
The Saddest Music in the World(2003)
In Depression-era Winnipeg, a legless beer baroness hosts a contest for the saddest music in the world, offering a grand prize of $25,000.


“The truth is relative.”
The geographical dead center of North America and the beloved birthplace of Guy Maddin, Winnipeg, is the frosty and mysterious star of Maddin’s film. Fact, fantasy and memory are woven seamlessly together in this work, conjuring a city as delightful as it is fearsome.

Ann Savage
Mother

Amy Stewart
Janet Maddin

Darcy Fehr
Guy Maddin

Louis Negin
Mayor Cornish
Brendan Cade
Cameron Maddin
Wesley Cade
Ross Maddin

Guy Maddin
Narrator (voice)
Lou Profeta
Himself
Fred Dunsmore
Himself

Kate Yacula
Citizen Girl
My Winnipeg is a documentary, drama, comedy film released in 2008 exploring themes of winnipeg. Directed by Guy Maddin, it stars Ann Savage, Amy Stewart, Darcy Fehr. The geographical dead center of North America and the beloved birthplace of Guy Maddin, Winnipeg, is the frosty and mysterious star of Maddin’s film. Fact, fantasy and memory are woven seamlessly together in this work, conjuring a city as delightful as it is fearsome.
Discover titles like My Winnipeg — ranked by similarity and community votes
We found 4 movies similar to My Winnipeg
If you enjoyed My Winnipeg, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of My Winnipeg.

In Depression-era Winnipeg, a legless beer baroness hosts a contest for the saddest music in the world, offering a grand prize of $25,000.

Bruce Macdonald follows punk bank Hard Core Logo on a harrowing last-gasp reunion tour throughout Western Canada. As magnetic lead-singer Joe Dick holds the whole magilla together through sheer force of will, all the tensions and pitfalls of life on the road come bubbling to the surface.

Winter. Somewhere between Tehran and Winnipeg. Negin and Nazgol find a sum of money frozen deep within the sidewalk ice and try to find a way to get it out. Massoud leads a group of befuddled tourists upon an increasingly-strange walking tour of Winnipeg historic sites. Matthew leaves his job at the Québec government and embarks upon a mysterious journey to visit his estranged mother.

In this genre-bending tale, Errol Morris explores the mysterious death of a U.S. scientist entangled in a secret Cold War program known as MK-Ultra.