| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Moonshine Time (Ire) | | *150 | Mell Boucher | Upland Flats Racing LLC | Keri Brion | |
| 2 | Jimmy Dan | | 160 | Graham Watters | Riverdee Stable and Ten Strike Racing | Jack Fisher | |
| 3 | Riptide Rock | | *150 | Andrew Burke Ott | Mrs. S. K. Johnston, Jr. | Neil R. Morris | |
| 4 | Urban Myth | | 160 | Bernard Dalton | Steinmetz Equine Holdings LLC & Jason Hall | Keri Brion | |
| 5 | King Tsunami | | 160 | Ben Ffrench Davis | Riverdee Stable | Todd J. Wyatt | |
| 6 | Field Marshall | | 160 | Zach Miller | Michael A. Smith | Julie Gomena | |
| 7 | Penicillin Success | | *150 | Virginia Korrell | Riverdee Stable | Jack Fisher | |
| 8 | Kitten Mischief | | *150 | Whitney Schweizer | Mrs. S. K. Johnston, Jr. | Jack Fisher | |
| 9 | Photo Copy | | *150 | Jack Power | Harvey W. Goolsby, III | Sean McDermott | |
| 10 | When U Know | | 155 | Parker Hendriks | Renaissance Stable | Doug Fout | |
| 11 | Smokin and Jokin (Ire) | | 155 | Harrison Beswick | Rolling Tide LLC | Doug Fout | |
| 12 | Northern Rye | | 155 | Jamie Bargary | Northwoods Stable | Jack Fisher | |
Moonshine Time and Jimmy Dan started out first with Riptide Rock and Urban Myth closely following. The order did not change throughout much of the race.
Winning Margin: Winning Time: 4:03 Turf: good
Moonshine Time (Ire), b. g. 2019, by Sholokhov (Ire) out of Denwoman (Ire), by Witness Box.
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Auchincruive | | *150 | Andrew Burke Ott | Norman Lewis | Keri Brion | |
| 2 | Tiz A Giant | | *150 | Whitney Schweizer | Riverdee Stable | Jack Fisher | |
| 3 | Doesn't Sting (GB) | | 160 | Graham Watters | Bruton Street-US | Jack Fisher | |
| 4 | Smart Uncle | | 155 | Bernard Dalton | Mrs. S. K. Johnston, Jr. | Jack Fisher | |
| 5 | Delete (Ire) | | *145 | Conner Reddy | Rolling Tide LLC | Doug Fout | |
| 6 | Pavoni | | 155 | Jamie Bargary | Matthew T. Groff | Jack Fisher | |
| 7 | World Factor | | 155 | Ben Ffrench Davis | Riverdee Stable, Bourbon Lane Stable, Copper Beach Stables, John Fischel, All My Hart Racing | Todd J. Wyatt | |
| 8 | No Yield | | 160 | Gerard Galligan | Mrs. G.L. Ohrstrom & Mrs. Charlie Carroll | Richard L. Valentine | |
| 9 | Larger Than Life | | *150 | Jack Power | Flying Elvis Stable | Neil R. Morris | |
| 10 | Hashtag No Wonder | | 160 | Parker Hendriks | Jo Anne Morris | Neil R. Morris | |
| PU | Barrolo (GB) | | 155 | Harrison Beswick | Mrs. S.K. Johnston & Mrs. Devon Smith | Thomas Garner | |
Auchincruive, Tiz a Giant, Smart Uncle and Doesn't Sting ran as a pack with some separation between them approaching the last two fences. Auchincruive prevailed as the winner.
Winning Margin: Winning Time: 3:52 Turf: good
Auchincruive, ch. g. 2017, by Lord Shanakill out of Mayne Island, by Doneraile Court.
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Overdrawn | | *155 | Virginia Korrell | Gordonsdale Farm | James Piper | |
| 2 | Post War | | 155 | Zach Miller | Over Creek Stables LLC | Julie Gomena | |
| F | Barrister | | 165 | Forrest Kelly | Black and Blue Stable | Forrest Kelly | |
| PU | Racavan (IRE) | | *155 | Whitney Schweizer | Kinross Farm | Richard L. Valentine | |
| PU | Hierro | | *155 | Andrew Burke Ott | Keystone Thoroughbreds | Todd McKenna | |
This race ran combined with the Foxhunter's Timber. Barrister set the pace until Keys Discount (Foxhunter division) challenged at the 15th fence. Keys Discount won overall by 12 lengths. Overdrawn won the Amateur/Apprentice division.
Winning Margin: Winning Time: Turf: good
Overdrawn, ch. g. 2013, by Charitable Man out of Bank Teller, by Banker's Gold. Bred by Gordonsdale Farm (WV)
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Keys Discount | | 171 | Sam Cockburn | Sam Cockburn | Sam Cockburn | |
This race ran combined with the Amateur/Apprentice rider Timber. Barrister set the pace until Keys Discount (Foxhunter division) challenged at the 15th fence. Keys Discount won overall by 12 lengths. Overdrawn won the Amateur/Apprentice division.
