Movies like Dressing Like Diana (2022)
The best movies like Dressing Like Diana (2022) are Oprah with Meghan and Harry: A CBS Primetime Special (2021), My Mom Jayne (2025) and The Crystal Calls - Making The Dark Crystal: Age of Resistance (2019). If Dressing Like Diana 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
- NewestMy Mom Jayne (2025)Released 2025
Oprah with Meghan and Harry: A CBS Primetime Special (2021)
Winfrey speaks with Markle about everything from stepping into life as a Royal, marriage, motherhood, her philanthropic work and how she is handling life under intense public pressure. Later, the two are joined by Prince Harry as they speak about their move to the United States and their future hopes and dreams for their expanding family.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies 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 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 thisThe Up in Smoke Tour (2000)
The Up in Smoke Tour is a West Coast hip hop tour in 2000 featuring artists Ice Cube, Eminem, Proof, Snoop Dogg, Dr. Dre, Nate Dogg, Kurupt, D12, MC Ren, Westside Connection, Mel-Man, Tha Eastsidaz, Doggy's Angels, Devin The Dude, Warren G, TQ, Truth Hurts and Xzibit.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisJustin Bieber's Believe (2013)
A backstage and on-stage look at Justin Bieber during his rise to super stardom.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisLooking for Richard (1996)
Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAmerican Boy: A Profile of Steven Prince (1978)
Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisI 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 thisEx Libris: The New York Public Library (2017)
A documentary about how a dominant cultural and demographic institution both sustains their traditional activities and adapts to the digital revolution.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisEnd of the Century: The Story of the Ramones (2003)
A years-in-the-making documentary on the legendary punk band the Ramones. Through a mixture of archival footage, archival and new interviews with all members of the band's various lineups, and new interviews with a number of their contemporaries, the film traces the peaks and valleys the band experienced over the course of its 20-plus year career before disbanding in 1995.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Beatles: Get Back - The Rooftop Concert (2022)
On the 30th of January, 1969, the Beatles performed an unannounced concert from the rooftop of their Apple Corps headquarters at Savile Row, within central London's office and fashion district. Experience the final and unforgettable iconic performance of The Beatles in a special 60-minute presentation, digitally remastered into the image and sound quality of IMAX DMR technology.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisMichael Jackson: The Life of an Icon (2011)
See Michael Jackson, one of the most recognizable and popular entertainers of all time, like never before in the feature-length tribute Michael Jackson: The Life of an Icon. Known to millions of fans worldwide for his record-breaking albums, groundbreaking music videos, mesmerizing dance moves and humanitarian efforts, his true story has never really been told...until now. This unprecedented look into the King of Pop's fascinating life includes all-new interviews with his mother Katherine Jackson as well as siblings Tito and Rebbie Jackson, his nephew Jaafar Jackson and niece Tahkyah brings plenty Jackson and Friends ends and music legends such as Smokey Robinson, Dionne Warwick and his 3 children and many more.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisLive Aid (1985)
Live Aid was held on 13 July 1985, simultaneously in Wembley Stadium in London, England, and the John F. Kennedy Stadium in Philadelphia, United States. It was one of the largest scale satellite link-ups and television broadcasts of all time: watched live by an estimated global audience of 1.9 billion, across 150 nations. "It's twelve noon in London, seven AM in Philadelphia, and around the world it's time for Live Aid...!"
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisUnknown: Cave of Bones (2023)
Scientists examine underground clues from over 250,000 years ago that raise questions about our early relatives — and what it truly means to be human.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies 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 thisA Plastic Ocean (2016)
A documentary focused on plastic pollution in the world's oceans.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisDeliver Us from Evil (2006)
Documentary filmmaker Amy Berg investigates the life of 30-year pedophile Father Oliver O'Grady and exposes the corruption inside the Catholic Church that allowed him to abuse countless children. Victims' stories and a disturbing interview with O'Grady offer a view into the troubled mind of the spiritual leader who moved from parish to parish gaining trust ... all the while betraying so many.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCapital in the Twenty-First Century (2019)
Film adaptation of French economist Thomas Piketty's ground-breaking global bestseller of the same name: an eye-opening journey through wealth and power.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThe Captains (2011)
The Captains is a feature-length documentary film written and directed by William Shatner. The film follows Shatner as he interviews the other actors who have portrayed starship captains in the Star Trek franchise.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisTerms and Conditions May Apply (2013)
Have you ever read the Terms and Conditions and Privacy Policies connected to every website you visit, phone call you make, or app you use? Of course you haven’t. But those agreements allow corporations to do things with your personal information you could never even imagine. This film explores the intent hidden within these ridiculous agreements, and reveals what corporations and governments are legally taking from you and the outrageous consequences that result from clicking “I accept.”
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisWallis Simpson, Loved and Lost (2013)
Wallis Simpson is one of the most reviled women of the 20th century. It was to marry this twice-divorced American that King Edward VIII of England renounced the throne in 1936, after less than a year on the throne. Born in Pennsylvania in 1896, Wallis, orphaned of her father, grew up in precarious conditions, and very early on relied on marriage to advance socially. But her matrimonial choices were far from always happy. From 1935 onwards, her affair with Crown Prince Edward opened the doors to "a shimmering new world", but it also made her the target of numerous rumors and public animosity.
