ask Henry where she came from, he replies, "She's from Hell."
  • Chekhov's Gun: Henry's pin with the Star of Aquarius, which John asks him about.
  • Chekhov's Skill/Escape Artist: Henry's ability to escape handcuffs.
  • Conspicuous Trenchcoat: Which is a Justified Trope, considering Henry is from 1958.
  • Cool Old Guy: Subverted Trope. Technically speaking Henry is supposed to be an old man but Time Travel messed that up therefore he has the appearance of a young man in his 30s. Lucky for Henry, time travel also kept him physically attractive as well as youthful.
  • Crazy-Prepared: He carved a devil's trap into a bullet. Nice!
  • Cultured Badass: Well, Henry is a Man Of Letters.
  • Daddy Had a Good Reason for Abandoning You: It doesn't get much better than being thrown through time. Tragically, he's unable to go back and learns that not only is his son dead, but he died hating him. Then he dies too.
  • Deadpan Snarker: Every bit as sarcastic as John, Sam, Dean and Adam. Seems to be a Winchester personality trait. Only difference is that Henry comes off as very polite and sophisticated when delivering snark and sarcasm. See Gentleman Snarker.
    Henry: "2013. Guess the Mayans were wrong."
  • The Determinator: Henry is very persistent and determined when he wants something. It seems to be a Winchester trait or quality.
  • Died in Your Arms Tonight: Dies in his grandsons' Sam and Dean's arms.
  • Disappeared Dad: To John. Ironically, John ended up abandoning his sons as well.
  • Fish Out of Temporal Water: Unlike Abaddon, Henry is very out of his league in 2013.
  • Follow in My Footsteps: Henry expected his son John to follow the Winchester legacy of being a Man of Letters. Henry seemed to advocate the legacy to his grandsons Sam and Dean.
  • Generation Xerox: It seems as though John followed in Henry's footsteps in regards to their parenting skills. Both Henry and John had issues with Parental Abandonment (Henry with John and John with both Sam and Dean).
  • Genius Book Club: Part of the Men Of Letters club.
  • Gentleman and a Scholar: Henry was a Man Of Letters, which man that he was a bookworm and intelligent.
  • Gentleman Snarker: He's very much the Deadpan Snarker that his grandsons Sam and Dean are yet he's way more polite and sophisticated in how he comes across even when being snarky and sarcastic.
  • Good Parents: Unfortunately, John never found out or knew about it.
  • Guile Hero: Henry is very smart and strategic.
  • Heartbroken Badass: His wife is dead and he's tragically ripped away from his young son John, who grew up to think that he abandoned him and ended up resenting him because of it. Henry was also stuck in Time Travel for decades and even when he does enter the present times, life doesnt get better for him. He meets his grandsons only to be found by Abaddon and killed when he sacrifices himself and ends up dying.
  • Heroic Sacrifice: He dies so Abaddon can be defeated.
  • Jumped at the Call: He really wanted to be a member of the Men of Letters and is very proud at being accepted.
  • Knight Templar Parent: Henry tries to change the past, knowing full-well it could have unforeseen consequences for the future, because he can't bear to let his son suffer and die as he did in this future.
  • Like Brother and Sister: With Josie Sands though the latter was actually in love with him.
  • Like Father, Like Son: Parental Abandonment seems to run in the Winchester genes. Henry abandoned John when he was a child and John repeated Henry's mistake with Sam and Dean.
  • Lineage Comes from the Father: Henry was a Man of Letters and, therefore, the legacy was passed down from him to his son John and also to John's children, Sam and Dean. Henry's father and grandfather were also Man of Letters, proving that the Men of Letters legacy was in the Winchester men's lineage.
  • Long-Lost Relative: Henry is John's long lost father and Sam, Dean and Adams grandfather.
  • Memento MacGuffin: John's journal is revealed to be a keepsake from Henry's with the initials "H.W." on the inner cover.
  • Only the Knowledgable May Pass: He's a Man of Letters, which is an exclusive club.
  • Overprotective Dad/Papa Wolf: Despite his issues with Parental Neglect and Parental Abandonment in regards to John it is still evident that he was very protective of John and loved him. Besides, him abandoning John was something that was not his fault and was out of his control due to time travel. John seemed to have picked up the overprotective father trait from Henry (not to mention the Parental Abandonment trait as well).
  • Parental Abandonment: Unintentionally abandoned John when he was a child. John ended up picking up the same trait.
  • The Patriarch: Technically, Henry is the actual patriarch of the Winchester family, as he is the oldest known Winchester and was John's father.
  • Proud Scholar Race Guy: He's a Man of Letters.
  • Purple Prose: Henry's dialogue often sounds like something we would expect from Captain Patriotic in The Golden Age of Comic Books.
  • Secret Legacy: Henry was a member of a secret book club called the Men Of Letters.
  • Self-Made Man: He's a Man of Letters and it was a legacy that as passed down to him through his paternal side of the family.
  • Senseless Sacrifice: He dies defeating Abaddon, only for her to be brought back to life towards the end of Season 8.
  • Set Right What Once Went Wrong: Had intended to time travel back to 1958 because he could not bear what happened to his son John in the future after reading his journal.
  • The Smart Guy: Highly intelligent, scholarly, a bookworm and a Man Of Letters. His grandson Sam seems to share the same quality as him.
  • So Proud of You: As he is dying in his grandson Sams after being stabbed by Abaddon, Henry tells both Sam and Dean that he was sorry for being so judgmental about them for being hunters. He says that he may not have known his son John as a man but seeing and knowing how his grandsons turned out, he would be proud and is proud of John. He also said that Sam and Dean are Winchesters and as long as they are alive, there is always hope .
  • Soul Power: Henry uses this to make the blood sigil work.
  • Standard '50s Father: John is from 1958 but Time Travel threw him into the future. He has the appearance and wardrobe of a man from the 50s.
  • The Strategist: Along with being The Smart Guy and a Badass Bookworm Henry is very brilliant strategically. As a Man of Letters, he takes what hunters give him and finds ways of defeating the enemy. His son John and all of his grandsons Dean, Sam and Adam are all strategic like him.
  • Strong Family Resemblance: With his grandson, Sam. Their resemblance is actually quite strong.
  • Supernaturally Young Parent: It's understandable considering that Henry is from The Fifties. His son is not only much older than he is, but already deceased (though not of old age) by the time Henry shows up from the time portal.
  • Tall, Dark and Handsome: Very much like his son John and his grandson Sam. In fact there is a Strong Family Resemblance between Henry and Sam that is a dead giveaway that they are related.
  • Team Dad: Henry is The Patriarch of the Winchester family as he is the father of John as well as a Badass Grandpa to Sam, Dean and Adam.
  • Vomit Indiscretion Shot: After riding in the Impala with Dean and Sam Henry is so overwhelmed by a combination of being time travelled into the future, by being confronted by Abaddon and by not understanding adventures that are not of a literary nature, that he ends up puking his guts out.
  • Vomiting Cop: The aforementioned Vomit Indiscretion Shot by Henry after a narrow escape from Abaddon illustrates how inexperienced he is with hunter-type activities, despite all his knowledge; it also highlights how frightening Abaddon is.