- Winnie the Pooh
- Rumbly in My Tumbly (By Winnie the Pooh from Winnie the Pooh and the Honey Tree)
- The Wonderful Thing About Tiggers (By Tigger from Winnie the Pooh and the Blustery Day and Winnie the Pooh and Tigger Too!)
- Kanga Roo Hop (By Kanga, Roo, Pooh and Tigger)
- Try a Little Something New/High and Low Medley (By Owl and Tigger)
- You're the One and Only One (By Piglet and Eeyore)
- The Floating Song (By Winnie the Pooh in Balloonatics from The New Adventures of Winnie the Pooh)
- Harvest What You Grow (By Rabbit)
- Heffalumps and Woozles (By Honey Pots from Winnie the Pooh and the Blustery Day)
- Nothing's Too Good for a Friend (By Tigger and Rabbit from The Piglet Who Would Be King from The New Adventures of Winnie the Pooh)
- My Song (By Pooh and friends)
- DVD released in April 2003 as "Sing a Song with Pooh Bear & Piglet Too!", to coincide with the theatrical release of Piglet's Big Movie.
- † Songs seen only in the 2003 edition.
- Originally released as "Winnie-the-Pooh: Sing a Song with Pooh Bear", later reissued in the Sing Along Songs series under a new name with new songs. Also released in the UK, but only the original VHS version.
- Featured at the end, Gopher hosts "How to Draw", as he shows you how to draw Pooh's face.
- The Spanish version (which is of Sing a Song with Pooh Bear) is a bonus feature for the DVD release of Sing a Song with Pooh Bear and Piglet Too. Instead of narration, it's just the songs fading in when the song began and out to black when the song ended. Some of the dialogue is still there. In Spanish, it's known as Canta Con Nosotros: Canta Una Cancion Con Wini Pu.
- This sing-along is one of few to have an actual storyline (in this case is Pooh trying to find his song). Various scenes of Pooh media (such as those of The New Adventures of Winnie the Pooh and The Many Adventures of Winnie the Pooh) were used with the introductions.
- In the 2003 version, the intro for "My Song" was shortened from the original version in which a few of the scenes that were removed were placed for the intros of the added songs (with new dialogue). The dialogue that the narrator said from the 1999 release of "My Song" was completely changed in the 2003 version.
|Disney Sing Along Songs volumes|
| Zip-a-Dee-Doo-Dah (1986) • Heigh-Ho (1987) • The Bare Necessities (1987) • You Can Fly! (1988) • Very Merry Christmas Songs (1988) • Fun with Music (1989) • Under the Sea (1990) • Disneyland Fun (1990) • I Love to Laugh! (1990) (a.k.a Supercalifragilisticexpialidocious) • Be Our Guest (1992) • Friend Like Me (1993) • The Tweleve Days of Christmas (1993) • Campout at Walt Disney World (1994/1996 for countries outside of North America) • Let's Go to the Circus (1994/1996 for countries outside of North America) • Circle of Life (1994/1995 for countries outside of North America) • Colors of the Wind (1995) • Topsy Turvy (1996) [Known as The Hunchback of Notre Dame in releases outside of the US] • Pongo and Perdita (1996) • The Early Years (1997) • The Magic Years (1997) • The Modern Classics (1997) • Sing a Song with Pooh Bear (1999) • Sing a Song with Tigger (2000, not an offical Disney Sing Along Songs video)
US Exclusive Releases: Beach Party at Walt Disney World (1995) • Honor to Us All (1998) • Happy Haunting: Party at Disneyland (1998) • Flik's Musical Adventure at Disney's Animal Kingdom (1999) • Sing a Song with Pooh Bear (and Piglet Too) (2003) • On My Way (2003) • Little Patch of Heaven (2004) • Disney Princess Sing Along Songs - Once Upon a Dream (2004) • Disney Princess Sing Along Songs Vol. 2 - Enchanted Tea Party (2005) • Disney Princess Sing Along Songs Vol. 3 - Perfectly Princess (2006)