Book Direct Perks
Book Direct Perks
The crunch of a pebble drive. Birdsong and windchimes. Hammocks in the sun. Breathe in the unique beauty of the Hamptons across our sprawling grounds and within our 14 meticulously appointed accommodations. Walk barefoot across a seemingly endless lawn, curl up to a cozy fire, swing beneath the branches of a tree, gather or retreat, explore or demur in spaces both intimate and communal.
Artfully reimagined and beautifully restored, our handsome 100-year old barn houses luxury rooms and suites.
Studio, 1, 2 & 3-bedroom cottages each with their own unique charm. Private and perfect for families and friends.
Historic two-story home lovingly renovated with sophisticated furnishings and a soothing contemporary aesthetic. 2-bedrooms and ensuite baths, modern kitchen, living room and dining room. Sleeps 6-8, well suited for families or a group of friends.
Beach house curated by the owner of The Roundtree™ and located minutes away from the hotel in the upscale Amagansett Dunes neighborhood. Spanning 2,700 square feet of pure luxury with a sublime modern aesthetic. (East Hampton Rental Registry Number 24-697)
No matter the season, the Hamptons offer a treasure trove of experiences to suit your mood. From savoring world-class cuisine to serene beach strolls and outdoor adventures, it’s the perfect scene for foodies, wanderers and relaxation seekers alike.
From exemplary culinary gems to beloved roadside shacks, savor the local flavors of the Hamptons iconic foodie scene. Delight your palette with Italian and contemporary American flavors at revered spots like Nick & Toni’s and The 1770 House, Mediterranean-inspired dishes at il Buco al Mare, fresh seafood reminiscent of the French Riviera at Duryea’s, or a classic lobster roll at the LUNCH seafood shack. The Roundtree also offers room service from il Buco al Mare for a picnic lunch on the back lawn of the property or a relaxing meal in-room.
Experience the splendid 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. The crisp air and untouched scenery make these beaches perfect for a rejuvenating winter escape. Roundtree guests also enjoy complimentary beach cruisers, parking permits for most beaches, as well as beach essentials including beach chairs, towels, umbrellas, a portable ice cooler stocked with water, fruit and snacks, and sand toys for the little ones.
Discover an arts hotspot in the heart of the Hamptons. The Roundtree is a proud Patron member of the Parrish Museum which allows us to offer guests complimentary tickets or a signature museum experience including a private docent-led tour with access to member-only activities. 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.
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, her husband 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 enthusiasts.
Step into the creative world of Jackson Pollock and Lee Krasner at the Pollock-Krasner House and Study Center in East Hampton. Once the artists’ home and studio, the Center now houses a collection of over 10,000 items that celebrate their pivotal role in Abstract Expressionism. A visit here is an enriching cultural experience not to be missed.
Discover the Hamptons’ natural beauty with hikes through scenic state parks. Montauk Point, Hither Hills and Shadmoor offer stunning views and diverse landscapes, from coastal bluffs to lush forests and sandy dunes. Whether you prefer a peaceful beach walk or a challenging trek, we can arrange private half and full day guided hikes for guests of all fitness levels and ages. Enjoy seamless luxury with chauffeured transport, a personalized itinerary and a curated backpack stocked with premium refreshments.
Our special 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 hidden gem of New York golf, this scenic 18-hole course has been ranked year after year as one of the top New York public courses.
Ease into your stay at The Roundtree with a personalized or couples in-room Naturopathica message. Artfully crafted to your needs, these treatments employ active muscle-relaxing ingredients such as Sweet Birch, Arnica and Magnesium, and advanced massage techniques to soothe sore tissue and relieve tension. Our team can also book an appointment for an in-person visit to the highly acclaimed East Hamptons Naturopathica Spa & Healing Center.
Immerse yourself in the upscale and eclectic at one of the many boutiques that bring unique style to the Hamptons. Amagansett Village boasts an excellent mix of boutique shops with local charm and unique finds. Explore Love Adorned for artisanal jewelry and woman’s fashion, Henry Lehr for high-end casual clothing, Tiina the Store for Scandinavian inspired goods or Amber Waves Market & Café for handmade culinary items. BookHampton is a must-visit for a curated selection of literature, while music lovers will enjoy Innersleeve Records for its vintage vinyl.
Gather around a cozy bonfire on our back lawn, where you can rekindle childhood memories and create new ones with family and friends. The perfect way to unwind after a day of exploring, the crackling fire invites laughter, storytelling and moments of connection. Or enjoy a nostalgic treat under the stars with evening s’mores and popcorn – which our team can also have delivered to your room if a night in is preferred.