- Shelley Duvall - Self - Host
- Shelley Duvall - Clementine
- Ed Begley Jr. - Ichabod Crane
- Beverly D'Angelo - Katrina Van Tassel
- Charles Durning - Uncle Doffue
- Tim Thomerson - Brom Bones
- Dean Dittman - Squire Van Tassel
- Barret Oliver - Hendrick Van Tassel
- Diana Bellamy - Mrs. Van Tassel
- Steve Guttenberg - Pecos Bill
- Rebecca De Mornay - Rose 'Slew Foot Sue' Peasley
- Martin Mull - Governor Ambrose Peasley
- Peter Billingsley - Kevin
- Richard Schaal - Bob Watkins
- Elizabeth Gorcey - Pansy Peasley
- Megan Mullally - Posy Peasley
- Danny Mora - Juan
- Gary Morgan - Don
- Paul Willson - Preacher
- Claude Akins - Grandpa / Narrator
- Dee Cooper - Counterman
- Elliott Gould - Casey
- Carol Kane - Barbara
- Howard Cosell - Ernie
- Bob Uecker - Joe
- Bill Macy - Pop Gumm
- Hamilton Camp - Undercrawl
- Murphy Dunne - Smiley
- Rae Dawn Chong - Circe Lafemme
- Mina Kolb - Widow Bleacher
- Walter Olkewicz - Van Epps
- Walter Olkewicz - Zeke
- Beans Morocco - Charlie
- Tim Haldeman - Georgie
- Bill Saluga - Cook
- Ed Asner - Lucky Jake
- David Dukes - Levi
- Gordon Jump - Mr. Ripple
- John Matuszak - Mountain Man
- Julian Holloway - Mr. Yorkshire
- David L. Lander - Mr. Sylvester
- Michael Richards - Sneaky Pete
- Don Swayze - Groom
- Randy Newman - Narrator (voice)
- Martin Short - Johnny Appleseed
- Rob Reiner - Jack Smith
- Molly Ringwald - Jenny Smith
- Anne Jackson - Mother Nature
- Warren Berlinger - Herb
- Warren Berlinger - Marty Williams
- Will Sampson - Chief
- Archie Hahn - Jed
- Stewart Duvall - Settler
- Stewart Duvall - Bumpkin
- Stewart Duvall - Miner
- Stewart Duvall - Tom
- Alan Autry - Butch
- Richardson Morse - Mr. Chapman
- Martha Ferris - Edna
- David McCharen - Bart
- David McCharen - Van Der Meer
- David McCharen - Enrique
- David McCharen - Cowboy Pete
- Mark Blankfield - Larry
- Bobby Jacoby - Little Johnny
- Garry Goodrow - Mr. Goodwin
- Lewis Arquette - Jimbo Smith / Narrator
- Lewis Arquette - George
- Tim Sampson - Scout #2
- Harry Frazier - Caleb
- Harry Frazier - Van Ripper
- Donovan Scott - Man in the Moon
- Donovan Scott - Joe
- Michael York - Ponce de Leon
- Sally Kellerman - Lucy
- Paul Rodríguez - Julio
- Ruth Westheimer - Mysterious Stranger
- Dominick Brascia - Alfredo
- John Achorn - Thomas Edison
- John Achorn - The Umpire
- Fisher Stevens - Indian Chief
- Michael McKean - Mac Macintosh
- Michael McKean - Mr. Wallace
- Charles Fleischer - Balboa
- Tony Abatemarco - DeSoto
- Victor Contreras - Cortez
- Monica Parker - Dona Inez
- Denny Dillon - Daughter
- Bill Applebaum - Son
- Bill Turner - Reporter
- Bill Turner - Preacher
- Danny Glover - John Henry
- Tom Hulce - Quinn
- Barry Corbin - Mr. Jenkins
- Lou Rawls - Jim Wallace
- Julian Christopher - Spike
- E'Lon Cox - Edward
- Edward Duke - Waiter
- Edward Duke - Rudolpho
- Jadili Johnson - Young John Henry
- Kayla Blake - Dancer
- Michael Higgins - Dancer
- Bubba Carr - Dancer
- Melissa Hurley - Dancer
- Mac Davis - Davy Crockett
- Adam Carl - Ben Parker
- Mimi Kennedy - Ben's Mom
- McLean Stevenson - Andrew Jackson
- Daniel Davis - Congressman
- Jennifer Joan Taylor - Polly
- Gino De Mauro - Whitey
- Bryan Brightcloud - Medicine Man
- Ty Crowley - Death Hug
- Jamie Lee Curtis - Annie Oakley
- Brian Dennehy - Buffalo Bill
- Cliff DeYoung - Frank Butler
- Nancy Lenehan - Lyda
- Jane Alden - Congressman's Wife
- Jane Alden - Mrs. Chapman
- Lu Leonard - Queen Victoria
- Joyce Van Patten - Ma
- Nick Ramus - Sitting Bull
- Apesanahkwat - Interpreter
- Anne Marie McEvoy - Young Annie
- Dana Lee - Mr. Sum Luk
- Tom O'Rourke - Joe
- Lynn Whitfield - Pollie Ann
- David Donham - Capt'n Johnson
- Christopher Burton - Young Quinn
- Rick Reynolds - John Henry's Father
- Monica Miller - Marsha
- Shelley Duvall
Martin Short hace el papel de Johnny Appleseed.
Beverly D'Angelo interpreta a Katrina Van Tassel en la serie.
Elliott Gould interpreta a Casey en la serie.
Garry Goodrow interpreta a Mr. Goodwin en la serie.
Tom Hulce interpreta a Quinn en la serie.
Shelley Duvall hace el papel de Self - Host.
Charles Durning interpreta a Uncle Doffue en la serie.
Rob Reiner hace el papel de Jack Smith.
Claude Akins hace el papel de Grandpa / Narrator.
Danny Glover interpreta a John Henry en la serie.
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