Reese Witherspoon

Cheryl Strayed

Laura Dern

Bobbi Grey

Keene McRae

Leif

Gaby Hoffmann

Aimee

Michiel Huisman

Jonathan

Kevin Rankin

Greg

Cliff DeYoung

Ed

Thomas Sadoski

Paul

Randy Schulman

Therapist

W. Earl Brown

Frank

Brian Van Holt

Ranger

Mo McRae

Jimmy Carter

Will Cuddy

Josh

Leigh Parker

Rick

Nick Eversman

Richie

Cathryn de Prume

Stacey

Kurt Conroyd

Greg's Friend

Ted de Chatelet

Greg's Friend

Lorraine Bahr

Lou

Debra Pralle

Saleswoman

Gray Eubank

Doctor

Charles Baker

T.J.

J.D. Evermore

Clint

Beth Hall

Desk Clerk

Jan Hoag

Annette

Art Alexakis

Tattooist

Anne Gee Byrd

Vera

Jeanine Jackson

Lecturer

Barry O'Neil

Young Suit #1

Richard Morris

Young Suit #2

Bobbi Strayed Lindstrom

Cheryl (6 Yrs Old)

Robert Alan Barnett

Man at Gas Station

Tony Doupe

Man Behind Counter

Dan Considine

Weird Dude

Greg James

Man at the Hotel Bar

Orianna Milne

Paul's Girlfriend

Brian Borcherdt

Grateful Dead Cover Band

Eric D. Johnson

Grateful Dead Cover Band

Matt Pascua

Wayne

Cheryl Strayed

Woman in Truck

Evan O'Toole

Kyle

Dylan Hall

Hippie Kid (uncredited)

Ted Rooney

Crazy Guy (uncredited)