Movies Like Shearling Live at The Windmill 2025

If you liked Shearling Live at The Windmill 2025, a movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
La La Land (2016)
★ 7.9/10
Mia, an aspiring actress, serves lattes to movie stars in between auditions and Sebastian, a jazz musician, scrapes by playing cocktail party gigs in dingy bars, but as success mounts they are faced with decisions that…
2
Overboard (2018)
★ 6.7/10
A spoiled, wealthy yacht owner is thrown overboard and becomes the target of revenge from his mistreated employee.
3
The Deep Blue Sea (2011)
★ 5.9/10
The wife of a British Judge is caught in a self-destructive love affair with a Royal Air Force pilot.
4
Below Her Mouth (2017)
★ 6.8/10
An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.
5
The Souvenir: Part II (2021)
★ 6.4/10
In the aftermath of her tumultuous relationship with a charismatic and manipulative older man, Julie begins to untangle her fraught love for him in making her graduation film, sorting fact from his elaborately…
6
Living (2022)
★ 7/10
London, 1953. Mr. Williams, a veteran civil servant, is an important cog within the city's bureaucracy as it struggles to rebuild in the aftermath of World War II. Buried under paperwork at the office and lonely at…
7
Bright Lights: Starring Carrie Fisher and Debbie Reynolds (2016)
★ 7.4/10
An intimate portrait of Hollywood royalty featuring Debbie Reynolds, Todd Fisher, and Carrie Fisher.
8
A Toxic Love Story (2026)
★ 6.4/10
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
9
The World to Come (2021)
★ 7/10
In 1856, two women forge a close connection despite their isolation on the American frontier.
10
Dream Lover (1994)
★ 6.8/10
Not long after they cross paths at an art gallery, architect Ray Reardon and hypnotically sensual Lena are married with children. But as strange incidents occur, Ray begins to realize he may not really know the woman…
11
180° South (2010)
★ 7.2/10
The film follows adventurer Jeff Johnson as he retraces the epic 1968 journey of his heroes Yvon Chouinard and Doug Tompkins to Patagonia.
12
Seaspiracy (2021)
★ 7.8/10
Passionate about ocean life, a filmmaker sets out to document the harm that humans do to marine species — and uncovers an alarming global conspiracy.
13
The Purple Rose of Cairo (1985)
★ 7.4/10
Cecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo'…
14
From Straight A's to XXX (2017)
★ 5.9/10
When a change of circumstances leaves Miriam unable to pay her college tuition, she makes a surprising decision: to start performing in adult films, using the pseudonym Belle Knox. Miriam lies to her family and her…
15
To Have and Have Not (1945)
★ 7.4/10
A Martinique charter boat skipper gets mixed up with the underground French resistance operatives during WWII.
16
The Disaster Artist (2017)
★ 7.1/10
An aspiring actor in Hollywood meets an enigmatic stranger by the name of Tommy Wiseau, the meeting leads the actor down a path nobody could have predicted; creating the worst movie ever made.
17
Magic Mike's Last Dance (2023)
★ 6.4/10
Mike Lane takes to the stage again after a lengthy hiatus, following a business deal that went bust, leaving him broke and taking bartender gigs in Florida. For what he hopes will be one last hurrah, Mike heads to…
18
Home Again (2017)
★ 6.1/10
Life for a single mom in Los Angeles takes an unexpected turn when she allows three young guys to move in with her.
19
Darling (1965)
★ 6.7/10
Diana, a beautiful but shallow and easily distracted model and failed actress, toys with the affections of several men while attempting to gain fame and fortune in Swinging London.
20
Battle of the Sexes (2017)
★ 6.7/10
The true story of the 1973 tennis match between world number one Billie Jean King and ex-champ and serial hustler Bobby Riggs.