Keep the winnings rolling: Racing to play after the Kentucky Derby

Sat May 02 2026J. Keeler Johnson

If you’re flush with winnings from the 2026 Kentucky Derby (G1) and want to keep the momentum rolling, you’ll be happy to hear that a busy post-Derby evening of horse racing awaits.
2026 Official Kentucky Derby Betting Guide: Expert picks, analysis, and more

Sat May 02 2026TwinSpires Staff

Whether you’re a seasoned handicapper or a newcomer looking to make the "most exciting two minutes in sports" even more thrilling, the Official TwinSpires Kentucky Derby 152 Betting Guide is your ultimate trackside companion.
Betting the 2026 Kentucky Derby on Different Budgets

Sat May 02 2026John Mucciolo

The 152nd Kentucky Derby (G1) is upon us, and another full and fantastic field of sophomores will go postward for the first leg of the Triple Crown.
Best Longshot for the 2026 Kentucky Derby

Sat May 02 2026John Mucciolo

A full field will once again go postward in the Kentucky Derby (G1) on Saturday at Churchill Downs, and the cast features numerous contenders that are in with a winning chance in the historic event.
Tipsheet: 2026 Kentucky Derby

Sat May 02 2026John Mucciolo

A full field of the top three-year-olds in training will go postward in Saturday’s historic $5 million Kentucky Derby (G1) at Churchill Downs.
How Keeler Johnson is betting the 2026 Kentucky Derby

Sat May 02 2026J. Keeler Johnson

As I outlined when sharing my fair odds for the 2026 Kentucky Derby (G1), I view this year’s Run for the Roses as a wide-open race with many possible win contenders.
How John Mucciolo is Betting the 2026 Kentucky Derby

Sat May 02 2026John Mucciolo

A full field will vie in the ultra-competitive $5 million Kentucky Derby (G1) on Saturday at Churchill Downs, and it’s time to cement my wagers for the Run for the Roses.
Scully: Kentucky Derby Day Spot Plays

Fri May 01 2026James Scully

I’ll offer my thoughts on the Kentucky Derby and provide some spot plays on the undercard. There are formidable favorites on the 14-race program, and I’ll search for value.
LIVE
LIVE Kentucky Oaks 2026: Horses, odds, picks, and analysis

Fri May 01 2026TwinSpires Staff

Welcome to our Kentucky Oaks 2026 LIVE coverage and exclusive AMA with Jason Beem.
2026 Kentucky Derby Run Style Analysis

Fri May 01 2026James Scully

A 20-horse field will be set for the 2026 Kentucky Derby (G1), with all types of run styles incorporated into the mix.
How to bet the 1000 Guineas at Newmarket

Fri May 01 2026Alastair Bull

While everyone in the United States is focused on Churchill Downs, classic racing is happening in England at Newmarket.
Tipsheet: 2026 Kentucky Oaks

Fri May 01 2026John Mucciolo

A deep and excellent group of three-year-old fillies will travel 1 1/8 miles over the famed Churchill Downs main surface in Friday’s especially competitive $1.5 million Kentucky Oaks (G1).
Best Longshots for the 2026 Kentucky Oaks

Fri May 01 2026John Mucciolo

A full field of three-year-old fillies has been assembled for Friday’s $1.5 million Kentucky Oaks (G1) at Churchill Downs. Here are two longshots to bet.