| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Terko Service | | 165 | Mark Beecher | Frank A. Bonsal, Jr. | Ann D. Stewart | |
| 2 | Ed's Big Bet | | 165 | Christopher Read | Kinross Farm | Neil R. Morris | |
| 3 | Mojave Moose | | 165 | Blair Wyatt | Peter A. Jay & Sarah M. Jay | Todd J. Wyatt | |
| 4 | Spencer Road | | *155 | Jackson Roberts | Ellie Russell, Gerry Brewster & Joe Tydings | Blythe Miller Davies | |
| 5 | Plenty Coups | | *155 | Kieran Norris | Frank A. Bonsal, Jr. | Ann D. Stewart | |
Ed's Big Bet set the pace with Terko Service close behind. Shortly after the field came back into sight, Terko Service went to the front and was not hard pressed to maintain the lead to the finish.
Winning Margin: 6 1/2 Winning Time: 7:52 1/5 Turf: soft
Terko Service, b. g. 2007, by Service Stripe out of Terko Bates, by Bates Motel. Bred by Campbell Stable, LLC (MI)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Dr. Alex | | 170 | Teddy Zimmerman | Teddy Zimmerman | Eva D. Smithwick | |
| 2 | Justpourit (Ire) | | 180 | George Hundt, Jr. | Lucy Stable | Richard L. Valentine | |
| 3 | Southern Sail | | 170 | Woods Winants | Julia Thieriot | Eva D. Smithwick | |
Dr. Alex took the lead from Justpourit in the final mile, was joined by Justpourit at the last fence and won the stretch duel.
Winning Margin: 1 1/2 Winning Time: 6:43 4/5 Turf: soft
Dr. Alex, dk.b./br. g. 2006, by Sligo Bay (Ire) out of Royal Remedy, by Royal Academy. Bred by Kenneth L. & Sarah K. Ramsey (Ky)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Rutledge Classic | | 173 | Woods Winants | Snickersville Stable | Eva D. Smithwick | |
| 2 | Let's Presume | | 160 | Matthew Hatcher | Matthew P. Hatcher | Matthew P. Hatcher | |
| 3 | Crossing Again | | 162 | Theresa Dimpfel | Keystone Thoroughbreds | Todd McKenna | |
| 4 | Baylor Dude | | 160 | Bart Poole | Elistan Stable | Leslie F. Young | |
Baylor Dude set the early pace but dropped back when Let's Presume took command when the field came back into view. Rutledge Classic rallied to jump with Let's Presume over the last fence and drew away in the stretch. This was trainer Eva Smithwick's second win on the card.
Winning Margin: 5 Winning Time: 6:41 Turf: soft
Rutledge Classic, b. g. 2005, by Pleasant Tap out of Rutledge Dancer, by Sky Classic. Bred by Rutledge Farm (Ky)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Gerrymander | | 140 | Diana Gillam | Kenyon G. Furlong | Kenyon G. Furlong | |
| 2 | Cat Walkin | | 150 | Annie Yeager | Donald Yovanovich | Donald Yovanovich | |
Cat Walkin set the pace until the final quarter mile where the pace quickened, and Gerrymander started to make his move. The two entries jumped the last together, but Cat Walkin could not match strides with Gerrymander up the hill to the finish.
Winning Margin: 2 1/2 Winning Time: 6:53 3/5 Turf: soft
Gerrymander, dk.b./br. g. 2004, by Boundary out of Action Music, by Seattle Song. Bred by Mr. & Mrs. Charles McGinnes (Md)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Dakota Slew | | 170 | Mark Beecher | Magalen O. Bryant | Richard L. Valentine | |
| 2 | Foyle | | 170 | Christopher Read | Merriefield Farm | H. Bruce Fenwick | |
| 3 | Hot Rize | | *160 | Russell Haynes | Holston Hall | Edward Mulligan | |
First Foyle then Hot Rize took turns on the lead. With three fences left to jump Dakota Slew took the lead and went on to an easy win. This was rider Mark Beecher's second win on the card, and he won the award as the meet's leading rider over fences.