Why it matches: Similar story and style · both documentary
Charles: In His Own Words (2023)
A documentary special that provides a rare view into the real Charles behind the headlines… told in his own words.
Why it matches: Similar story and style · both documentary
Royal Journey (1951)
A documentary account of the five-week visit of Princess Elizabeth and the Duke of Edinburgh to Canada and the United States in the fall of 1951. Stops on the royal tour include Québec City, the National War Memorial in Ottawa, the Trenton Air Force Base in Toronto, a performance of the Royal Winnipeg Ballet in Regina and visits to Calgary and Edmonton. The royal train crosses the Rockies and makes stops in several small towns. The royal couple boards HMCS Crusader in Vancouver and watches Native dances in Thunderbird Park, Victoria. They are then welcomed to the United States by President Truman. The remainder of the journey includes visits to Montreal, the University of New Brunswick in Fredericton, a steel mill in Sydney, Nova Scotia and Portugal Cove, Newfoundland.
Why it matches: Similar story and style · both documentary
Princess Diana: Tragedy or Treason? (2017)
When Princess Diana's life was cut short by a tragic car accident, the entire world mourned her loss. Now, 20 years after her death, Princess Diana: Tragedy of Treason? sheds light on the life and death of one of history's most beloved figures.
Why it matches: Similar story and style · both documentary
Harry: The Interview (2023)
An exclusive interview with Prince Harry, the Duke of Sussex, in which he talks in-depth to Tom Bradby, journalist and ITV News at Ten presenter, covering a range of subjects including his personal relationships, never-before-heard details surrounding the death of his mother, Diana, and a look ahead at his future. The 90-minute programme was broadcast two days before Prince Harry’s autobiography ‘Spare’ was published on 10 January.
Why it matches: Similar story and style · both documentary
Charles & the Women Who Could Have Been Queen (2021)
In 1981 Prince Charles married Diana Spencer – but prior to that, he’s rumoured to have romanced at least 20 women and proposed twice. Who were the women who could have been queen?
Why it matches: Similar story and style · both documentary
Princess Diana: The Quiet Revolution (2017)
No one in history has ever been so universally adored as Diana, Princess of Wales. In her short life she captivated the world with her beauty, charm and limitless compassion. She challenged the century old tradition of stoic Royal silence and brought a Queen and her people closer than ever before. The legacy of the people’s princess still lives on two decades after her tragic and sudden death. It was her love of life, of people, of those less fortunate and of her children that saw her lead a quiet but powerful revolution that changed the British royal family, forever.
Why it matches: Similar story and style · both documentary
Princess Diana: A Life After Death (2018)
A powerful summary of Princess Diana's historical, political and social legacy.
Why it matches: Similar story and style · both documentary
25 Years (1977)
25 Years is an impressionistic survey of the years from the Queen's accession to the throne in 1952 through to her Silver Jubilee in 1977. Combining archive and contemporary footage - including that of the royal visit to Canada and the US in 1976, the bicentenary year of American independence - the film explores the monarchy through a quarter-century which saw the conquest of Everest, the development of television as a mass medium, the first supersonic flight and space exploration. Through good times and bad, and tumultuous changes for better or for worse, one factor remained constant: the monarchy, in the person of Queen Elizabeth II, provided a continuity and stability which this film celebrates in her Silver Jubilee year.
Why it matches: Similar story and style · both documentary
Elizabeth & Philip: Love and Duty (2017)
Kirsty Young celebrates the 70th wedding anniversary of the Queen and Prince Philip by examining the longest royal marriage in British history through key moments. She looks at how every step of their life together has been played out in the glare of publicity and in service of the nation, while steering it through decades of change.
Why it matches: Similar story and style · both documentary
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Frequently asked questions
What are the best movies like Dressing Like Diana?
The closest matches to Dressing Like Diana are Oprah with Meghan and Harry: A CBS Primetime Special (2021), My Mom Jayne (2025) and The Crystal Calls - Making The Dark Crystal: Age of Resistance (2019). Below are 27 more, each with the reason it matches.
What should I watch after Dressing Like Diana?
Start with Oprah with Meghan and Harry: A CBS Primetime Special (2021), the closest match to Dressing Like Diana.
What is the highest-rated movie like Dressing Like Diana?
I Am Heath Ledger (2017), rated 7.4/10 by 233 TMDB users.
What is the newest movie like Dressing Like Diana?
My Mom Jayne (2025) is the most recent release on this list.
Are there English movies like Dressing Like Diana?
Yes: Oprah with Meghan and Harry: A CBS Primetime Special (2021), My Mom Jayne (2025) and The Crystal Calls - Making The Dark Crystal: Age of Resistance (2019).
How are movies similar to Dressing Like Diana chosen?
First come films that Trakt’s viewers watch alongside Dressing Like Diana, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.