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The Equestrian Lifestyle in the Hamptons

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The Equestrian Lifestyle in the Hamptons

The Equestrian Lifestyle in the Hamptons |
A Guide to Horses, Riding Clubs, and Premier Events

The Hamptons’ equestrian scene is as prestigious as its real estate, offering world-class stables, exclusive riding clubs, and iconic events that celebrate the sport. Whether you’re an avid rider, a spectator, or simply appreciate the elegance of equestrian culture, the Hamptons provides unparalleled opportunities to immerse yourself in this refined lifestyle. As a luxury real estate professional, I’ve seen firsthand how equestrian properties and the love of horses shape the landscape of this coveted destination. From training facilities to private riding trails, the Hamptons is a haven for horse enthusiasts.

Premier Equestrian Clubs and Stables

For horse lovers, the Hamptons offers an array of top-tier stables, riding academies, and equestrian centers catering to both seasoned riders and newcomers. Whether you’re looking for expert training, scenic trail rides, or private boarding facilities, these stables provide some of the best equestrian experiences in the region.

Two Trees Stables
A premier facility for equestrian training and boarding, Two Trees Stables offers top-tier care, riding instruction, and access to scenic trails. It is known for its dedication to both professional and amateur riders, with a focus on hunter-jumper training.
Visit Two Trees Stables | 849 Hayground Rd, Bridgehampton | (631) 537-3881

Bright Side Farm
A state-of-the-art equestrian facility in Water Mill, Bright Side Farm offers exceptional boarding, training, and riding amenities for both amateur and professional riders.
Visit Bright Side Farm | 1235 Deerfield Rd, Water Mill | (631) 726-0791

Wölffer Estate Stables
Part of the renowned Wölffer Estate, this stable in Sagaponack provides a high-end equestrian experience, featuring top-tier training, boarding, and access to the estate’s stunning landscapes.
Visit Wölffer Estate Stables | 41 Narrow Ln East, Sagaponack | (631) 537-2879

East End Stables
Located in East Hampton, East End Stables offers comprehensive riding lessons, boarding services, and equestrian programs in a welcoming environment.
Visit East End Stables | 171 Oak View Hwy, East Hampton | (631) 324-9568

Stony Hill Stables
A family-owned stable offering dressage and hunter-jumper training, Stony Hill Stables is known for its exceptional equestrian programs, summer camps, and philanthropic initiatives supporting young riders.
Visit Stony Hill Stables | 268 Town Ln, Amagansett | (631) 267-3203

Deep Hollow Ranch
As the oldest working cattle ranch in the United States, Deep Hollow Ranch offers an authentic Western riding experience in the heart of Montauk. Enjoy scenic trail rides through breathtaking landscapes, perfect for riders of all levels.
Visit Deep Hollow Ranch | 1929 Montauk Hwy, Montauk | (631) 668-2744

Firefly Farm
A boutique equestrian facility offering personalized training and high-quality care for horses and riders in Bridgehampton.
Visit Firefly Farm on Instagram | 849 Hayground Rd, Bridgehampton | (561) 379-7395

First Blue, LLC
A premier riding service offering exceptional equestrian training and facilities in Water Mill.
Visit First Blue, LLC | 2035 Scuttle Hole Rd, Water Mill | (631) 537-1919

Hamptons Polo Club
One of the premier polo destinations in the region, Hamptons Polo Club hosts exhilarating matches featuring top players and teams. This exclusive venue offers an upscale social experience alongside the action-packed sport.
Visit Hamptons Polo Club | 206 Millstone Road, Water Mill | (561) 846-0684

Equestrian Events and Competitions

The Hamptons is home to some of the most prestigious equestrian events in the country, attracting top riders, equestrian enthusiasts, and luxury lifestyle seekers alike. From thrilling show jumping competitions to elegant polo matches, these events showcase the region’s deep-rooted equestrian heritage. Whether you’re looking to compete, spectate, or simply enjoy the refined atmosphere, these annual gatherings are not to be missed.

The Hampton Classic Horse Show
One of the most prestigious equestrian events in the country, the Hampton Classic takes place every summer in Bridgehampton. This world-renowned show features top-tier hunter-jumper competitions, celebrity sightings, luxury shopping, and exclusive VIP experiences.
Visit The Hampton Classic Horse Show | 240 Snake Hollow Rd, Bridgehampton | (631) 537-3177

Hamptons Polo
Held every July, Hamptons Polo is one of the most anticipated events of the summer season. With exhilarating polo matches, celebrity sightings, and an upscale social atmosphere, this prestigious event attracts elite guests from around the world. Polo legend Nacho Figueras is often a standout player, adding to the event’s allure. High-profile celebrities like Christie Brinkley are also frequently spotted, making it an iconic occasion in the Hamptons social calendar.
Visit Hamptons Polo | 900 Lumber Lane, Bridgehampton

The Hampton Classic Horse Show is one of the premier equestrian events in the country, attracting top riders and equestrian enthusiasts from around the world.

Beyond the Hampton Classic and Hamptons Polo, the Hamptons hosts a variety of equestrian events throughout the year, from polo matches to local horse shows. Keep an eye out for charity galas and special equestrian gatherings that bring together enthusiasts and professionals alike.

Luxury Equestrian Estates

For those seeking the ultimate equestrian lifestyle, the Hamptons boasts stunning estates with private barns, riding arenas, and expansive pastures. Whether you’re looking for a home with direct access to riding trails or a high-end facility for professional training, there are exquisite properties designed to meet the needs of both horse and rider.

Living the Equestrian Dream

The Hamptons offers a unique blend of luxury and equestrian tradition, making it an ideal destination for horse lovers. Whether you’re exploring the scenic trails of Montauk, attending an elite competition, or searching for the perfect equestrian estate, this region provides an unparalleled experience.

Interested in finding an equestrian property in the Hamptons? Let’s connect and explore your options.


For expert guidance in the Hamptons luxury real estate market, contact me today. 

With over 20 years of experience and a deep knowledge of the local market, I offer personalized service whether you’re buying, selling, or seeking a Hamptons seasonal rental. Let’s schedule a consultation and explore the luxurious homes and properties that match your vision in the Hamptons. 

Michele Mahl

THE AGENCY | Hamptons
Licensed Real Estate Salesperson
License #: 40MA1154214
(917) 374-6456
Michele.Mahl@theagencyre.com