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.
| Actor | Role |
|---|---|
 Isabella RosselliniLady Helen Port-Huntley | Lady Helen Port-Huntley |
 Mark McKinneyChester Kent | Chester Kent |
 Maria de MedeirosNarcissa | Narcissa |
 David FoxFyodor Kent | Fyodor Kent |
| RRoss McMillanRoderick Kent / Gravillo the Great | Roderick Kent / Gravillo the Great |
 Louis NeginBlind Seer | Blind Seer |
| DDarcy FehrTeddy | Teddy |
| CClaude DorgeDuncan Elksworth | Duncan Elksworth |
 Talia PuraMary | Mary |
 Adriana O'NeilAgnes | Agnes |
| JJeff SuttonYoung Chester | Young Chester |
| GGraeme ValentinYoung Roderick | Young Roderick |
| MMaggie NagleChester's Mother | Chester's Mother |
| VVictor CowieMan in Bar | Man in Bar |
| JJessica BurlesonLady's Secretary | Lady's Secretary |
| WWayne NicklasBoardmember | Boardmember |
| NNancy DrakeAmerican Mother | American Mother |
| DDavid GilliesAmerican Father | American Father |
 Daphne KorolWidow | Widow |
| JJeff SkinnerReverend | Reverend |
| CCraig AftanasOld Sleepwalker | Old Sleepwalker |
| MMiles BoisselleGuard | Guard |
| BBrock MacGregorRoderick's Son | Roderick's Son |