Alec Baldwin as Bob Berrenger

Philip Seymour Hoffman as Joseph Turner White

Charles Durning as Mayor George Bailey

Clark Gregg as Doug Mackenzie

Patti LuPone as Sherry Bailey

William H. Macy as Walt Price

Sarah Jessica Parker as Claire Wellesley

David Paymer as Marty Rossen

Julia Stiles as Carla

Rebecca Pidgeon as Ann

Jim Frangione as Tommy Max

Vincent Guastaferro as Uberto Pazzi-Sforzo

Michael Higgins as Doc Wilson

Ricky Jay as Jack

Lionel Mark Smith as Bill Smith

Matt Malloy as Hotel Clerk

Christopher Kaldor as Officer Cal Thompkin

Michael Bradshaw as Priest

Morris Lamore as Bunky

Allen Soule as Spud

Tony V. as Water Delivery Man

Tony Mamet as Electrician

Jack Wallace as Bellhop

Michael James O'Boyle as Chuckie

Charlotte Potok as Maude

Frederic Levy as Gun Store Owner

J.J. Johnston as Stationmaster

Richard L. Friedman as Postman

Kolbie McCabe as Girl on Scooter

Emma Norman as Fisherwoman

Dee Nelson as Decorator

Brian Howe as Bartender

Robert E. Walsh as Trooper #1

G. Roy Levin as Salesman with Rubber Duck

Matthew Pidgeon as B.B.G. TV Reporter

Danny Hovanesian as Bailiff

Jerry Graff as Fake Judge

Timothy Jernigan-Smith as Billy on Bike

Paul Butler as Real Judge

Alexandra Kerry as Television Director

Ken Cheeseman as Trooper #2

Jordan Lage as Doc Morten

Linda Kimbrough as Courteney

Lana Bilzerian as Girl PA

Laura Silverman as Secretary

Josh Marchette as Production Assistant

Jonathan Katz as Howie Gold

Sean Patrick Reilly as Loop

Chris De Christopher as Painter 1 (uncredited)

Darrell Geer as Vermont State Trooper (uncredited)

John Krasinski as Judge's Assistant (uncredited)

David Lauren as News Producer (uncredited)

Cindy Lentol as Reporter (uncredited)

Kevin Foster McCarthy as Airport Van Driver (uncredited)

Todd Poudrier as Production Assistant (uncredited)

Alan Francis Sullivan as Vermont State Trooper (uncredited)

Kate Super as Production Assistant (uncredited)