Movies like Damned Holiday (1958)
The best movies like Damned Holiday (1958) are I Am Heath Ledger (2017), Chadwick Boseman: A Tribute for a King (2020) and As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000). If Damned Holiday hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedI Am Heath Ledger (2017)7.4/10 from 233 votes
- NewestCome See Me in the Good Light (2025)Released 2025
I Am Heath Ledger (2017)
The life and career of an actor, artist, and icon. His own journey through his own camera.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisChadwick Boseman: A Tribute for a King (2020)
A tribute to Chadwick Boseman, celebrating his life and legacy.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisAs I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCome See Me in the Good Light (2025)
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMy Mom Jayne (2025)
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and complex woman.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisGilbert (2017)
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Class of ‘92 (2013)
A detailing of the rise to prominence and global sporting superstardom of six supremely talented young Manchester United football players (David Beckham, Nicky Butt, Ryan Giggs, Paul Scholes, Phil and Gary Neville). The film covers the period 1992-1999, culminating in Manchester United's European Cup triumph.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisFor the Love of Spock (2016)
The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Curse of the Dragon (1993)
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Crystal Calls - Making The Dark Crystal: Age of Resistance (2019)
Go behind the scenes with stars, puppeteers and creators as they bring Jim Henson's magical world of Thra back to life in a sweeping fantasy series.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMarvel's Behind the Mask (2021)
A documentary special that explores the power of identity behind the iconic superheroes we know and love today. These legendary Marvel creations and stories have not only reflected the world outside our window – they have become a reflection of our own identities and who we truly are.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisDirected by John Ford (1971)
A documentary about the life and films of director John Ford.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAquaman: Heroines of Atlantis (2019)
Amber Heard and Nicole Kidman discuss their characters Mera and Atlanna.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisBukowski: Born Into This (2003)
Director John Dullaghan’s biographical documentary about infamous poet Charles Bukowski, Bukowski: Born Into This, is as much a touching portrait of the author as it is an exposé of his sordid lifestyle. Interspersed between ample vintage footage of Bukowski’s poetry readings are interviews with the poet’s fans including such legendary figures such as Lawrence Ferlinghetti, Joyce Fante (wife of John), Bono, and Harry Dean Stanton. Filmed in grainy black and white by Bukowski’s friend, Taylor Hackford, due to lack of funding, the old films edited into this movie paint Bukowski’s life of boozing and brawling romantically, securing Bukowski’s legendary status.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisSidney (2022)
This revealing documentary honors the legendary Sidney Poitier—iconic actor, filmmaker, and civil rights activist. Featuring interviews with Denzel Washington, Spike Lee, Halle Berry, and more.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisMatangi / Maya / M.I.A. (2018)
Drawn from a never before seen cache of personal footage spanning decades, this is an intimate portrait of the Sri Lankan artist and musician who continues to shatter conventions.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAnna Nicole Smith: You Don't Know Me (2023)
From the heights of her modeling fame to her tragic death, this documentary reveals Anna Nicole Smith through the eyes of the people closest to her.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisLove, Marilyn (2013)
Using the book 'Fragments', which collects Marilyn Monroe's poems, notes and letters, and with participation from the Arthur Miller and Truman Capote estates who have contributed more material, each of the actresses will embody the legend at various stages in her life.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAvatar: The Deep Dive - A Special Edition of 20/20 (2022)
An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisHalftime (2022)
Global superstar Jennifer Lopez reflects on her multifaceted career and the pressure of life in the spotlight in this intimate documentary.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Merchants of Joy (2025)
In the city that never sleeps, five families hustle each winter to turn sidewalks into holiday outposts.
Why it matches: Similar story and style · both documentary
The Dean Martin Christmas Show (1968)
A Classic Holiday Celebration with Dean and Friends.
Why it matches: Similar story and style · both documentary
Christmas In Florida (2021)
A canceled Thanksgiving parade and no options professionally or personally, Kimberly DiPersia and Alex R. Wagner decide it would be a perfect opportunity to travel to Florida.
