- Drake as Papa Bear
- Johnny Kassir as Farmer Ben
- Andrew Hill Newman as Principal Honeycomb
- Barney the Security Guard as Teacher Bob
- Dan Sachoff as Cousin Fred
- Josh as Brother Bear
- Nancy Sullivan as Mama Bear
- Amanda as Sister Bear
- Raquel Lee as Lizzy
- Jenna as Mrs. Ben
- Mr. Oldman as Too Tall
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