Discovery Land Co Masters - Highlands Estate

September 30 to OCTOBER 4, 2026 | Amenia, New York

Where The Land Sets The Stage.

The Discover Land Co Masters brings together top-tier riders, exceptional horses, and passionate spectators for one of the Northeast’s premier equestrian competitions.

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 Co. Masters offers a uniquely immersive experience for all who attend.

Spectator Experience

More than a Sport. An 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.

HOSPITALITY EXPERIENCES

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.

DISCOVER THE HUDSON VALLEY

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.

VENDOR OPPORTUNITIES

Businesses interested in reaching a highly engaged audience can apply to participate in the event’s curated vendor experience.

Our Partners