Alec Baldwin

Bob Berrenger

Philip Seymour Hoffman

Joseph Turner White

Charles Durning

Mayor George Bailey

Clark Gregg

Doug Mackenzie

Patti LuPone

Sherry Bailey

William H. Macy

Walt Price

Sarah Jessica Parker

Claire Wellesley

David Paymer

Marty Rossen

Julia Stiles

Carla

Rebecca Pidgeon

Ann

Jim Frangione

Tommy Max

Vincent Guastaferro

Uberto Pazzi-Sforzo

Michael Higgins

Doc Wilson

Ricky Jay

Jack

Lionel Mark Smith

Bill Smith

Matt Malloy

Hotel Clerk

Christopher Kaldor

Officer Cal Thompkin

Michael Bradshaw

Priest

Morris Lamore

Bunky

Olan Soule

Spud

Tony V.

Water Delivery Man

Tony Mamet

Electrician

Jack Wallace

Bellhop

Michael James O'Boyle

Chuckie

Charlotte Potok

Maude

Frederic Levy

Gun Store Owner

J.J. Johnston

Stationmaster

Richard L. Friedman

Postman

Kolbie McCabe

Girl on Scooter

Emma Norman

Fisherwoman

Dee Nelson

Decorator

Brian Howe

Bartender

Robert E. Walsh

Trooper #1

G. Roy Levin

Salesman with Rubber Duck

Matthew Pidgeon

B.B.G. TV Reporter

Danny Hovanesian

Bailiff

Jerry Graff

Fake Judge

Timothy Jernigan-Smith

Billy on Bike

Paul Butler

Real Judge

Alexandra Kerry

Television Director

Ken Cheeseman

Trooper #2

Jordan Lage

Doc Morten

Linda Kimbrough

Courteney

Lana Bilzerian

Girl PA

Laura Silverman

Secretary

Josh Marchette

Production Assistant

Jonathan Katz

Howie Gold

Sean Patrick Reilly

Loop

Chris De Christopher

Painter 1 (uncredited)

Darrell Geer

Vermont State Trooper (uncredited)

John Krasinski

Judge's Assistant (uncredited)

David Lauren

News Producer (uncredited)

Cindy Lentol

Reporter (uncredited)

Kevin Foster McCarthy

Airport Van Driver (uncredited)

Todd Poudrier

Production Assistant (uncredited)

Alan Francis Sullivan

Vermont State Trooper (uncredited)

Kate Super

Production Assistant (uncredited)