Winners of The Shady Well Stakes
| Year |
Winner |
Jockey |
Trainer |
Owner |
Time |
| 2009 | Maritime Passion | Chantal Sutherland | Mike DePaulo | Benjamin Hutzel | 1:04.24 |
| 2008 | Cawaja Beach | Daniel David | Scott Fairlie | Hard Eight Sta./Ace Racing | 1:04.26 |
| 2007 | Alvena | Patrick Husbands | Josie Carroll | James & Alice Sapara | 1:04.09 |
| 2006 | Midnight Shadow | Ray Sabourin | Robert P. Tiller | Frank DiGiulio, Jr. et al. | 0:57.65 |
| 2005 | Wannatalkaboutme | David Clark | Nicholas Gonzalez | M. Gonzalez/MAD Racing | 1:05.52 |
| 2004 | South Bay Cove | Todd Kabel | Roger Attfield | Windhaven | 1:06.26 |
| 2003 | Megan's Appeal | Simon Husbands | Kevin Attard | Fire Rock Stable | 1:05.73 |
| 2002 | Appleby Gardens | Robert Landry | Todd A. Pletcher | Eugene Melnyk | 1:05.93 |
| 2001 | Ginger Gold | Richard Dos Ramos | Sid C. Attard | Jim Dandy Stable | 1:07.11 |
| 2000 | Small Promises | Neil Poznansky | Roger Attfield | Kinghaven Farms/Attfield | 1:05.85 |
| 1999 | Ruby Park | Robert Landry | Todd A. Pletcher | E.& L. Melnyk | 1:06.40 |
| 1998 | Last Vice | David Clark | Phil Gracey | O'Cainon Stables | 1:05.80 |
| 1997 | Queen St. West | Mickey Walls | Joe Walls | Shelter Valley/C. Walls | 1:05.80 |
| 1996 | Larkwhistle | Robert Landry | Roger Attfield | Anderson/Cuddy/Ferguson | 1:06.00 |
| 1995 | Heavenly Valley | Sandy Hawley | Daniel J. Vella | Frank Stronach | 1:05.20 |
| 1994 | Honky Tonk Tune | Robert Landry | Daniel J. Vella | Frank Stronach | 1:04.20 |
| 1993 | Lucky Pisces | Mark Larsen | Emile M. Allain | Eastview Stables | 1:06.20 |
| 1992 | Sermon Time | Ricky Griffith | Kathy Patton-Casse | Bruno Schickedanz | 1:04.40 |
| 1991 | Maple Lake | Robert King, Jr. | Glenn Magnusson | Gary Vasey & partner | 1:06.60 |
| 1990 | Run Lady Run | Don Seymour | Conrad A. Belaire | Cooksmere Farm | 1:05.60 |
| 1989 | Bodust | David Clark | Gordon M. Huntley | High Point Stable | 1:04.00 |
| 1988 | Blondeinamotel | Sandy Hawley | Michael J. Doyle | Windhaven Farms | 1:05.80 |
| 1987 | Phoenix Factor | Irwin Driedger | Emile M. Allain | A. J. Anderson | 1:05.20 |
| 1986 | Casereae | Robin Platts | Michael J. Doyle | Eaton Hall Farm | 1:05.80 |
| 1985 | Simply Splashing | Dan Beckon | Gerry Belanger | J. N. Stable | 1:06.00 |
| 1984 | Festival Star | Jack Lauzon | John Tammaro, Jr. | Kinghaven Farms | 1:05.00 |
| 1983 | Summer Mood | Robin Platts | John Tammaro, Jr. | Kinghaven Farms | 1:05.80 |
| 1982 | Candle Bright | Eric Beitia | John Tammaro, Jr. | Kinghaven Farms | 1:06.20 |
| 1981 | Ada Lady | David Clark | Gordon M. Huntley | Young / Schipper | 1:04.20 |
| 1980 | Passing Mood | Brian Swatuk | John Tammaro, Jr. | Kinghaven Farms | 1:05.20 |
| 1979 | Avenare | J. Paul Souter | Michael J. Doyle | Bo-Teek Farm | 1:11.40 |
| 1978 | Spin To Win * | Avelino Gomez | George M. Carter | E. C. Pasquale | 1:11.80 |
| 1977 | L'Alezane | J. Paul Souter | Yonnie Starr | Jean-Louis Levesque | 1:12.20 |
| 1976 | Olympic Princess | Avelino Gomez | Frank H. Merrill, Jr. | Beverly Bronfman | 1:13.00 |
| 1975 | Seraphic | Jeffrey Fell | Yonnie Starr | Jean-Louis Levesque | 1:10.80 |
| 1974 | Deepstar | James Kelly | Andrew G. Smithers | Kinghaven Farms | 1:11.60 |
| 1973 | Trudie Tudor | William McMahon | John Morahan | Doug Banks | 1:16.60 |
| 1972 | Square Angel | Avelino Gomez | Frank H. Merrill, Jr. | W. Preston Gilbride | 1:18.20 |
| 1971 | Hempens Soung | Phil I. Grimm | Doug M. Davis, Jr. | Holtsinger / Davis | 1:18.00 |
| 1970 | Vacation Lady | John LeBlanc | R. Wright | R. E. Leslie | 1:18.40 |
| 1969 | Foxy Parent | Chris Rogers | W. F. Edmiston | W. F. Edmiston | 1:18.00 |
| 1968 | Amber Sherry | Richard Grubb | Gil Rowntee | Stafford Farms | 1:27.40 |
| 1968 | Windsor Maid | Robin Platts | Lou Cavalaris, Jr. | Gardiner/Golden West | 1:27.20 |
| 1967 | Rhythm Sal | Noel Turcotte | J. Brown | I. Tenney | 1:24.80 |
| 1966 | All We Have | Avelino Gomez | Warren Beasley | William R. Beasley | 1:24.40 |
| 1965 | Brave Front | M. N. Gonzalez | Frank H. Merrill, Jr. | H. M. Hughes | 1:24.40 |
| 1964 | Northern Queen | Hugo Dittfach | Tom Fleming | Windfields Farm | 1:23.40 |
| 1963 | Ciboulette | Keith Robinson | Don J. Campbell | Jean-Louis Levesque | 1:24.60 |
| 1962 | My Bunty | Keith Robinson | Carl F. Chapman | Larkin Maloney | 1:24.60 |
| 1961 | Flaming Page | John R. Adams | Horatio Luro | Windfields Farm | 1:27.60 |
| 1960 | Flashing Top | James Fitzsimmons | Gordon J. McCann | Windfields Farm | 1:25.80 |
| 1959 | Naughty Flirt | Ernie Warme | Edward Mann | Gardiner/Bell | 1:19.20 |
| 1958 | Sword Woman | Don Hale | A. H. Routcliffe | Pine Tree Stable | 1:20.00 |
| 1958 | Royal Border | Armand Viola | Frank H. Merrill, Jr. | Gormley Stud Farm | 1:20.00 |
| 1957 | Stole The Ring | C. O'Brien | E. Hall | Miss C. B. Armstrong | 1:17.60 |
| 1956 | Pink Velvet | E. A. Rodriguez | John Passero | William R. Beasley | 1:18.00 |
* In 1978 Susie Bigger finished first but was disqualified and set back to second.
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