Bing Crosby

as Self (archive footage)

as (archive footage)

as Self - Host / Narrator

as Self (archive footage)

as Doc Josiah Boone

as Narrator (voice)

as Allen A. Dale

as Harry Turner

as Bing Crosby

as Harvey Howard

as Bing Crosby (uncredited)

as C. K. Dexter-Haven

as Bill Benson

as Frank Elgin

as Bob Wallace

as George Cochran

as Driver (uncredited)

as Peter 'Pete' Garvey

as Narrator

as Narrator (segment "The Legend of Sleepy Hollow")

as Himself (voice) (uncredited)

as Hank Martin

as Virgil Smith

as Scat Sweeney

as Bing Crosby

as Johnny Adams

as Duke Johnson

as Father O'Malley

as Bing Crosby

as Father Chuck O'Malley

as Music Box (voice)

as Jeff Peters

as Jim Hardy

as Bing Crosby

as Jeff Lambert

as Chuck

as Josh Mallon

as Himself

as Tony Marvin

as Larry Poole

as Billy Crocker

as Bing

as Paul Lawton

as Stephen Jones

as Bill 'Billy' Williams

as Bing