| Year | Race Name | Course | Dist. | Winner | Sire | Dam |
|---|---|---|---|---|---|---|
| 2011 | Ruffian Invitational | Saratoga | D 9 f | Ask the Moon (USA) | Malibu Moon (USA) | Always Asking (USA) |
| 2010 | Ruffian Invitational | Saratoga | D 9 f | Malibu Prayer (USA) | Grand Prayer (USA) | |
| 2009 | Ruffian Stakes | Belmont Park | D8.5f | Swift Temper (USA) | Giant's Causeway (USA) | Glasgow's Gold (USA) |
| 2008 | Ruffian Stakes | Belmont Park | D8.5f | Tough Tiz's Sis (USA) | Tiznow (USA) | Leaseholder (USA) |
| 2007 | Ruffian Stakes | Belmont Park | D8.5f | Ginger Punch (USA) | Awesome Again (USA) | Nappelon (USA) |
| 2006 | Ruffian Stakes | Belmont Park | D8.5f | Pool Land (USA) | Silver Deputy (USA) | Slew City Slicker (USA) |
| 2005 | Ruffian Stakes | Belmont Park | D8.5f | Stellar Jayne (USA) | Wild Rush (USA) | To the Hunt (USA) |
| 2004 | Ruffian Stakes | Belmont Park | D8.5f | Sightseek (USA) | Diastant View (USA) | Viviana (USA) |
| 2003 | Ruffian Stakes | Belmont Park | D8.5f | Wild Spirit (CHI) | Hussonet (USA) | Wild Princess (USA) |
| 2002 | Ruffian Stakes | Belmont Park | D8.5f | Mandy's Gold (USA) | Gilded Time (USA) | Manduria (USA) |
| 2001 | (Race Not Run) | |||||
| 2000 | Ruffian Stakes | Belmont Park | D8.5f | Riboletta (BRZ) | Roi Normand (USA) | Joy Valley (BRZ) |
| 1999 | Ruffian Stakes | Belmont Park | D8.5f | Catinca (USA) | Storm Cat (USA) | Inca Legacy (USA) |
| 1998 | Ruffian Stakes | Belmont Park | D8.5f | Sharp Cat (USA) | In Neon (USA) | |
| 1997 | Ruffian Stakes | Belmont Park | D8.5f | Tomisue's Delight (USA) | A.P. Indy (USA) | Prospector's Delite (USA) |
| 1996 | Ruffian Stakes | Belmont Park | D8.5f | Yanks Music (USA) | Air Forbes Won (USA) | Traipsing (USA) |
| 1995 | Ruffian Stakes | Belmont Park | D8.5f | Inside Information (USA) | Private Account (USA) | Pure Profit (USA) |
| 1994 | Ruffian Stakes | Belmont Park | D8.5f | Sky Beauty (USA) | Blushing Groom (FR) | Maplejinsky (USA) |
| 1993 | Ruffian Stakes | Belmont Park | D8.5f | Shared Interest (USA) | Pleasant Colony (USA) | Surgrey (USA) |
| 1992 | Ruffian Stakes | Belmont Park | D8.5f | Versailles Treaty (USA) | Danzig (USA) | Ten Cents a Dance (USA) |
| 1991 | Ruffian Stakes | Belmont Park | D8.5f | Queena (USA) | Mr. Prospector (USA) | Too Chic (USA) |
| 1990 | Ruffian Stakes | Belmont Park | D8.5f | Quick Mischief (USA) | Distinctive Pro (USA) | Mischief Pronto (USA) |
| 1989 | Ruffian Stakes | Belmont Park | D 9 f | Bayakoa (ARG) | Consultants Bid (USA) | Arlucea (ARG) |
| 1988 | Ruffian Stakes | Belmont Park | D 9 f | Sham Say (USA) | Oh Say (USA) | Sham Bee (USA) |
| 1987 | Ruffian Stakes | Belmont Park | D 9 f | Coup de Fusil (USA) | Codex (USA) | Cult (USA) |
| 1986 | Ruffian Stakes | Belmont Park | D 9 f | Lady's Secret (USA) | Secretariat (USA) | Great Lady M. (USA) |
| 1985 | Ruffian Stakes | Belmont Park | D 9 f | |||
| 1984 | Ruffian Stakes | Belmont Park | D 9 f | Heatherten (USA) | Forceten (USA) | Heather Road (USA) |
| 1983 | Ruffian Stakes | Belmont Park | D 9 f | Heartlight No. One (USA) | Rock Talk (USA) | Icantell (USA) |
| 1982 | Ruffian Stakes | Belmont Park | D 9 f | Christmas Past (USA) | Grey Dawn (FR) | Yule Log (USA) |
| 1981 | Ruffian Stakes | Belmont Park | D 9 f | Relaxing (USA) | Buckpasser (USA) | Marking Time (USA) |
| 1980 | Ruffian Stakes | Belmont Park | D 9 f | Genuine Risk (USA) | Exclusive Native (USA) | Virtuous (USA) |
| 1979 | Ruffian Stakes | Belmont Park | D 9 f | It's in the Air (USA) | Mr. Prospector (USA) | A Wind is Rising (USA) |
| 1978 | Ruffian Stakes | Belmont Park | D 9 f | Late Bloomer (USA) | Stage Door Johnny (USA) | Dunce Cap (USA) |
| 1977 | Ruffian Stakes | Belmont Park | D 9 f | Cum Laude Laurie (USA) | Hail to Reason (USA) | Primonetta (USA) |
| 1976 | Ruffian Stakes | Belmont Park | D 9 f | Revidere (USA) | Reviewer (USA) | Quillesian (USA) |