Highlands Horse Show

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

Silo Ridge Masters

Oct 1 - 5, 2025

  • $125,000 Silo Ridge Masters CSI3* Grand Prix
  • 1.0m to 1.40m national divisions
  • Boutique hospitality featuring Hudson Valley luxury
  • Exceptional shopping, food and entertainment experiences
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Highlands Cup

Oct 8 - 12, 2025

  • $340,000 Highlands Cup CSI5* Grand Prix
  • $40,000 CSI2* Grand Prix
  • 1.0m to 1.30m junior/amateur divisions
  • Fan-favorite Major League Show Jumping team competition
  • Debut of the Bridlemont Concours d'Elegance
  • Live music
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Friday, October 10 at The Highlands

12 PM – Vendor Village Opens
Enjoy a fun afternoon with shopping, food, and family activities. Kids can play while you explore unique vendors, all set against the backdrop of top-level show jumping.

4 PM – $200,000 Major League Show Jumping Team Competition
Don’t miss the excitement as world-class riders compete in this high-stakes 5★ team event.

Concert Under the Stars with Third Eye Blind
Wrap up your day with a live outdoor concert by Third Eye Blind with special guest Dinosaur Jr.. Bring your friends and enjoy a night of music under the stars.

6:00 PM Gates Open

7:30 - 8:30 PM Dinosaur Jr. 

9:00 - 10:30 PM Third Eye Blind

Saturday, October 11 at the Highlands

12 PM – Vendor Village Opens
Kick off your day with shopping, food, and fun for the whole family. Enjoy kids’ activities and explore unique vendors—all with a view of exciting show jumping action.

3 PM – $340,000 Highlands Cup Grand Prix
Watch top riders from around the world compete in this premier five-star Major League Show Jumping event.

Highlands Country Night
End the day with a live concert under the stars, featuring LeAnn Rimes and Brothers Osborne—a night of unforgettable country music.

6:00 PM Gates Open

7:30 - 8:45 PM LeAnn Rimes

9:15 - 10:30 PM Brothers Osborne

Bridlemont Concours at Highlands

Sunday, October 12 at the Highlands 

10 AM – 3:30 PM | Kids Square
Face painting, bounce houses, and crafts—plenty of fun to keep kids smiling all day.

10 AM – 4 PM | Bridlemont Concours
See 30+ rare and exotic cars, vintage race cars, and classic automobiles—alongside fashion, fine art, and luxury experiences. A must for car lovers and design enthusiasts alike.

11 AM – $32,000 Neomoon 2 Grand Prix*
Catch thrilling show jumping action featuring top riders in this exciting international competition.

11 AM – 5 PM | Live Entertainment & Vendor Village
Enjoy live music, amazing performers, and great food while you explore local vendors and artisan finds throughout the day.

To learn more, or inquire about partnerships and experiences, visit HighlandsHorseShow.com