Winners of The Cup and Saucer Stakes
| Year |
Winner |
Jockey |
Trainer |
Owner |
Time |
| 2012 | Star Contender | Patrick Husbands | Mark Casse | John C. Oxley | 1:45.94 |
| 2011 | Hard Not to Like (filly) | Patrick Husbands | Gail Cox | Hillsbrook Farms | 1:48.00 |
| 2010 | Celtic Conviction | Emile Ramsammy | Michael Doyle | Dura Racing/Doyle | 1:44.88 |
| 2009 | Hollinger | Tyler Pizarro | Roger Attfield | R. Harvey & A. Wortzman | 1:42.53 |
| 2008 | Utterly Cool | Patrick Husbands | Sid C. Attard | Jim Dandy Stable | 1:44.62 |
| 2007 | Deputiformer | Jono Jones | Mike DePaulo | David James | 1:44.47 |
| 2006 | Leonnatus Anteas | Jono Jones | Kevin Attard | Knob Hill Stable | 1:45.58 |
| 2005 | Pyramid Park | Slade Callaghan | Michael J. Doyle | Eaton Hall Farm | 1:41.43 |
| 2004 | Slew's Saga | Steven Bahen | Robert P. Tiller | Karen & Mickey Taylor | 1:44.14 |
| 2003 | Master William | Patrick Husbands | Michael W. Dickinson | Ken & Sarah Ramsey | 1:42.46 |
| 2002 | Mobil | Todd Kabel | Michael Keogh | Gus Schickedanz | 1:42.33 |
| 2001 | Atlantic Fury (filly) | Slade Callaghan | Mark Frostad | Sam-Son Farm | 1:50.20 |
| 2000 | Sky Alliance | Gary Boulanger | Mark Frostad | Sam-Son Farm et al. | 1:42.49 |
| 1999 | Dixieland Diamond | Todd Kabel | Mark Frostad | Sam-Son Farm | 1:47.37 |
| 1998 | Apalachian Chief | Richard Dos Ramos | James M. Dalton | William A. Sorokolit, Sr. | 1:44.20 |
| 1997 | Gudai Might | Richard Dos Ramos | David R. Bell | R. F. & J. E. Shaw | 1:42.40 |
| 1996 | Muskrat Sammy | Richard Dos Ramos | Reade Baker | Cinnamont & Assoc. | 1:47.20 |
| 1995 | Crown Attorney | Ricky Griffith | John P. MacKenzie | A. & M. Lamb | 1:42.80 |
| 1994 | Always a Rainbow | David Clark | James E. Day | Sam-Son Farm | 1:42.00 |
| 1993 | Comet Shine | David Clark | James E. Day | Sam-Son Farm | 1:44.20 |
| 1992 | Explosive Red | Mark Larsen | Daniel J. Vella | Stronach Stables | 1:46.40 |
| 1991 | Great Regent | James McKnight | Gil Rowntree | B. K. Y. Stable | 1:42.80 |
| 1990 | Rainbows For Life | Brian Swatuk | James E. Day | Sam-Son Farm | 1:44.00 |
| 1989 | Sky Classic | Sandy Hawley | James E. Day | Sam-Son Farm | 1:42.40 |
| 1988 | Wave Wise | Jack Lauzon | James E. Day | Sam-Son Farm | 1:43.20 |
| 1987 | Regal Classic | Dave Penna | James E. Day | Sam-Son Farm | 1:44.20 |
| 1986 | Devilish Gleam | Larry Attard | James E. Day | Sam-Son Farm | 1:48.60 |
| 1985 | Grey Classic | Irwin Driedger | James E. Day | Sam-Son Farm | 1:43.20 |
| 1984 | Dauphin Fabuleux | Jeffrey Fell | James E. Day | Sam-Son Farm | 1:42.60 |
| 1983 | Park Regent | Dan Beckon | Gordon Huntley | Parkview Stable | 1:44.20 |
| 1982 | Victorious Emperor | Irwin Driedger | James E. Day | Sam-Son Farm | 1:50.00 |
| 1981 | Brave Regent | David Clark | Macdonald Benson | Windfields Farm | 1:52.80 |
| 1980 | Frost King | Lloyd Duffy | Bill Marko | Ted Smith & Bill Marko | 1:52.80 |
| 1979 | Allan Blue | Joe Belowus | Gil Rowntree | Stafford Farms | 1:51.00 |
| 1978 | Nonparrell | Sandy Hawley | Jerry C. Meyer | S. Asadoorian | 1:49.60 |
| 1977 | Potential | George HoSang | Roy Johnson | Mrs. J. Josephson | 1:53.00 |
| 1977 | High Roller | Ron Turcotte | J. Lankinen | R. A. Kennedy & J. Indig | 1:52.00 |
| 1976 | Lucky North Man | Jeffrey Fell | Donnie Walker | Conn Smythe | 1:49.60 |
| 1975 | Proud Tobin | Jeffrey Fell | Gil Rowntree | Stafford Farms | 1:50.40 |
| 1974 | L'Enjoleur | Sandy Hawley | Yonnie Starr | Jean-Louis Levesque | 1:46.40 |
| 1973 | Cozy's Cousin | W. Green | David C. Brown | L. Jones | 1:48.80 |
| 1972 | Good Port | Hugo Dittfach | Gil Rowntree | Stafford Farms | 1:53.00 |
| 1971 | Presidial | John LeBlanc | W. Reeves | Windfields Farm | 1:49.20 |
| 1970 | Kennedy Road | Sandy Hawley | James C. Bentley | Helen G. Stollery | 1:46.80 |
| 1969 | Croquemitaine | Dave Dennie | Yonnie Starr | Jean-Louis Levesque | 1:45.20 |
