Jessamine Stakes

The Jessamine Stakes at Keeneland is a Grade II turf mile and one-sixteenth test for two-year-old fillies, typically run in early October. As a Breeders’ Cup “Win and You’re In” event, it offers both prestige and a direct ticket to the Breeders’ Cup Juvenile Fillies Turf. The race has evolved from its original name, the Green River Stakes, into a must-watch autumn feature showcasing emerging turf fillies with global ambitions.

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Bet the Jessamine Stakes

Bet the Jessamine Stakes

Location: Keeneland Race Course, Lexington, KY

Inaugural Race: 1991

TV Coverage: Stream live on TwinSpires!

Current Distance: 1 & 1/16 miles (8.5 furlongs)

Track Type: Left-Handed, Turf

Age Qualification: 2YO Fillies

Purse: $400,000

Race Date: Friday, October 3rd

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2025 Jessamine Stakes Results

Official race results and payouts are listed below:

PPHORSEJOCKEY / TRAINERWIN / PLACE SHOW
11
Imaginationthelady
Dettori, Lanfranco / Walsh, Brendan
$22.16 / $11.08 / $5.46
9
Infinite Sky
Machado, Luan / Cox, Brad
$17.38 / $7.04
12
Time to Dream
Ortiz, Jr., Irad / Pletcher, Todd
$2.64
13
Soloist
Velazquez, John / McPeek, Kenneth
1
Lit Ship
Ortiz, Jose / Sharp, Joe
4
Aggressive Lime
Prat, Flavien / Cox, Brad
3
Carolyncaroline
Leparoux, Julien / Schultz, Lindsay
8
Loveliest
Gaffalione, Tyler / Kenneally, Eddie
10
Red Beretta
Roman, Evin / Douaihy, Michel
2
Mackinac
Saez, Luis / Arnold II, George
6
Victor Help Me
Rodriguez, Walter / Torres, Concepcion

Exotic Payouts:

  • $1.00 Exacta (11-9) Paid: $188.57
  • $0.50 Trifecta (11-9-12) Paid: $230.73
  • $0.10 Superfecta (11-9-12-13) Paid: $281.55

 

Watch the 2025 Jessamine Stakes

History of the Jessamine Stakes

The Jessamine Stakes was first run in 1991 at Keeneland under the name Green River Stakes, created as a turf test for two-year-old fillies over a mile and one-sixteenth. In 2003, the race was renamed the Jessamine County Stakes to honor the nearby Kentucky county, and by 2005 it became known simply as the Jessamine Stakes. Over the years, it has steadily grown in prestige, attracting some of the most promising young turf fillies in North America.

The race earned graded status in 2011 and was elevated to Grade II in 2018, reflecting its consistently strong fields and increasing importance on the national stage. As part of the Breeders’ Cup Challenge “Win and You’re In” series, the Jessamine provides the winner with an automatic berth in the Breeders’ Cup Juvenile Fillies Turf — making it one of the final key prep races before championship weekend.

Throughout its history, the Jessamine has produced several future stars and memorable performances. The course record belongs to Aunt Pearl, who blazed to victory in 2020 in 1:40.86. Legendary jockey Pat Day holds the record for most wins with five, while standout trainers such as Kenneth McPeek and Todd Pletcher have frequently found success in the event. Today, the Jessamine remains a highlight of Keeneland’s fall meet, a race where potential champions first reveal their class.

All-Time Results of the Jessamine Stakes

Year
Winner
Jockey / Trainer
Distance / Time
2025
Imaginationthelady
Lanfranco Dettori / Brendan Walsh
1 1⁄16 M / 1:42.61
2024
May Day Ready
Lanfranco Dettori / Joseph R. Lee
1 1⁄16 M / 1:44.10
2023
Buchu
Martin Garcia / Philip A. Bauer
1 1⁄16 M / 1:42.48
2022
Delight
Luis Saez / Jonathan Thomas
1 1⁄16 M / 1:44.14
2021
California Angel
Rafael Bejarano / George Leonard III
1 1⁄16 M / 1:44.30
2020
Aunt Pearl (IRE)
Florent Geroux / Brad H. Cox
1 1⁄16 M / 1:40.86
2019
Sweet Melania
Jose L. Ortiz / Todd A. Pletcher
1 1⁄16 M / 1:43.13
2018
Concrete Rose
Jose Lezcano / George R. Arnold II
1 1⁄16 M / 1:44.09
2017
Rushing Fall
Javier Castellano / Chad C. Brown
1 1⁄16 M / 1:46.20
2016
La Coronel
Florent Geroux / Mark E. Casse
1 1⁄16 M / 1:43.37

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