Winning Margin: Winning Time: Turf: good
Keys Discount, dk.b./br. g. 2019, by Medal Count out of Divertimento, by Rizzi.
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Outperform | | 155 | Gerard Galligan | Kinross Farm | Richard L. Valentine | |
| 2 | Box Office Warrior | | *135 | Andrew Burke Ott | Keystone Thoroughbreds | Todd McKenna | |
| 3 | Tuddenham Green (GB) | | 155 | Graham Watters | Riverdee Stable | Jack Fisher | |
| 4 | Bickley | | *155 | Evan Dwan | Mrs. S. K. Johnston, Jr. | Jack Fisher | |
| 5 | Fits the Jill | | *145 | Whitney Schweizer | Riverdee Stable | Jack Fisher | |
| 6 | State of Affair | | 155 | Ben Ffrench Davis | Mrs. S. K. Johnston, Jr. | Todd J. Wyatt | |
Outperform jumped off to an early lead and was joined by Bickley at the 3rd. Bickley, State of Affair and Fits the Jill continued, in that order, for much of the rest of the race. Outperform regained the lead at the final fence and won by 3 lengths.
Winning Margin: 3 lengths Winning Time: 4:12 2/5 Turf: good
Outperform, ch. g. 2019, by Gun Runner out of Terrific Treasure, by Street Cry (Ire).
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Auction Kingdom | | *140 | Conner Reddy | Maranto Manor, LLC | Neil R. Morris | |
| 2 | Big Dave | | *140 | Camille deStanley | Camille & Olivia deStanley | Beth Newman deStanley | |
| 3 | Generation | | *140 | Andrew Burke Ott | Sawbuck Racing | Liam Bourke | |
| InE | My Forever Annie (IRE) | | 130 | Freddie Procter | Vall Green Valley Construction LLC | Leslie F. Young | |
My Forever Annie broke on top and led for all but one call. She finished first but the rider (Freddie Procter picked up the ride after Conor Tierney was hurt in the previous race) was declared ineligible. Auction Kingdom was declared the winner.
Winning Margin: Winning Time: 2:46 Turf: good
Auction Kingdom, b. g. 2019, by Animal Kingdom out of Behavioral, by Include.
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Artistic Choice (IRE) | | *145 | Brian Barry | Leipers Fork Steeplechasers LLC | Leslie F. Young | |
| 2 | Press Pause (Fr) | | *155 | Conner Reddy | Rolling Tide LLC | Doug Fout | |
| 3 | Ocean Air | | *145 | Sarah Cundith | Snowden Clarke | Richard L. Valentine | |
| 4 | Vae Patron (FR) | | *145 | Evan Dwan | Leipers Fork Steeplechasers LLC | Leslie F. Young | |
| 5 | Seismic Wave | | *145 | Jose Alonso | William Russell | Neil R. Morris | |
| 6 | Dancing With Dede | | *135 | Virginia Korrell | Nicki Valvo | Nicki Valvo | |
| 7 | Blue Mandate | | *135 | Camille deStanley | Camille deStanley | Beth Newman deStanley | |
| InE | Ready to Wear (IRE) | | 145 | Freddie Procter | Leipers Fork Steeplechasers LLC | Leslie F. Young | |
Ocean Air broke in front, followed by Vae Patron and Artistic Choice. Ocean Air led down the hill, then Artistic Choice drew off to win. Ready to Wear finished 5th but was declared ineligible as the rider is not a Novice.
Winning Margin: Winning Time: 2:39 4/5 Turf: good
Artistic Choice (IRE), gr./ro. g. 2019, by CARAVAGGIO out of Chicago Girl, by Azamour (Ire).
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| Order | Horse | | Wgt | Rider | Owner | Trainer | Purse |
| 1 | Mission North | | 135 | Graham Watters | Northwoods Stable | Jack Fisher | $1,200 |
| 2 | Beautiful Gorgeous | | *130 | Virginia Korrell | Clarke Ohrstrom | Laird George | $400 |
| 3 | E.P. Milton | | *153 | Evan Dwan | Quest Realty | Susan S. Cooney | $220 |
| 4 | Invective | | 155 | Gerard Galligan | Clarke Ohrstrom | Laird George | $100 |
| 5 | Mosley Natural | | *150 | Michael Woodson | Nancy J. Kolb | Christopher L. Kolb | $80 |
Beautiful Gorgeous took the early lead with Invective and EP Milton close. The field bunched descending the hill. Mission North went by the leaders and won by 3.
Winning Margin: 3 Winning Time: 2:30 Turf: good
Mission North, b. c. 2021, by Noble Mission (GB) out of Dream Exchange, by Exchange Rate. Bred by Northwoods Stable (Md)
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