Rip Van Winkle

Harry Dean Stanton

as Rip Van Winkle

Talia Shire

as Wilma Van Winkle

Ed Begley Jr.

as Brom Dutcher

Hunter Carson

as Little Rip

Tim Conway

as Mayor

Chris Penn

as Will Tussenbrook

Glenn Withrow

as Harpoon Crew Member

Sofia Coppola

as A Child

John P. Ryan

as Hendrick Hudson

Shelley Duvall

as Self - Host (uncredited)