By Rachel Feinblatt By Rachel Feinblatt | February 17, 2025 | Lifestyle, Lifestyle Feature,
Topping Rose House in Bridgehampton
When you feel the need to check in and out, these Hamptons hotels await your stay.
Canoe Place Inn
Welcome to the charming Canoe Place Inn, where its history is embedded into its accommodations, activities and restaurant. At this waterfront hamlet of Hampton Bays, guests can opt for inn rooms and multibedroom cottages. Trust award-winning executive chef Ülfet Ralph with all your culinary needs, as the hotel’s restaurant features locally sourced plates—we recommend the Peconic Bay clam pie and Long Island fluke crudo. Canoe Place is a base camp for unforgettable excursions, and guests have farm tours, oyster experiences, water sport charter boats and much, much more at their fingertips. 239 E. Montauk Highway, Hampton Bays, canoeplace.com
The Inn Spot
When vacation beckons, The Inn Spot’s bungalows and suites are the ultimate lodgings. Overlooking the scenic Shinnecock Bay, this Hamptons gem embodies the laid-back spirit of the East End. No trip is complete without a reservation at the hotel’s restaurant, Crash Cantina, where guests can indulge like never before in Latin American-inspired dishes, including Montauk fluke ceviche and local oysters, complemented by breathtaking sunset views and $10 margaritas. 32 Lighthouse Road, Hampton Bays, theinnspot.com
The Hampton Maid
With over 60 years under its belt, picturesque Hampton Bays hotel The Hampton Maid invites guests to unwind and indulge in the hot spot’s amenities. An in-room red flower massage and some extra “om” at The Yoga House top off a staycation. Don’t sleep on a meal at R.AIRE, where taste buds dance with flavors of Spanish-influenced cuisine. 259 E. Montauk Highway, Hampton Bays, hamptonmaid.com
Capri Hotel
When jet lag and plane tickets are deemed overrated, check in at Capri Hotel Southampton. Unwind and relax like never before in any of the 29 European-chic rooms, where amenities including bikes and The Bathing Club are at the fingertips of guests. The hotel’s elevated dining experience—NAIA—never fails to exceed culinary expectations with farm-to-table cuisine surrounded by a European beach club setting. Whether it’s a staycation or simply a weekend journey, this Hamptons hideaway is the ultimate getaway. 281 County Road 39A, Southampton, caprisouthampton.com
Southampton Inn
A hotel that possesses the quality of a bed and breakfast with the services of a hotel- what could be better! The Southampton Inn, located in the heart of Southampton Village, is unbeatable; it is just steps away from the best shops and restaurants that the Hamptons has to offer. And if that wasn’t enough, the award-winning restaurant, Claude’s, is located on the property, with a brand new brunch menu that’s worth trying! With tons of activities on property, including an outdoor pool, a tennis court, croquet and volleyball, and a game room, The Southampton Inn ensures the ultimate visit filled with memorable experiences. 91 Hill St., Southampton, southamptoninn.com
1708 House
The 1708 House, a historic Southampton bed and breakfast experience, puts a whole new meaning to make yourself at home. A fireplace, wood paneled reading room, a luxurious dining room and a brick patio truly emits a homey vibe and a relaxing atmosphere. Not to mention, tons of shops, galleries, and restaurants only a mile away from the culturally abundant town of Southampton, along with some of the best beaches of the Hamptons. Need I say more? 126 Main St., Southampton, 1708house.com
Topping Rose House
This Hamptons mainstay offers cottages with an indoor-outdoor breeziness and top-tier amenities. Its rejuvenating spa’s highly curated menu of exclusive aesthetic treatments and wellness spa services was designed to balance Eastern and Western principles of beauty. