Collection of quests that players either hate or Love to Hate:
- When you go to the Whitespring Golf Course, you're given a task to kill ten feral ghouls in golf outfits. As simple as it sounds, this is a nightmare to complete. The golf course is frequently visited by high-level players, so lower-level players can get shut out by high-ranking enemies. Only ghouls in golf outfits count, and the club is mostly filled by generic ghouls. Finally, because players tend to congregate there because they're also trying to complete the sodding quest, others may/will probably kill the few valid targets in the area.
- A later patch addressed this issue, by counting ANY ghoul killed on the golf course to count as a 'golfer'.
- Rose, despite being an Ensemble Dark Horse, sends player characters all over the map in order to fulfill her insane requests. Key to the Past is the worst of these by having almost a dozen steps to completing it, but it's part of a trio of tasks that also include many-many steps to complete. Even when you finally get the digital keycard made and find Rosalynn Jeffries' body, you are then informed by Rose that: 1. She never actually needed you to do any of it. 2. Your Princess Is in Another Castle!.
- The "Kill a Wendigo while wearing a clown costume" miscellaneous quest. For starters, Wendigos themselves are massive Demonic Spiders. Secondly, it's possible to come across this quest while in the lower levels, meaning you'll likely be unprepared to go up against such a threat. Thankfully, you can still wear Power Armor, as long as the clown suit is on underneath, alleviating this somewhat.
- "The Blade of Bastet" quest for the Order of Mysteries is a lot harder than it may seem if you do later in the game. Ulysses S. Grant's cavalry saber needs to be fitted with an analyzer to study its swings and you must slay six different kinds of creatures to get the information necessary to make the aforementioned blade. Sounds simple, right? Except, Ulysses S. Grant's sword remains level 1 no matter what your level or those of your enemy remains. Also, what qualifies as a different creature varies tremendously as broad categories like insects can cover several different groups. You may be running around cherry tapping enemies trying to see what qualifies as a different class or not.
- When it comes to public events, Project Paradise is possibly the most disliked group quest out there due to its difficulty, all but necessitating entire crowds to participate in order to properly feed and defend the three specimens (and even then that can still fail, due to the animals' Suicidal Overconfidence). This is made even more frustrating by how some of the better quest rewards demand that at least two of the quest targets survive for a chance to even drop, and none of which are even good for late-game, which makes players even less incentivized to join whenever the event pop-up appears. As a knock-on effect of this, the Tadpole: Medic badge is often regarded as one of the hardest challenges to complete despite it being intended simple nature, due to it requiring the use of Stimpak diffuser grenades which can only be crafted from plans obtained through Project Paradise (or as whole units from other players who know the plan, whichever is rarer).
- Both of the Pitt expeditions have finale events that involve the players protecting all of the marked NPCs from Trog attacks, meaning that the side objective instantly fails even if one of them die.
- While the Union fighters in Union Dues are capable of combat, their Suicidal Overconfidence often causes them to run off of their vantage points and be swarmed by Trogs on the ground level, assuming they didn't already spawn down there to begin with. Understandably, this does them no favor in trying to stay alive, and also complicates players trying to revive them before they expire, which only gets harder once the Trog Devourer rocks up to the scene.
- From Ashes to Fire's finale instead tasks the players with finding and saving three groups of escaped slaves from mutated Trogs while a rad storm is brewing up above them. The frustration factor is several-fold: unlike the Union fighters, two out of three escapees cannot defend themselves, and will not go into bleedout when downed, meaning that running out of HP will kill them instantly; the Trogs attacking them are Glowing, and thus are significantly stronger than the ones in Union dues; the Trenches are huge and easy to get lost in, all while the severe rad storm is rapidly burning up your maximum HP; and all three slaves will begin losing health the moment one loads into the final section, thus further complicating matters. Without good map knowledge and/or a group to split up and rescue all three targets simultaneously, it can be a real chore to complete this objective and receive the full reward bonuses for this Expedition.
- "I am Become Death" is an enormous slog. Not only do you need the password fragments and keycards, the actual invasion of the nuclear sites (AKA "Mission Countdown") are endless amounts of turrets and robots combined with tedious timed tasks like repairing the reactor, destroying the mainframe cores, and then repairing fifteen damaged cores.
- "Eviction Notice" is widely considered one of the hardest events in the entire game, and for good reason. You have to defend a Foundation outpost from a massive army of Super Mutants, including a lot of 3 star Legendaries, and the Super Mutants will continue to spawn in massive waves until you destroy all of their meat bags. As if that wasn't bad enough, the entire arena is heavily irradiated and requires you to keep a pair of rad scrubbers online just to survive even with max rad resistance and power armor, and if even one scrubber goes down, the event immediately fails.
- "A Colossal Problem" requires you first to use a nuclear bomb to open up the Monogah Mine, which requires players to do that mission that is its own That One Sidequest, and then they must head into the radiation Blast Zone unless they join the event directly (which many players don't realize they can). From there, they must battle the Damage-Sponge Boss Earle Williams who shrugs off even massively built players' weapons fire and summons hordes of the Demonic Spiders Wendigo. Worse and entirely unintentional if the boss battle is broken and he often gets caught in the floors or ceiling where he can't be attacked.
