Harry Dean Stanton

Rip Van Winkle

Talia Shire

Wilma Van Winkle

Ed Begley Jr.

Brom Dutcher

Roy Dotrice

Peter Vanderdonk

Mark Blankfield

Derrick Van Bummel

Albert Hague

Nicholas Vedder

Tim Conway

Mayoral Candidate

Hunter Carson

Little Rip

Chris Penn

Will Tussenbrook

Glenn Withrow

Harpoon Crew Member

Sofia Coppola

A Child

John P. Ryan

Hendrick Hudson / Narrator (voice)

Shelley Duvall

Self - Host (uncredited)