Here’s Your Kentucky Derby & Oaks Day Betting Guide For May 5 & 6

Kentucky Derby weekend is as good as it gets for horseplayers. Kentucky Oaks Day on Friday May 5th kicks things off with a 13 race card featuring six graded stakes including the Grade 1, $1 Million Kentucky Oaks. On Derby Day itself, Saturday May 6th, Churchill Downs plays host to 14 races, including 7 stakes races, a $1 million Guaranteed Pick-6 pool and of course, the $2 Million Grade 1 Kentucky Derby.

Ponies & Pints will have an all day party in their parking lot on Derby Day!

First post BOTH days is 10:30 AM; the Richmond OTBs at Breakers Sports Grille and Ponies & Pints will open at 10 AM both days. The Oaks itself goes to post at 6:12 PM Friday and the Derby itself goes to post at 6:46 PM Saturday.  Advance Derby betting is available all day and evening on Friday, and again on Saturday from 10 AM on.

The Breakers OTB will have an Express Betting window on the patio.
The OTBs will have a combined 19 extra betting terminals between the two Richmond area sites at Breakers Sports Grille and Ponies & Pints. We’re also going to have a Derby Express Betting Station on the patio (shown here) at Breakers for folks that just want to bet the “Run For The Roses” and watch at home. Just a reminder that you have 6 months to cash winning tickets.

There are also two unique bets available — the Kentucky Oaks-Kentucky Derby Double, and a Kentucky Oaks-Woodford Reserve Turf Classic-Kentucky Derby Pick-3. Both wagers will close when the Oaks goes off on Friday at 6:12 PM.

Here is a listing of the stakes Churchill Downs will host both days:

Friday May 5

*$1,000,000 Kentucky Oaks (Gr. I)

*$400,000 Alysheba Stakes (Gr. 2)

*$300,000 La Troienne Stakes (Gr. I)

*$200,000 Eight Belles Stakes (Gr. 2)

*$150,000 Twin Spires Turf Sprint (Gr. 3)

*$150,000 Edgewood Stakes (Gr. 3)

Saturday May 6

*$2,000,000 Kentucky Derby (Gr. I)

*$500,000 Woodford Reserve Turf Classic (Gr. I)

*$500,000 Churchill Downs Stakes (Gr. 2)

*$300,000 Churchill Distaff Turf Mile (Gr. 2)

*$300,000 Humana Distaff (Gr. 1)

*$300,000 American Turf Stakes (Gr. 2)

*$250,000 Pat Day Mile (Gr. 3)

Breakers Sports Grille will serve mint juleps in the official Derby souvenir glasses.

Hope to see all racing fans at the OTBs Derby weekend! If you can’t get to Richmond, there are four partner on line betting companies Virginia residents can place bets with —,, and All have great “match play” bonus offers going on for new customers — take advantage of these in time to make your Derby weekend wagers. And don’t forget, the Virginia Gold Cup Races at Great Meadow (in The Plains, VA) on May 6th will finish the Kentucky Derby simulcast and yes, you can wager all day at the Gold Cup event too!