OCTOBER 7 to 11, 2026 | Amenia, New York
Anchored by Major League Show Jumping team competition, The Highlands Cup blends world-class sport with exceptional hospitality, art, automotive culture, and unforgettable moments throughout the week.
THE HIGHLANDS ESTATE
As a home to Major League Show Jumping Competition, the Highlands Cup brings some of the world’s most accomplished riders and horses to the Hudson Valley.
Recognized as one of the premier circuits in international show jumping, Major League Show Jumping showcases elite talent competing at the highest levels of the sport. Every class reflects months of preparation, years of dedication, and a commitment to excellence that resonates far beyond the arena.
At Highlands, that competition is paired with luxury hospitality, curated programming, and immersive spectator experiences, creating an event that appeals to both dedicated equestrian fans and first-time visitors.
From Major League Show Jumping and championship competition to curated dining, live entertainment, shopping, and unforgettable social experiences, every day offers something worth discovering.
Major League Show Jumping
As an official stop on the Major League Show Jumping (MLSJ) tour, Highlands welcomes one of the most prestigious show jumping series in North America. Bringing together Olympic athletes, World Champions, and many of the sport’s highest-ranked riders, MLSJ combines elite international competition with an innovative team championship that unfolds throughout the season. With premier venues across Canada, the United States, and Mexico, MLSJ has redefined the spectator experience by pairing top sport with an exciting, easy-to-follow championship format.
At Highlands, the excitement of Major League Show Jumping becomes part of an unforgettable weekend where championship sport, exceptional hospitality, and the beauty of the Hudson Valley converge. From the speed and strategy of the team competition to the drama of the CSI5* Grand Prix, every class delivers unforgettable moments. Whether you’re a lifelong equestrian or discovering the sport for the first time, Major League Show Jumping offers an exciting blend of athleticism, precision, and high-stakes competition in a welcoming atmosphere for the whole family.
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.
Extraordinary Relationships
