as (archival footage)

as Self (archive footage)

as Self (archive footage) (uncredited)

as Self - C.K Dexter-Haven (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self (archive footage)

as Jeff Peters (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self

as Self

as Self (archive footage)

as Archive Footage

as Self - Actor (archive footage)

as Self

as Self

as Self

as Self (Archive Footage)

as Self (archive footage)

as (archive footage)

as Narrator / Ichabod Crane / Brom Bones (voice) (archive footage)

as (archive footage)

as Self (archive footage)

as Self (archive footage)

as Bob Wallace (archive footage) (uncredited)

as Self (archive footage)

as Self (archive footage)

as

as Self - Host (archive footage)

as Bob Wallace (archive footage)

as (archive footage)

as

as Himself (Archive)

as Self - Vocalist (archive footage)

as Self

as Self (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self (archive footage)

as (archive footage)

as (archive footage)

as (archive footage)

as Self (archive footage)

as (archive footage)

as Himself (archival footage)

as Self

as Narrator/Brom Bones

as Himself

as (archive footage)

as Self (archive footage)

as Self (archive footage)

as Self

as Self (archive footage)

as Self - Host / Narrator

as

as Himself (uncredited)

as Self (archive footage)

as Himself

as Self

as Self

as Self

as Leonard Cook

as Self

as Self / Papa Bear (voice)

as Mark Twain

as Self (archive footage) (uncredited)

as Self (archive footage)

as Self

as Self - Guest / Various Characters

as Himself

as Doc Josiah Boone

as Narrator (voice)

as

as Self (host)

as Self

as Bing Collins

as Allen A. Dale

as (archive footage)

as Bob (Singer in Grocery Store)

as Himself

as Self

as Harry Turner

as Self

as Self

as Self (archive footage)

as

as Himself

as Bing Crosby

as Harvey Howard

as Bing Crosby (uncredited)

as (archive footage)

as Self

as Father Conroy

as Bing (uncredited)

as Self

as Self

as Self

as Earl Carleton

as C. K. Dexter-Haven

as Bill Benson

as Van Van Dorn

as Influential Man

as Frank Elgin

as Bob Wallace

as Self

as Bill Wainright

as Skeleton (uncredited)

as George Cochran

as Bing Crosby (archive footage) (uncredited)

as Jordan Blake

as Driver (uncredited)

as Spectator (uncredited)

as Bing Crosby (uncredited)

as Peter 'Pete' Garvey

as Paul Merrick

as Bing Crosby

as Self (uncredited)

as Dan Brooks

as Self

as Narrator

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

as Joe Mulqueen

as Himself (voice) (uncredited)

as (archive footage)

as Hank Martin

as Virgil Smith

as Self

as Scat Sweeney

as Bing Crosby

as Himself

as Dr. James 'Jim' Pearson

as Harry (uncredited)

as Johnny Adams

as Duke Johnson

as Father Chuck O'Malley

as

as Bing Crosby

as Bing Crosby

as Herbie Fenton (singing voice)

as Self

as Self

as Johnny Cabot

as Margaret's Sweetheart (uncredited)

as Bing Crosby (uncredited)

as Self

as Father Chuck O'Malley

as Daniel Decatur Emmett

as Self

as Music Box (voice)

as Jeff Peters

as Man Outside Union Hall

as Bing Crosby

as Jim Hardy

as Jeff Lambert

as Chuck Reardon

as Bob Sommers

as Himself

as Buzz Blackwell

as Joshua 'Josh' Mallon V

as Larry Earl

as Denny Martin

as 'Lucky' Lawton

as Joe Beebe

as Himself

as Dr. Bill Remsen

as 'Lefty' Boylan

as Tony Marvin

as Larry Poole

as Jeff Larabee

as Billy Crocker

as Bing

as Gilbert Gordon

as Tom Grayson

as J. Paul Jones

as Self

as Paul Lawton

as Stephen Jones

as Self

as Bill 'Billy' Williams

as Howard Jones

as Eddie Bronson

as Professor Frederick Danvers

as Bing

as Bing Hornsby

as Self

as Self

as Self (uncredited)

as Bing

as Bing Fawcett (Plumber)

as Bing Bangs

as Bing Crosby / Jack Smith

as Bing Crosby

as Bing

as Bing

as Self

as Bing

as Trio Singer (as The Rhythm Boys)