| Class | Grade II |
|---|---|
| Location | Hollywood Casino at Charles Town Races Charles Town, West Virginia |
| Inaugurated | 2009 |
| Race type | Thoroughbred – Flat racing |
| Website | Charles Town Races |
| Race information | |
| Distance | 7 furlongs |
| Surface | Dirt |
| Track | Left-handed |
| Qualification | Fillies, three years old |
| Weight | 123 lbs with allowances |
| Purse | $750,000 (2023) |
The Charles Town Oaks is a Grade II American Thoroughbred horse race for three year old fillies, over a distance of 7 furlongs on the dirt held annually in August at Hollywood Casino at Charles Town Races in Charles Town, West Virginia. The event currently carries a purse of $750,000.
The event was inaugurated in 2009 with stakes of $250,000. With such a purse the race attracted several good fillies and by 2014 the event was classified as a Grade III with $500,000 stakes. [1]
In 2024 the event was upgraded by the Thoroughbred Owners and Breeders Association to a Grade II and the stakes also were increased to $750,000. [2]
Speed record:
Margins:
Most wins by a jockey:
Most wins by a trainer:
Most wins by an owner:
| Year | Winner | Jockey | Trainer | Owner | Time | Purse | Grade | Ref |
|---|---|---|---|---|---|---|---|---|
| 2025 | Indy Bay | Irad Ortiz Jr. | Saffie Joseph Jr. | C2 Racing Stable, Paul Braverman & Timothy Pinch | 1:25.82 | $750,000 | II | |
| 2024 | Mystic Lake | Mike E. Smith | Saffie Joseph Jr. | C2 Racing Stable & Stefania Farms | 1:24.18 | $750,000 | II | [3] |
| 2023 | Vahva | John R. Velazquez | Cherie DeVaux | Belladonna Racing, Edward J. Hudson Jr., West Point Thoroughbreds, LBD Stable, Nice Guys Stables, Manganaro Bloodstock, Runnels Racing, Steve Hornstock & Twin Brook Stables | 1:25.01 | $750,000 | III | [4] |
| 2022 | Society | Tyler Gaffalione | Steven M. Asmussen | Peter E. Blum Thoroughbreds | 1:23.42 | $500,440 | III | [5] |
| 2021 | † Pauline's Pearl | Brian Hernandez Jr. | Steven M. Asmussen | Stonestreet Stables | 1:24.37 | $400,000 | III | [6] |
| 2020 | Fly On Angel | Fredy Peltroche | Claudio A. Gonzalez | Joseph E. Besecker | 1:26.15 | $200,000 | III | [7] |
| 2019 | Lady T N T | Juan D. Acosta | Joe Sharp | Scott & Evan Dilworth | 1:25.23 | $300,000 | III | [8] |
| 2018 | Late Night Pow Wow | Fredy Peltroche | Javier Contreras | Javier Contreras | 1:24.37 | $300,000 | III | [9] |
| 2017 | Tequilita | Luis Saez | Michael R. Matz | Dorothy A. Matz | 1:26.01 | $300,000 | III | [10] |
| 2016 | Covey Trace | Arnaldo Bocachica | William J. Denzik Jr | Brook T. Smith & Denzik Thoroughbreds | 1:26.99 | $350,000 | III | [11] |
| 2015 | Hot City Girl | Jose L. Ortiz | Linda L. Rice | Lady Sheila Stable | 1:23.80 | $350,000 | III | [12] |
| 2014 | Miss Behaviour | Jevian Toledo | Phil Schoenthal | Cal MacWilliam & Neil Teitelbaum | 1:24.69 | $500,000 | III | [13] |
| 2013 | So Many Ways | Miguel Mena | Thomas M. Amoss | Maggi Moss | 1:26.62 | $400,000 | Listed | [14] |
| 2012 | Book Review | Javier Castellano | Chad C. Brown | Gary & Mary West | 1:24.65 | $400,000 | Listed | [15] |
| 2011 | Strike the Moon | Julian Pimentel | Michael J. Trombetta | R. Larry Johnson | 1:24.64 | $400,000 | Listed | [16] |
| 2010 | Derwin's Star | Kendrick Carmouche | Steve Klesaris | Puglisi Racing & Steve Klesaris | 1:24.82 | $400,000 | Listed | [17] |
| 2009 | Four Gifts | Robby Albarado | Steven M. Asmussen | Heiligbrodt Racing Stables | 1:24.82 | $250,000 | Listed | [18] |
Notes:
† In the 2021 running of the event R Adios Jersey was first past the post and wagering was paid out as the winner, however the horse returned a positive after tests showed the presence of flunixin in her system [19] and consequently was disqualified from the prizemoney and was placed tenth (last). Pauline's Pearl was declared the official winner of the event.