| Date | Grid | Clue | Author | Editor |
| Fri, Aug 23, 2024 | 18A | Holly genus | Taylor Johnson and Rafael Musa | Fagliano |
| Wed, Jun 17, 2015 | 7D | Holly tree | Molly Young and David J. Kahn | Shortz |
| Fri, Aug 01, 2014 | 31D | Holly | Ashton Anderson and James Mulhern | Shortz |
| Sun, Jul 03, 2011 | 110A | Holly genus | Pete Muller | Shortz |
| Sun, May 08, 2011 | 42D | Genus of holly | Daniel A. Finan | Shortz |
| Wed, Apr 29, 2009 | 62A | Holly | Barry C. Silk | Shortz |
| Sun, Sep 04, 2005 | 25A | Holly plant | Richard Silvestri | Shortz |
| Thu, Oct 09, 2003 | 44A | Holly | Alan Arbesfeld | Shortz |
| Sat, Jan 22, 2000 | 46D | Holly tree | David J. Kahn | Shortz |
| Wed, Apr 15, 1998 | 3D | Holly | Michael S. Maurer | Shortz |
| Sat, Nov 29, 1997 | 11A | Holly | Rich Norris | Shortz |
| Wed, Sep 24, 1997 | 40A | Holm oak | Wayne Robert Williams | Shortz |
| Thu, Mar 13, 1997 | 62A | Holly genus | Matt Gaffney | Shortz |
| Wed, Mar 05, 1997 | 15A | Oak variety | Michael S. Maurer | Shortz |
| Wed, Jan 24, 1996 | 52D | Holly | J. Hess | Shortz |
| Sat, Jul 22, 1995 | 2D | Holly | Richard Thomas | Shortz |
| Wed, Nov 16, 1994 | 15A | Holly shrub | Chuck Deodene | Shortz |
| Mon, Mar 21, 1994 | 52D | The holm oak | Sidney L. Robbins | Shortz |