The Unbridled Sidney Stakes is a Grade III American thoroughbred horse race for fillies and mares aged three and older over a distance of 5+1⁄2 furlongs on the turf held annually in early May at Churchill Downs in Louisville, Kentucky during the spring meeting. The event currently carries a purse of $400,000.

The inaugural running of the event was on May 8, 2010, over a distance of five furlongs. The event was won by the 13-5 favorite Candy Cane by a neck and was ridden by Garrett Gomez.^[1]

The event is named for Unbridled Sidney, who won four of her seven starts at five furlongs over Churchill Downs’ Turf Course in 2005–07 for owners Douglas and Norrine Devenport and trainer Ronny Werner.^[2]

In 2011 and 2020, the event was moved off the turf and held on the dirt track due to wet conditions.^[3]

In 2019 the event's distance was increased to 5+1⁄2 furlongs.^[3] Also that year the event was scheduled during the opening week of Churchill Downs' spring meeting. In 2020 the purse was raised to $150,000 and in 2022 raised again $200,000 whereby the Thoroughbred Owners and Breeders Association awarded the event Listed status.^[3]

The 2023 event was won by the 2022 Grade I Breeders' Cup Turf Sprint winner Caravel who was resuming confirming that the event was attracting high quality entrants.^[4]

In 2024 the event was upgraded to Grade III by the Thoroughbred Owners and Breeders Association.^[5]

Speed record:

• 5+1⁄2 furlongs: 1:02.47 – Caravel (2023)
• 5 furlongs: 0:56.23 – Triple Chelsea (2018)

Margins

• 4+1⁄2 lengths – Good Deed (2013)

Most wins by a jockey:

• 3 – Shaun Bridgmohan (2011, 2012, 2013)

Most wins by a trainer:

• No trainer has won this race more than once.

Most wins by an owner:

• 2 – Ike and Dawn Thrash (2012, 2015)

• List of American and Canadian Graded races

• 2023 Churchill Downs Media Guide – $300,000 Unbridled Sidney presented by Turfway Park Racing & Gaming (Listed)