Churchill Downs, Fair Grounds and twinspires.com racing analyst Joe Kristufek. 1883 – Leonatus wins the Derby, and the name “Churchill Downs” is first used to landmark the racetrack that is the home of the Kentucky Derby. 1889 – Bookmakers demand that Colonel Clark remove pari-mutuel betting machines, because they are cutting into the bookmakers profits. Spokane wins the Derby. Home Kentucky Derby Betting Past Winners Derby History Contact Us. Bet on the Kentucky Derby: Bovada - If you want the most trusted brand in the world, then you have to look no further. They've build a brand around offering state of the art gaming software, as well as 24 hours a day 7 days a week toll free customer support. According to Churchill Downs records, pari-mutuel wagering was first offered on the Kentucky Derby in 1903. The longest-priced winner in Derby history came in 1913 when Donerail paid $184.90. Take a read through our expert online sportsbook reviews for bettors looking to bet on the 147th Kentucky Derby online at the top racebooks for 2021 on Saturday, May 1st, 2021. If you want to learn how to bet on the Kentucky Derby online then you have come to the right place.

Kentucky Derby Betting:

Kentucky Derby Wagering History

Bovada - If you want the most trusted brand in the world, then you have to look no further. They've build a brand around offering state of the art gaming software, as well as 24 hours a day 7 days a week toll free customer support. The interface is super easy to use and makes placing a wager a breeze.

Kentucky Derby Betting Trifecta

Bet Online- Some people argue that this is hands down the best sports book, and we would be hard pressed to argue against them. They offer the same level of service as the above mentioned bookies, as well as great odds, and fast payouts of winnings.

The difference is they have not been around quite as long. Nonetheless they have a great reputation and offer Triple Crown betting as well as betting on any other major sporting event. They have a nice casino and poker room to boot.

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Intertops - If you want fast payouts to all of North America, than this is the sports book for you. Intertops is the oldest online spoortsbook, having been around for over 15 years. They have a history of fast payouts.

Kentucky Derby Betting Sheets

Early Kentucky Derby Betting

They offer wagering on the Triple Crown as well as any other major horse racing event. This is currently our favorite sports book. If you have any questions or concerns feel free to contact them even if it's just to say hi. That way you will see first hand how responsive they are.