| Date | Grid | Clue | Author | Editor |
| Wed, Jan 17, 2024 | 21D | Mother in the Hundred Acre Wood | Morton J. Mendelson | Shortz |
| Sun, Nov 21, 2010 | 23A | "Winnie-the-Pooh" character | Clive Probert | Shortz |
| Thu, Apr 15, 2010 | 49D | "Winnie-the-Pooh" character | Brendan Emmett Quigley & Joon Pahk | Shortz |
| Mon, Nov 09, 2009 | 52D | Roo's mom in "Winnie-the-Pooh" | Lynn Lempel | Shortz |
| Mon, May 24, 2004 | 31D | Australian hopper, for short | Frederick J. Healy | Shortz |
| Wed, Sep 17, 1997 | 62A | Tigger's adopted mom | Karen Hodge | Shortz |
| Sun, May 11, 1997 | 74A | Milne creature | Nancy Nicholson Joline | Shortz |
| Thu, Apr 04, 1996 | 41A | A.A. Milne character | M. Diehl | Shortz |
| Tue, Sep 05, 1995 | 30D | Jumpy Milne character | Jonathan Schmatzbach | Shortz |