| Leading Windsor Fair Trainers | |||||||
| With 1 Start | |||||||
| Final Standings | |||||||
| Pct. | Starts | Win | Second | Third | Purse | UDRS | |
| Richard Bartlett | 42.9 | 21 | 9 | 4 | 2 | $16,445.50 | 0.566 |
| Donald Bishop | 50.0 | 10 | 5 | 2 | 2 | $4,869.00 | 0.678 |
| Joseph Nelson | 66.7 | 6 | 4 | 0 | 0 | $3,640.00 | 0.667 |
| Rodney Grady | 26.7 | 15 | 4 | 2 | 0 | $3,890.50 | 0.341 |
| Derek Bickford | 17.4 | 23 | 4 | 2 | 4 | $6,883.00 | 0.280 |
| Judson Merrill | 50.0 | 6 | 3 | 0 | 1 | $2,443.00 | 0.556 |
| Valerie Grondin | 18.8 | 16 | 3 | 4 | 5 | $7,370.76 | 0.431 |
| David Miller | 30.0 | 10 | 3 | 0 | 0 | $2,640.50 | 0.300 |
| Stephen Mahar | 30.0 | 10 | 3 | 0 | 0 | $2,103.00 | 0.300 |
| Gary Mosher | 100.0 | 2 | 2 | 0 | 0 | $5,477.50 | 1.000 |
| Gretchen Rohr | 100.0 | 2 | 2 | 0 | 0 | $1,700.00 | 1.000 |
| Chris Johnson | 66.7 | 3 | 2 | 0 | 0 | $1,205.00 | 0.667 |
| Earland Eugley | 50.0 | 4 | 2 | 0 | 1 | $1,890.00 | 0.583 |
| Randy Bickmore | 22.2 | 9 | 2 | 4 | 2 | $5,155.08 | 0.543 |
| Lester Dancer | 28.6 | 7 | 2 | 2 | 0 | $2,725.00 | 0.444 |
| Charlie Wilson | 33.3 | 6 | 2 | 1 | 0 | $1,430.00 | 0.426 |
| Derryl Niles, Jr. | 28.6 | 7 | 2 | 1 | 0 | $1,602.50 | 0.365 |
| Jamie Gerard | 13.3 | 15 | 2 | 5 | 2 | $3,237.00 | 0.363 |
| Roderick Cushing | 20.0 | 10 | 2 | 1 | 2 | $2,716.00 | 0.322 |
| Frederick Ward, Jr. | 22.2 | 9 | 2 | 1 | 1 | $3,327.00 | 0.321 |
| David Crochere | 22.2 | 9 | 2 | 1 | 1 | $2,795.00 | 0.321 |
| Eric Bickmore | 20.0 | 10 | 2 | 0 | 2 | $2,463.64 | 0.267 |
| Bernard Fournier | 18.2 | 11 | 2 | 1 | 1 | $1,692.00 | 0.263 |
| Cheryl Mauran | 100.0 | 1 | 1 | 0 | 0 | $2,542.00 | 1.000 |
| Charlene Urquidez | 100.0 | 1 | 1 | 0 | 0 | $675.00 | 1.000 |
| R. Nelson Di Pompo, Jr. | 100.0 | 1 | 1 | 0 | 0 | $500.00 | 1.000 |
| Kenneth Gallant | 100.0 | 1 | 1 | 0 | 0 | $500.00 | 1.000 |
| David Marston | 100.0 | 1 | 1 | 0 | 0 | $500.00 | 1.000 |
| David Slocomb | 50.0 | 2 | 1 | 1 | 0 | $775.00 | 0.778 |
| Linwood Gray | 50.0 | 2 | 1 | 0 | 1 | $915.00 | 0.667 |
| John Nason | 33.3 | 3 | 1 | 1 | 0 | $1,842.50 | 0.519 |
| Thomas Beckwith | 33.3 | 3 | 1 | 1 | 0 | $850.00 | 0.519 |
| Gordon Corey | 50.0 | 2 | 1 | 0 | 0 | $2,693.50 | 0.500 |
| Charles Eaton, III | 50.0 | 2 | 1 | 0 | 0 | $2,438.00 | 0.500 |
| Raymond Rogers | 50.0 | 2 | 1 | 0 | 0 | $800.00 | 0.500 |
| Tina Clary | 50.0 | 2 | 1 | 0 | 0 | $612.00 | 0.500 |
| Robert Marston | 14.3 | 7 | 1 | 3 | 2 | $2,766.98 | 0.476 |
| Kenneth Underhill | 33.3 | 3 | 1 | 0 | 1 | $1,047.00 | 0.444 |
| Galen Dempsey | 12.5 | 8 | 1 | 2 | 2 | $2,060.50 | 0.347 |
| Shawn Gray | 10.0 | 10 | 1 | 3 | 2 | $3,807.00 | 0.333 |
| Brian Nelson | 25.0 | 4 | 1 | 0 | 1 | $1,576.44 | 0.333 |
| Kenneth Hafford, Jr. | 33.3 | 3 | 1 | 0 | 0 | $550.00 | 0.333 |
| Cathy Smith | 33.3 | 3 | 1 | 0 | 0 | $550.00 | 0.333 |
| Maynard Morrison | 33.3 | 3 | 1 | 0 | 0 | $500.00 | 0.333 |
| Kyle Gibbs | 16.7 | 6 | 1 | 1 | 1 | $1,631.00 | 0.315 |
| Michael Graffam | 12.5 | 8 | 1 | 2 | 1 | $2,882.65 | 0.306 |
| Douglas Gray | |||||||