September 30 to OCTOBER 4, 2026 | Amenia, New York
The Discovery Land Company Masters brings together top-tier riders, exceptional horses, and passionate spectators for one of the Northeast’s premier equestrian competitions.
DISCOVERY LAND COMPANY MASTERS
Set against the breathtaking backdrop of the Highlands Estate, this signature event celebrates the athleticism, precision, and partnership that define the sport of show jumping.
Over multiple days of competition, guests and patrons enjoy unparalleled hospitality featuring curated viewing areas, culinary experiences, boutiques, and art installations that set a new standard for horse shows.
From seasoned competitors and devoted supporters to first-time spectators, the Discovery Land Company Masters offers a uniquely immersive experience for all who attend.
Discovery Land Company Masters Weekend
Kick off two extraordinary weekends of international sport. The Discovery Land Company Masters brings elite competition and elevated hospitality to the Hudson Valley. With free general admission, we invite you to join us all weekend.
Spectator Experience
Guests are invited to spend the day ringside, explore vendors, enjoy food and beverage offerings, and experience the vibrant atmosphere that defines Highlands in the fall.
Spectators will find countless opportunities to engage with the sport of show jumping and enjoy onsite entertainment.
A historic literary estate reimagined as a luxury country hotel. The most natural base for a full Bridlemont weekend.
Full-service luxury spa in Rhinebeck — outdoor jacuzzi, sauna, and some of the best hands in the valley.
One of America's great racing circuits, tucked into the Berkshire hills of Connecticut. The spiritual home of American road racing.
Escape the city or make it a destination during your visit. either way, you’ll enjoy the country roads through October foliage to and from the Highlands estate.
Premium hospitality options offer unparalleled views, signature service, and exclusive access throughout the event. Designed for connection and celebration, Highlands hospitality provides the perfect backdrop for client entertainment, social gatherings, and special occasions.
The Highlands Cup is the perfect reason to explore one of New York’s most celebrated destinations. Enjoy luxury accommodations, farm-to-table dining, wineries, outdoor recreation, and charming local communities throughout your stay.
Businesses interested in reaching a highly engaged audience can apply to participate in the event’s curated vendor experience.