Winning Margin: 3 1/2 Winning Time: 7:36 1/5 Turf: soft
Dakota Slew, dk.b./br. g. 2007, by Slew City Slew out of Klearlee Kiera, by Allen's Prospect. Bred by Larry F. Curtis (Ky)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Casual Creeper (Ire) | | 155 | Keri Brion | Daybreak Stables | Jimmy Day | |
| 2 | Attention | | 147 | George Wood | Teresa L. Major | James L. Cornwell | |
| 3 | Andre | | 155 | Mark Beecher | Petticoats Loose Farm | Cyril Murphy | |
| 4 | Go For Green | | 160 | Christopher Read | Bettina L. Gregory | Neil R. Morris | |
| 5 | Pow Wow Party | | 155 | Diana Gillam | Magalen O. Bryant | Neil R. Morris | |
| 6 | Dynaforest Destiny | | 150 | Annie Yeager | Destinaire Farm | Donald Yovanovich | |
| 7 | Sarah's Fancy | | 142 | Elizabeth Heffner | Jason L. Cole | Jason L. Cole | |
| 8 | Concernced Cat | | 155 | Kieran Norris | Elizabeth J. Schultz | Jason L. Cole | |
| 9 | Talkeetna Shuffle | | 160 | Carlos Canino | Carlos Canino | Douglas S. Hartz | |
| 10 | Lea Von | | 155 | Victoria Lawrence | Magalen O. Bryant | Doug Fout | |
Casual Creeper went to the front shortly after the start and led all the way winning handily.
Winning Margin: 3 Winning Time: 2:15 3/5 Turf: soft
Casual Creeper (Ire), b. g. 2009, by One Cool Cat out of Personal Design, by Traditionally. Bred by Padraig Connolly (Ire)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Jack Cool (Ire) | | 160 | Kieran Norris | Irvin S. Naylor | Brianne Slater | |
| 2 | Mischief | | 160 | Annie Yeager | Steve Yeager | Donald Yovanovich | |
| 3 | Decoy Daddy (Ire) | | 160 | James Slater | Irvin S. Naylor | Brianne Slater | |
| 4 | Final Straw | | 160 | Russell Haynes | Irvin S. Naylor | Edward Mulligan | |
| 5 | Great Britain | | 160 | Bruce Daley | Randolph D. Rouse | Randolph D. Rouse | |
| 6 | Labonte | | 160 | Mark Beecher | Rose Marie Bogley | Richard L. Valentine | |
| 7 | Spy In The Sky | | 160 | Keri Brion | Randleston Farm | Jimmy Day | |
| 8 | Indian War | | 160 | Jackson Roberts | Donald Yovanovich | Donald Yovanovich | |
Jack Cool and Mischief raced slightly off Decoy Daddy's pace. When the field turned for home Jack Cool and Mischief moved to the lead and battled to the finish where Jack Cool was narrowly best.
Winning Margin: nose Winning Time: 2:14 3/5 Turf: soft
Jack Cool (Ire), b. g. 2006, by One Cool Cat out of Rachrush (Ire), by Sadler's Wells. Bred by Angus McDonnell (Ire)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Vladykov | | 150 | James Slater | Sara E. Collette | Neil R. Morris | $1,200 |
| 2 | Prized Pupil | | 150 | Mark Beecher | John H. Baffa | Tommy Lee Jones | $400 |
| 3 | Colleen's Charm | | 152 | Bruce Daley | Colleen Mahoney | A. Timothy White | $220 |
| 4 | Tu Baku | | 160 | Kieran Norris | Alix L. White | A. Timothy White | $100 |
Vladykov was reserved off the pace set by Colleen's Charm, rallied to take the lead in the final furlong and held off Prized Pupil, who rallied belatedly.
Winning Margin: neck Winning Time: 2:23 Turf: soft
Vladykov, dk.b./br. g. 2008, by Xenodon out of Medaka, by Eastern Echo. Bred by Sara E. Collette (Va)
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