Examples (in order of the period when they're set):
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- Between 1944 and 1948, Judy Garland starred in a trio of nostalgia musicals for MGM:
- The Harvey Girls is a 1946 musical about the Harvey House restaurants that followed the railroads west and the women who worked as servers there, set in The Gay '90s.
- In The Good Old Summertime is a 1949 musical remake of The Shop Around the Corner, also set in The Gay '90s. It features a cameo appearance by 3-year-old Liza Minelli in the last shot. Ms. Minelli, of course, is the daughter of Judy and the director of the first movie in this informal trifecta.
- Meet Me in St. Louis, made by Vincente Minelli and Judy Garland in 1944, looks back with affection on the St. Louis of 1904. While most of the filmmakers were looking back to their parents' era, the film was based on the short stories and novel of Sally Benson, who wrote from her own childhood experiences.
- Mary Poppins comes from Walt Disney's admiration for the Edwardian Era. The books are set in the 1930s but the film moves the setting to the early 1900s. There seems to be no reason for the change other than the nostalgia and Walt's particular fondness for the era.
- The Roaring Twenties is a 1939 film that looks back on The Roaring '20s, Exactly What It Says on the Tin — though it begins in 1918, at the very end of The Great War.
- The 1980s Indiana Jones movies were set before World War II. The fourth one, however, moves into Period Piece territory.
- The 1971 film Summer of '42 was screenwriter Herman Rauscher's almost-autobiographical look back at his own summer vacation of 29 years previous.
- 1978's Grease was this to the 1950s.
- School Ties is set in the 50s, most obviously evidenced by the tame rock 'n' roll that plays in the film, which is treated as rowdy and wild.
- Cry-Baby is John Waters second foray into nostalgia (see below), being a look back from 1990 to the Baltimore of 1954.
- Liberty Heights, released in 1999 and set in 1954, is the fourth and final of the "Baltimore Films" by Barry Levinson (see below); all, like fellow Baltimore native John Waters, were based either on his own memories or those of his family & friends of the time.
- The Lords of Flatbush, a 1974 film starring Sylvester Stallone and future Fonzie Henry Winkler, looks at 1958 Brooklyn working-class kids.
- Stand by Me is set in 1959 and attempts to mark the transition from The '50s to The '60s—from Innocence to Experience—reflecting the coming of age of four Oregon youths (and the youths of director Rob Reiner and author Stephen King).
- Diner, released in 1982 and set in 1959, is the first of the "Baltimore Films" by Barry Levinson.
- Across the Universe, being set in the '60s and made in 2007, just barely qualifies as this.
- American Graffiti was made by George Lucas in the '70s to look back on his adolescence; while this Oscar-nominated box-office success helped spark the explosion of nostalgia for The '50s, and is practically the Trope Codifier for the all-star soundtrack that would accompany so many later nostalgia films, it is set specifically in September 1962.
- Hairspray, John Waters first PG film, is a surprisingly affectionate 1988 look back at Baltimore of 1962.
- Animal House was so influential on college students of the late 1970s and early 1980s that it is often overlooked for being nostalgic, but the 1978 film is clearly and specifically set in 1962, right down to the JFK homecoming float.
- The famous 1987 film Dirty Dancing is set in 1963.
- The much less famous 1979 film The Wanderers is also set in 1963.
- Tin Men, released in 1987 and set in 1963, is the second of the "Baltimore Films" by Barry Levinson.
- Avalon, released in 1990 and set over a period of decades from 1914 to the early 1960s — thus both nostalgia and a Period Piece — is the third of the "Baltimore Films" by Barry Levinson.
- More American Graffiti, the 1979 sequel which Lucas produced but did not direct, and which was neither Oscar-nominated nor a box-office success, is set in four consecutive New Years Eves from 1964 to 1967.
- The Hollywood Knights, a 1980 film featuring early appearances by Fran Drescher, Tony Danza and Michelle Pfeiffer, examines Halloween night, 1965, and the last night of a drive-in that is the favored hangout of the car club of the title.
- Dogfight, a little-seen but critically-lauded film starring River Phoenix and Lili Taylor, was made in 1991 and set in 1965 and '66.
- Baby It's You, John Sayles ventures into nostalgia (he has also made more than one Period Piece); was made in 1983 and set in late 1966 and early 1967.
- Although it doesn't technically count (being based on a book written in 1971), the film version of Fear and Loathing in Las Vegas was made in 1998, at the height of 70s nostalgia.
- Almost Famous is Cameron Crowe looking back at his own beginnings as a boy wonder rock journalist in 1973.
- Anchorman: The Legend of Ron Burgundy is a 2004 film, set in the 70's mostly to get away with sexist jokes that wouldn't be politically correct today.