| 1968 | Viceregal | Richard Grubb | Gordon McCann | Windfields Farm | 1:46.40 |
| 1967 | Arctic Blizzard | Sam McComb | Lou Cavalaris, Jr. | Larkin Maloney family | 1:46.40 |
| 1966 | Cool Reception | Avelino Gomez | Lou Cavalaris, Jr. | Larkin Maloney family | 1:46.60 |
| 1965 | Burning Luke | John LeBlanc | Richard B. Mattingly | Mrs. J. Cerullo | 1:53.40 |
| 1964 | Good Old Mort | Avelino Gomez | Jerry C. Meyer | Edward B. Seedhouse | 1:45.60 |
| 1963 | Grand Garcon | Richard Armstrong | Wolf Von Richthofen | F. A. Sherman | 1:45.60 |
| 1962 | Hop Hop | Hugo Dittfach | Carl F. Chapman | Larkin Maloney | 1:57.80 |
| 1961 | Peter's Chop | Sam McComb | W. Haynes | P. Del Greco | 1:48.20 |
| 1960 | Jammed Lucky | Hugo Dittfach | Yonnie Starr | Conn Smythe | 1:47.60 |
| 1959 | Victoria Park | Avelino Gomez | Horatio Luro | Windfields Farm | 1:52.40 |
| 1958 | New Providence | Ben Sorenson | Horatio Luro | Windfields Farm | 1:46.20 |
| 1957 | Chomiru | Samuel Cosentino | F. Look | Shermanor Farms | 1:45.00 |
| 1956 | Ali's Pride (DH) | E. Roy | William Thurner | W. J. Farr | 1:45.80 |
| 1956 | Lad Ator (DH) | Ernie Warme | Jim G. Fair | Jim G. Fair | 1:45.80 |
| 1955 | Canadian Champ | David Stevenson | John Passero | William R. Beasley | 1:49.60 |
| 1954 | Loyalist | David Stevenson | R. Punshon | W. A. Moffatt | 1:47.20 |
| 1953 | King Maple | Herb Lindberg | John Hornsby | Mrs. G. McMacken | 1:46.00 |
| 1952 | Canadiana | Jose Vina | Gordon McCann | E. P. Taylor | 1:45.00 |
| 1951 | Firey Red | Charlie McTague | G. Ward | G. Ward | 1:46.60 |
| 1950 | Libertine | Alf Bavington | Red Barnard | Medway Stable | 1:47.20 |
| 1950 | Little Secret | R. Fisher | E. Harbourne | F. Little | 1:47.00 |
| 1949 | McGill | Chris Rogers | Willie Russell | Mrs. Frank Dougherty | 1:46.00 |
| 1948 | Speedy Irish | Johnny Dewhurst | O. Viau | C. George McCullagh | 1:46.40 |
| 1947 | Ohsodry | E. Roy | G. Campbell | L. H. Appleby | 1:47.00 |
| 1946 | Casa Camara | Herb Lindberg | Robert K. Hodgson | Willie F. Morrissey | 1:49.80 |
| 1945 | Kingarvie | Johnny Dewhurst | Arthur Brent | Parkwood Stable | 1:54.00 |
| 1944 | Uttermost | Robert B. Watson | Cecil Howard | Harry C. Hatch | 1:54.20 |
| 1943 | Heulwen | Chris Rogers | Arthur Brent | Parkwood Stable | 1:52.00 |
| 1942 | Arbor Vita | Pat Remillard | Robert K. Hodgson | Willie F. Morrissey | 1:51.80 |
| 1941 | Ten to Ace | C. W. Smith | Harry Giddings, Jr. | Harry Giddings, Jr. | 1:44.60 |
| 1940 | Warrigan | Tom Aimers | Frank Gilpin | Parkwood Stable | 1:44.80 |
| 1939 | Dark Comet | Charlie McTague | J. Hamilton | George M. Hendrie | 1:49.60 |
| 1938 | Archworth | S. Denny Birley | Mark Cowell | C. George McCullagh | 1:44.00 |
| 1937 | Suffern | Charlie McTague | William H. Bringloe | Harry C. Hatch | 1:45.80 |
- Run in two divisions in 1950 and 1977. The second division in 1977 was won by Overskate but he was disqualified and set back to fourth.
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Famous quotes containing the words winners, cup and/or stakes:
“The two real political parties in America are the Winners and the Losers. The people don’t acknowledge this. They claim membership in two imaginary parties, the Republicans and the Democrats, instead.”
—Kurt Vonnegut, Jr. (b. 1922)
“The cup of Morgan Fay is shattered.
Life is a bitter sage,
And we are weary infants
In a palsied age.”
—Allen Tate (1899–1979)
“This man was very clever and quick to learn anything in his line. Our tent was of a kind new to him; but when he had once seen it pitched, it was surprising how quickly he would find and prepare the pole and forked stakes to pitch it with, cutting and placing them right the first time, though I am sure that the majority of white men would have blundered several times.”
—Henry David Thoreau (1817–1862)