During a snowy winter in the small fictional town of Knight's Ridge, Massachusetts, a group of lifelong buddies hang out, drink and struggle to connect with the women who affect their decisions, dreams and desires.
Timothy Hutton
Willie Conway
Matt Dillon
Tommy "Birdman" Rowland
Noah Emmerich
Michael "Mo" Morris
Annabeth Gish
Tracy Stover
Lauren Holly
Darian Smalls
Uma Thurman
Andera
Mira Sorvino
Sharon Cassidy
Michael Rapaport
Paul Kirkwood
Rosie O'Donnell
Gina Barrisano
Pruitt Taylor Vince
Stanley "Stinky" Womack
Max Perlich
Kev
Martha Plimpton
Jan
Natalie Portman
Marty
Anne Bobby
Sarah Morris
Richard Bright
Dick Conway
Sam Robards
Steve Rossmore
David Arquette
Bobby Conway
Adam LeFevre
Victor
John Carroll Lynch
Frank Womack
Tom Gibis
Peter the Eater
Greg Dulli
Lead Singer, Afghan Whigs
John Scurti
Ticket Agent
Camille D'Ambrose
Sharon's Mother
Sarah Katz
Kristen Rossmore
Martin Ruben
Chip
Allison Levine
Waitress at Moonlight Mile
Earl R. Burt
Bartender
Trent Nicholas Thompson
Michael Morris, Jr.
Nicole Ranallo
Cheryl Morris
Joyce Lacey
Reunion Classmate #1
Anne W. Erickson
Coffee Shop Waitress
Oliver Osterberg
Drinker #1
Sterling Robson
Drinker #2
Herbie Ade
Bar Owner
Rachel Oliva
High School Alumna (uncredited)
Tomas Settell
Male Nurse (uncredited)
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