Why it matches: Similar story and style · both documentary
Martha Stewart Holidays: Martha's Halloween Ideas (2006)
Think Martha Stewart is a whiz at good things? Just wait until you see what she can do with bad ones. This collection of devilishly fun Halloween projects will get you geared for one of Martha's favorite holidays. Recipes and crafts include glow-stick spiders, white chocolate ghosts, jack-o'-lantern creatures, easy-to-make costumes and other fiendish things that go "boo" in the night. Create costumes & scary faces. Decorate with spiders; carve cool pumpkin creatures & whip up white chocolate ghosts.
Why it matches: Similar story and style · both documentary
Martha Stewart: Martha's Favorite Cookies (2006)
Make any occasion special with everybody's favorite sweet snack: cookies! In this easy-to-follow guide, domestic diva Martha Stewart shares recipe secrets to 33 of her most scrumptious baked treats. Geared toward experienced bakers and beginners alike, the collection includes recipes and tips for making an astonishing array of cookies, including rolled, molded, bar, refrigerator, drop and sandwich varieties.
Why it matches: Similar story and style · both documentary
Martha Stewart Holidays: Classic Thanksgiving (2005)
After years of including the same time-honored dishes, your Thanksgiving meals may be losing their luster. This instructional video led by turkey expert Martha Stewart will help you spice things up, offering a refresher course of basic tips and techniques with innovative twists on old traditions. Bonus features include the segments "How to Carve a Turkey" and "How Big a Bird?" -- plus printable recipes and a useful Thanksgiving planner.
Why it matches: Similar story and style · both documentary
Bon Voyage (2022)
Leave behind the dark and dreary November and embark on the holiday of your dreams! Turquoise lagoons and luxurious villas will make you forget about your mundane worries. A romantic getaway is waiting to maximize your relaxation. Soak up the sun on a sandy beach with a cocktail or spend a sporty holiday of your choice. The hotel’s restaurant world, spa and gym provide a wonderful setting for a memorable holiday. Direct flights and airport transportations included.
Why it matches: Similar story and style · both documentary
Michael Bublé's Christmas in the City (2022)
Michael Bublé takes the New York City stage to celebrate the 10th anniversary of his chart-topping album, "Christmas," featuring music, comedy and special guests.
Why it matches: Similar story and style · both documentary
Kelly Clarkson Presents: When Christmas Comes Around (2021)
Kelly Clarkson celebrates the holidays with musical performances and special guests, including Brett Eldredge, Ariana Grande, Jay Leno, Melissa McCarthy, Leslie Odom Jr., Amy Poehler and Santa Claus, while giving back to those in need.
Why it matches: Similar story and style · both documentary
Liberty in a Soup (2015)
Every New Year, and in celebration of their Independence, Haitian families gather together to feast in honor of a line of ancestors that fought for their freedom. The centerpiece of the festivity is the joumou soup—a traditional soup dating back centuries ago. The joumou soup is a concretization of war and victory, oppression and emancipation, and the deeply rooted celebratory traditions of the Haitian culture.
Why it matches: Similar story and style · both documentary
Like Damned Holiday and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Damned Holiday?
The closest matches to Damned Holiday are I Am Heath Ledger (2017), Chadwick Boseman: A Tribute for a King (2020) and As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000). Below are 27 more, each with the reason it matches.
What should I watch after Damned Holiday?
Start with I Am Heath Ledger (2017), the closest match to Damned Holiday.
What is the highest-rated movie like Damned Holiday?
I Am Heath Ledger (2017), rated 7.4/10 by 233 TMDB users.
What is the newest movie like Damned Holiday?
Come See Me in the Good Light (2025) is the most recent release on this list.
How are movies similar to Damned Holiday chosen?
First come films that Trakt’s viewers watch alongside Damned Holiday, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.