Singers
- Backstreet Boys
- Tony Bennett
- Harry Belafonte
- Garth Brooks
- Cab Calloway
- Aaron and Nick Carter, two-headed monster skit, aired with Baby Bear's little sibling's birth, second episode.
- Johnny Cash
- Ray Charles
- Chubby Checker
- The Dixie Chicks
- Gloria Estefan
- Melissa Etheridge
- Four Tops
- Billy Joel
- Kid 'N Play
- Gladys Knight and the Pips
- Patti LaBelle
- Ziggy Marley
- Don McClean
- Bobby McFerrin
- N'Sync
- REM, singing Furry Happy Monsters
- Smokey Robinson
- Linda Ronstadt
- Diana Ross
- Take 6
- James Taylor
- Paul Simon
- Stevie Wonder
Musicians
- Itzhak Perlman
- Yo-Yo Ma
- Joshua Redman, possibly in the 12th season, playing his violin in the episode where Telly debuts, and plays his tuba.
Actors
- Kenny Baker as R2-D2
- Jim Carrey
- Bill Cosby
- Anthony Daniels as C-3PO
- Robert Deniro
- Danny DeVito
- Mel Gibson
- John Goodman
- Laugh-In's Artie Johnson as a Nazi, from Laugh-In.
- James Earl Jones
- Burt Lancaster
- Shari Lewis and Lambchop
- Liam Neeson
- Rosie O'Donnell
- Julia Roberts
- Fred Rogers
- Susan Sarandon
- Patrick Stewart
- Robin Williams
Celebrities
- Maya Angelou
- Hillary Rodham Clinton
- Phil Donahue
- Roger Ebert
- Ralph Nader
- The Simpsons, including Homer, Marge, Bart, Lisa, and Maggie.
- Gene Siskel
- Barbara Walters
Sports Figures