Movies Like Once Upon a Sleigh Ride: The Music & Life of Leon Anderson

If you liked Once Upon a Sleigh Ride: The Music & Life of Leon Anderson (2000), a movie directed by Peter Rosen, 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
Selena Gomez: My Mind & Me (2022)
★ 8.4/10
After years in the limelight, Selena Gomez achieves unimaginable stardom. But just as she reaches a new peak, an unexpected turn pulls her into darkness. This uniquely raw and intimate documentary spans her six-year…
2
Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)
★ 8.5/10
Captured during Billie Eilish's sold-out world tour, a concert experience from one of the most celebrated and successful artists of her generation, presented in immersive 3D.
3
Shawn Mendes: In Wonder (2020)
★ 8.1/10
A portrait of singer-songwriter Shawn Mendes' life, chronicling the past few years of his rise and journey.
4
Miles Davis: Birth of the Cool (2019)
★ 7.1/10
An immersive look at the eventful life and brilliant artistic career of visionary American jazz trumpeter Miles Davis (1926-1991).
5
Rolling Thunder Revue: A Bob Dylan Story by Martin Scorsese (2019)
★ 7/10
Part documentary, part concert film, part fever dream, this film captures the troubled spirit of America in 1975 and the joyous music that Dylan performed during the fall of that year.
6
Howard (2018)
★ 6.8/10
Though legendary lyricist Howard Ashman died far too young, his impact on Broadway, movies, and the culture at large were incalculable. Told entirely through rare archival footage and interviews with Ashman’s family…
7
Western Stars (2019)
★ 7/10
The incomparable Bruce Springsteen performs his critically acclaimed latest album and muses on life, rock, and the American dream, in this intimate and personal concert film co-directed by Thom Zimny and Springsteen…
8
Oasis: Don't Look Back in Anger (2026)
★ 6.9/10
Experience the meteoric rise of Oasis through rare footage and untold stories as the band reunites for Oasis Live '25, chronicling their journey from Manchester streets to global rock stardom.
9
Justin Bieber's Believe (2013)
★ 6.9/10
A backstage and on-stage look at Justin Bieber during his rise to super stardom.
10
Supersonic (2016)
★ 7.4/10
Supersonic charts the meteoric rise of Oasis from the council estates of Manchester to some of the biggest concerts of all time in just three short years. This palpable, raw and moving film shines a light on one of the…
11
ZZ Top: That Little Ol' Band from Texas (2019)
★ 7.5/10
The story of how three oddball teenage bluesmen became one of the biggest, most beloved bands on the planet.
12
The Last Waltz (1978)
★ 7.7/10
Martin Scorsese's documentary intertwines footage from The Band's incredible farewell tour with probing backstage interviews and featured performances by Bob Dylan, Joni Mitchell, Van Morrison, Eric Clapton, and other…
13
Roger & Me (1989)
★ 7.1/10
A documentary about the closure of General Motors' plant at Flint, Michigan, which resulted in the loss of 30,000 jobs. Details the attempts of filmmaker Michael Moore to get an interview with GM CEO Roger Smith.
14
My Generation (2017)
★ 7/10
The vivid and inspiring story of British film icon Michael Caine's personal journey through 1960s swinging London.
15
Everybody’s Everything (2019)
★ 8.4/10
The story of artist Lil Peep from his birth in Long Island and meteoric rise as a genre blending pop star & style icon, to his death due to an accidental opioid overdose in Arizona at just 21 years of age.
16
John Candy: I Like Me (2025)
★ 7.9/10
Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.
17
The Velvet Underground (2021)
★ 6.8/10
Experience the iconic rock band's legacy in the first major documentary to tell their story. Directed with the era’s avant-garde spirit by Todd Haynes, this kaleidoscopic oral history combines exclusive interviews with…
18
Music by John Williams (2024)
★ 8/10
His unforgettable scores are an essential part of some of the most beloved movies of our time, over a career that spans decades. See and hear maestro John Williams' own story, with insights from filmmakers, musicians…
19
Bound for Glory (1976)
★ 6.9/10
A biography of Woody Guthrie, one of America's greatest folk singers. He left his dust-devastated Texas home in the 1930s to find work, discovering the suffering and strength of America's working class.
20
The Sparks Brothers (2021)
★ 7.4/10
Take a musical odyssey through five weird and wonderful decades with brothers Ron & Russell Mael, celebrating the inspiring legacy of Sparks: your favorite band’s favorite band.