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Wagering

Learn how to wager on the Kentucky Derby and place your bet with TwinSpires.

Wager on your horses by handicapping the Kentucky Derby.

Wagering April 30, 2025

Five $2 Win Bets to Play on Kentucky Derby and Oaks Days

Kentucky Oaks (G1) day and Kentucky Derby (G1) day at Churchill Downs are perfect opportunities for beginning horseplayers to try their hand at small win bets.

Wagering April 26, 2025

Everything you need to know about the 2025 Kentucky Derby post positions

Post positions for the 151st Kentucky Derby (G1) were drawn on Saturday evening, kicking off the annual debate among bettors as to which horses drew well.

Expert picks April 26, 2025

2025 Kentucky Derby Post Draw with Real-Time Handicapping Commentary

As the anticipation builds for the 151st Kentucky Derby and the Kentucky Oaks, tonight's post position draw at Churchill Downs holds significant weight for all contenders.

Wagering April 26, 2025

Kentucky Derby Day Undercard Stakes Advances: West Coast Invader Gold Phoenix (IRE) Headlines $1 Million Old Forester Bourbon Turf Classic

Agave Racing Stable, Little Red Feather Racing, Sterling Stables and Marsha Naify’s Gold Phoenix (IRE) ships in from Santa Anita to headline a field of 12 entered for the 39th running of the $1 million Old Forester Bourbon Turf Classic (GI) for 4-year-olds...

Wagering April 25, 2025

How to Bet $10 on the 2025 Kentucky Derby if I’ve Never Bet Before

The excitement is building. The 2025 Kentucky Derby (G1) at Churchill Downs is rapidly approaching. You’re eager to watch the race, and now you want some skin in the game.

Wagering April 24, 2025

Study Guide: 2025 Kentucky Oaks

An impressive group of fillies is slated to contest the $1.25 million Kentucky Oaks (G1) on May 2 at Churchill Downs.

Wagering April 24, 2025

Study Guide: 2025 Kentucky Derby

A strong group of horses has assembled for the $5 million Kentucky Derby (G1) on May 3 at Churchill Downs.

Wagering April 24, 2025

Kentucky Derby Post Positions: What History Tells Bettors

Curious how gate positions impact Kentucky Derby results? We break down the historical data—from the most successful posts to the ones to avoid—and what it means for your 2025 betting strategy.

Wagering April 23, 2025

Churchill Downs Stakes Advances: Winsday's William Walker and Isaac Murphy Marathon

Bregman Family Racing and Swinbank Stables’ Governor Sam, third in last fall’s Breeders’ Cup Juvenile Turf Sprint (GI) at Del Mar, will make his 2025 debut next Wednesday when he faces 10 rivals in the 10th running of the $300,000 William Walker...

Wagering April 9, 2025

Study Guide: 2025 Lexington Stakes

The Road to the Kentucky Derby wraps up on Saturday with the running of the $400,000 Lexington (G3) at Keeneland, a 1 1/16-mile qualifier worth 20-10-6-4-2 points.

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