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Second Race
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The Sheila Baldwin Memorial Novice Rider Flat. About 1 1/2 miles on the Turf
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Farah T Salute | | 152 | Kristin Fischer | Flying Horse Farm | Jazz Napravnik | |
| 2 | Maximize | | 170 | John Delaney | Sam Cockburn | Bay C. Cockburn | |
| 3 | Just A Prince (NZ) | | 160 | Ben Garner | Indian Run Farm | Mrs. D. M. Smithwick | |
| PU | Kenny Benny B | | 155 | Alex Thomas | Dan Wukich | Patrick Cooney | |
Farah T Salute raced with most of the field off Maximize's pace. With a half mile to run Farah T Salute started to rally, took the lead in the stretch and won easily.
Winning Margin: 6   Winning Time: 3:17   Turf: firm
Farah T Salute, ch. m. 2003, by Boy Done Good - Farah's Moment, by Christopher R.. Bred by Jasmine Napravnik (Md)
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Third Race
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The Clarke Courier Cup Lady Rider Timber. About 3 miles over Timber
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Sing and Hoist | | 140 | Sarah Green | Wheatland Farm | Steve Green | |
| 2 | Pizarro | | 150 | Natalie Wales | Natalie Wales | Natalie Wales | |
| 3 | Smooth Flight | | 140 | Suzanne Stettinius | Suzanne Stettinius | Suzanne Stettinius | |
Pizarro set the early pace but with a mile to run Sing and Hoist saved ground around the turn and quickly moved from just off the pace to a half dozen lengths in front. Sing and Hoist held most of that margin the rest of the way breaking both the horse and rider's maidens over timber.
Winning Margin: 7   Winning Time: 7:06   Turf: firm
Sing and Hoist, ch. g. 2002, by Hismajestyscolors - Uptown Miss, by Mokhieba. Bred by Dr. Mary T. O'Brien (Va)
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Fourth Race
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$2,000. The Woodley Cup Virginia Bred/Sired Flat. About 1 mile on the Turf
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Expel | | 160 | Liam McVicar | Northfield Farm, LLC | Edward Mulligan | $1,200 |
| 2 | I'm A Wahoo | | 150 | Roddy Mackenzie | Gordon C. Keys | Simon Hobson | $400 |
| 3 | Make Up | | 137 | Ben Garner | Jeran Stables Corp. | Patrick Cooney | $220 |
| 4 | Red Dirt Girl | | 132 | John Delaney | Lucy Horner | Frank Zureick | $100 |
| DQ | Rutledge Classic | | 160 | Bruce Daley | W. Gary Baker | Mrs. D. M. Smithwick | |
Expel opened a five or six length advantage at once and led all the way holding off I'm A Wahoo in the stretch. Rutledge Classic finished fourth but was disqualified due to being inelgible for the race.
Winning Margin: 1   Winning Time: 1:47 3/5   Turf: firm
Expel, b. g. 2004, by Expelled - Kentwood Miss, by Our Native. Bred by Daybreak Stables, Inc. (Va)
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Fifth Race
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The George P. Greenhalgh Owner Rider Timber. About 3 miles over Timber
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Crypto Cousin | | 186 | Patrick Cooney | Patrick Cooney | Patrick Cooney | |
| 2 | Cool Fellow | | 183 | Allen Shreve, III | Beth deStanley & Allen K. Shreve | Beth deStanley | |
| 3 | Crimson Lode | | 170 | Michael Cooney | DMC Stable | Diana L. McClure | |
Crypto Cousin assumed a stalking position with Crimson Lode off Cool Fellow's pace. With three fences to jump Crypto Cousin joined Cool Fellow on the front end but Cool Fellow regained the lead with Crypto Cousin close behind. With a fence to go Crypto Cousin had moved alongside Cool Fellow, and they jumped as a team. Crypto Cousin landed running and outfinished Cool Fellow in the run in. Crypto Cousin and Pat Cooney won the Seven Corners championship with this win.
Winning Margin: 3 1/2   Winning Time: 7:16   Turf: firm
Crypto Cousin, b. g. 2002, by Crypto Star - Carolina Cousin, by Clever Trick. Bred by Mr. Alfred H. Smith, Jr. (Md)
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Sixth Race
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Maiden Flat. About 1 1/4 miles on the Turf
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Under Shirt | | 155 | Roddy Mackenzie | Riverdee Stable | Timothy Keefe | |
| 2 | Schoolhouse Woods | | 150 | Liam McVicar | Kinross Farm | Neil R. Morris | |
| 3 | Millard | | 155 | Ben Garner | Gordon C. Keys | Bay C. Cockburn | |
| 4 | Western Select | | 150 | Mike Woodson | Larry Woodson | William Aylor, Jr. | |
| 5 | Easy Eight | | 160 | Sarah Green | Wheatland Farm | Steve Green | |
Under Shirt was rated off the pace with Schoolhouse Woods. They rallied together down the backside as the field bunched up. Under Shirt saved ground the final turn and took the lead as Millard went wide taking Schoolhouse with him. Under Shirt held off Schoolhouse Woods, who rallied in the stretch. Under Shirt is a half brother to Eclipse Award winner Good Night Shirt.
Winning Margin: 1   Winning Time: 2:26   Turf: firm
Under Shirt, b. g. 2006, by Polish Miner - Hot Story, by Two Punch. Bred by Dr. & Mrs. Thomas Bowman (Md)
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Seventh Race
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Open Flat. About 1 1/2 miles on the Turf
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Three Bridge Road | | 155 | Ben Garner | Colvin G. Ryan | Mrs. D. M. Smithwick | |
| 2 | Dr. Ramsey | | 160 | Bruce Daley | Mary Fleming Finlay | Mrs. D. M. Smithwick | |
Three Bridge Road and Dr. Ramsey raced as a team for the first half mile. Three Bridge Road then went to the front with Dr. Ramsey close behind and remained in that order to the stretch run where Dr. Ramsey threatened to win but just missed in the final strides.
Winning Margin: head   Winning Time: 3:31 1/5   Turf: firm
Three Bridge Road, dk.b./br. g. 2006, by During - Areti, by Harlan. Bred by Briggs/Cromartie & B. D. Gibbs Farm, LLC (NY)
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Eighth Race
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Maiden Flat. About 3/4 mile on the Turf
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Its A School Night | | 150 | Ben Garner | Kinross Farm | Neil R. Morris | |
| 2 | Atleta | | 152 | John Delaney | Frank Zureick | Frank Zureick | |
| 3 | Fleeing The Scene | | 142 | Roddy Mackenzie | Simon Hobson | Simon Hobson | |
| 4 | Rain Stopped Play | | 150 | Liam McVicar | Kinross Farm | Neil R. Morris | |
| 5 | Saracat | | 147 | Alex Thomas | Aylor Racing Stable | William Aylor, Jr. | |
| 6 | Olympias Gold | | 142 | Vika Monroe | Sean McGuiness | William Aylor, Jr. | |
Its a School Night was never worse than second, had the lead when the field turned for home and won easily. This was Ben Garner's second win on the card.
Winning Margin: 7   Winning Time: 1:16 3/5   Turf: firm
Its A School Night, b. g. 2007, by Repent - Jon's Kimberly, by Criminal Type. Bred by Carol Hershe & Marty Hershe (Fl)
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