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)