- Anchorman 2: The Legend Continues is set in the late 70s-early 80s, following suit.
- The Coming-of-Age Story My Girl is set in the mid 1970s and lets you know it - mood rings, Volkswagen vans, 70sHair, period-appropriate music etc.
- Dazed and Confused is a 1993 film about high schoolers in '76, complete with Bicentennial references.
- Detroit Rock City is a 1999 film about high schoolers in '78, complete with the disco/rock conflict of the time.
- 54 is a 1998 film based on the latter days of the infamous epicenter of disco, Studio 54.
- The Last Days of Disco is Exactly What It Says on the Tin, made in 1998 and set in a Fictional Counterpart of Studio 54.
- Everybody Wants Some!! is a Spiritual Successor to Dazed And Confused, looking nostalgically at a college in the summer of 1980.
- Boogie Nights explores the late '70s - early '80s porn scene from the perspective of 1997.
- Adventureland is a downplayed version of this trope, set in the '80s and not really pushing the setting with the outfits except for certain "trendier" characters.
- Adam Sandler's The Wedding Singer (1998), which uses the '80s setting for some lazy jokes and nothing else.
- While it is also a Genre Throwback, the movie Super 8 is still very much a love letter to the 80's.
- The 2006 British film, Starter for 10, is set in the '85-'86, a fact that it makes glorious use of for the soundtrack.
- Donnie Darko was made in 2001 and set in 1988. It even seems to have some added film grain, making it look like it was made in '88.
- The 2013 romantic comedy The To Do List is set in 1993, presumably to justify the heroine (an 18 year old, just graduated from high school) being completely sheltered about sex. The plot would not have been plausible in a post-internet era setting.
- The 2014 Liam Neeson film, A Walk Among the Tombstones, is explicitly set in 1999, which doesn't change the plot too much, besides allowing the main character to be unfamiliar with computers and the "World Wide Web" (which he insists is a fad), and a lot of Y2K jokes.
Live Action TV
- Probably the Trope Codifier is Happy Days, which ran from 1974-84 and took place in the 1950s-60s. While a show set in the same time period would be considered a Period Piece nowadays, at the time when it was made it was very nostalgic.
- Hi-de-Hi! is a 1980-88 British sitcom set in the Maplins holiday camp from 1959-60.
- From the same writers Dad's Army ran from 1968-77, and is set during World War II.
- Mad Men plays this trope to a T, although it barely meets the "5 decades ago" requirement.
- Pan Am was this to the 60s before its cancellation.
- Oliver Beene was set in the 1960s, and used its time period to great effect, referencing Zeerust predictions for the present day of when it was broadcast that, of course, time would prove completely wrong.
- The Wonder Years ran from 1988-93, and took place from 1968-73.
- The trope gets its name from That '70s Show, which is set 22 years before it was originally made.
- By extension, it also gets its name from the lesser-known spin-off, That '80s Show.
- Freaks and Geeks qualifies, being made in 2000 and set in 1980 (but really having more '70s nostalgia than the '80s).
- 2013 series The Goldbergs is set in the '80s and is largely biographical.
- The 1999 sitcom Hippies, set thirty years earlier in 1969.
- If any one performer could be said to have invented a "nostalgia genre" of rock, that man would have to be Bob Seger. Night Moves, Main Street, Rock and Roll Never Forgets,Old-Time Rock and Roll, Against the Wind, Like a Rock ... practically all of his greatest hits evoke a desperately sharp, bittersweet longing for the past.
- Billy Joel's 1983 album An Innocent Man is made up almost entirely of 1950s-style songs. The video for "Uptown Girl" keeps the theme as well.
- Deee-Lite's music video for "Groove is in the Heart" is a classic '90s song, and features the singer and background dancers dressed up like characters from the '70s.
- Three of Broadway's biggest hits of the mid-20th century were Life With Father, I Remember Mama and The Music Man; all were based on the childhood recollections of Clarance Day Jr., Kathryn Forbes and Meredith Wilson, respectively, and all were eventually made into motion pictures as well (though by the time Wilson's piece reached the stage it was almost a Period Piece).
- Walt Disney was enamored with the 1890s (he was born two years after they ended, in 1901) and set many of his cartoons in that period, such as Mickey Mouse's The Nifty Nineties and Donald Duck's Crazy Over Daisy. Even Donald's iconic outfit is a Gay Nineties throwback!
- Although Lady and the Tramp doesn't quite meet the deadline (it was released in 1955, 65 years after the decade it was meant to invoke), it fits this trope in all other ways.
- 1946's Make Mine Music features the animated short "Johnnie Fedora and Alice Blue Bonnet", which features horse-drawn carts that wouldn't be in style since the 1890s.
- The Iron Giant is set in the '50s.