Highlands Horse Show is more than an event—it’s an all-encompassing luxury destination experience on a global stage.

Silo Ridge Masters

Launched in 2024, the Silo Ridge Masters embraces Hudson Valley luxury and embraces the equestrian lifestyle with CSI3* competition coupled with competitive offerings for juniors and amateurs. Experience show jumping like never before. 

October 1-5 - CSI3* + National

The Highlands Cup

The Highlands Cup is the newest addition to the Highlands Horse Show roster. Competition climbs to the highest level to feature CSI5* show jumping in patronship with Major League Show Jumping. Outside the ring, experience live music, endless shopping and the Hudson Valley bounty through delightful dining opportunities.

October 8 – 12 -CSI5*/2* + National

Live Music at Highlands

Friday, October 10 and Saturday, October 11

Friday, October 10— Third Eyed Blind to kick off the music-filled weekend.

7:00 PM Gates Open

8:00 PM Dinosaur Jr. 

9:45 PM Third Eye Blind

Saturday, October 11—don’t miss a concert under the stars with powerhouses Brothers
Osborne and LeeAnn Rimes, sharing the stage for one unforgettable night of country music.

7:00 PM Gates Open

8:00 PM LeAnn Rimes

10:00 PM Brothers Osborne

Bridlemont Concours at Highlands

Sunday, October 12, 10am to 4pm

Bridlemont Concours at the Highlands is a new addition to the celebration of elite jump show performance and unparalleled discovery. This signature experience lives at the thrilling intersection of horsepower—both automotive and equine—in a dazzling display of speed, style, and sophistication.

Set against the high-stakes backdrop of the Silo Ridge Master, Highlands Cup and Major League Show Jumping, the event showcases a hand-picked collection of 30+ classic, vintage and exotic automobiles and historic race cars alongside a dynamic cultural program that fuses fine art, high fashion, and modern luxury. It's a tribute to those who live for precision, passion, and performance.