Beautiful Experiences Explore and Discover

Culture and the arts, epicurean perfection, an exhilarating outdoor adventure, an exclusive taste of a distinguished local preserve, or the thrill of learning something new. Along with our robust selection of unique activities and excursions, the Roundtree can assist in curating an experience tailored just for you.

Culinary Experiences

Elevate your Hamptons stay with unforgettable culinary experiences. Savor Mediterranean-inspired dishes at il Buco al Mare, fresh seafood reminiscent of the French Riviera at Duryea’s, or Italian and contemporary American flavors at iconic spots like Nick & Toni’s.

Baking Classes

Decorating cookies and cupcakes is a scrumptiously sweet pastime for every age and every season. We like to think of it as the tastiest form of culinary art. Private classes available for adults and children.

Winery Tours

Home to more than 60 wineries, the Hamptons and North Fork are ideal for vineyard hopping. Explore the charm and elegance of the wine country with visits to the renowned vineyards of Wölffer Estates, Channing Daughters and Duck Walk Vineyards. Whether you're a connoisseur or just starting your wine journey, these Hamptons wineries offer an ideal excursion with world-class wines, stunning views and unforgettable tastings.

Breweries

Fitness

Stretch and breathe, jump, press or push, we’re here to support your health and wellness goals with any one of our signature fitness experiences. Outdoor yoga classes on our tranquil lawn to seaside boot camps, we can accommodate your favorite private or group workouts, keeping you fit and energized, ready to make the most of your time with us.

Hiking

Discover The Hamptons’ natural beauty with hikes through scenic state parks. Montauk Point, Hither Hills and Shadmoor offer diverse landscapes, from coastal bluffs to lush forests and sandy dunes. Whether you prefer a peaceful beach walk or a challenging trek, these trails promise stunning views and an unforgettable outdoor escape.

Massage

Artfully crafted to your needs, treat yourself to a personalized in-room Naturopathica treatment with active muscle-relaxing ingredients such as Sweet Birch, Arnica and Magnesium, and advanced massage techniques to soothe sore tissue and relieve tension.

Bonfires & Smores

Join us for evening smores and popcorn at the firepit on the back lawn. Vegan and gluten free options available upon request.

Stephen Talkhouse

Located just a short walk from The Roundtree, the Stephen Talkhouse is a beloved Hamptons institution, offering an intimate setting for live music performances. From emerging local talent to legendary artists, this venue is a cornerstone of the Hamptons’ arts scene. With its cozy atmosphere and diverse lineup, it’s the perfect way to immerse yourself in the local culture while enjoying a relaxing evening.

Parrish Art Museum

The Parrish Art Museum offers a unique opportunity to connect with art and artists, focusing on the creative legacy of Long Island’s East End. Inspired by the region’s natural beauty and artistic history, the museum presents contemporary art through a socially conscious lens, highlighting the transformative power of art, architecture, and design. With engaging exhibitions and programs, the Parrish serves as a cultural destination for the region, fostering artistic inspiration and community engagement.

Judith Leiber

The Judith Leiber Collection in East Hampton honors Judith Leiber’s iconic crystal handbags and Gerson Leiber’s modernist art. Explore over 600 of Judith's wearable art pieces, Gerson's paintings and sculptures, and a stunning sculpture garden featuring works by local and contemporary artists. This unique destination is a must-visit for art and nature enthusiasts.

Beaches

Experience the serene beauty of Hamptons beaches during the winter months. Take a peaceful stroll along the quiet and pristine sands of Atlantic Avenue Beach, just moments from The Roundtree. For expansive views and tranquil vibes, visit Indian Wells or explore the picturesque shoreline of Big Albert’s Landing. The crisp air and untouched scenery make these beaches perfect for a rejuvenating winter escape.

Walking Tours

What's a visit to the Hamptons without an insider’s experience to make your stay that much more memorable? Our signature private guided walking tour will show you the top sights in the Hamptons on a day-long excursion.

Shopping

From high-end retailers such as Henry Lehr to the curated craft goods at Love Adorned, immerse yourself in the upscale and eclectic at one of the many chic boutiques that bring unique style to the Hamptons.

Golf

Need a tee time? Our signature partnership with Montauk Downs State Park Golf Course, designed by world-famous golf course architect Robert Trent Jones Sr., allows our guests access to priority reservations. The 18-hole scenic course has been ranked year after year as one of the top public courses in the country.

Tennis & Pickleball

SPORTIME Amagansett offers a premier experience for tennis and pickleball enthusiasts in the Hamptons. With 33 outdoor Har-Tru tennis courts, 3 pickleball courts, and a range of programs, it caters to both adults and juniors. Whether you want private lessons, group clinics, or simply enjoy recreational play, the facility provides a variety of services to help players at every level improve their game.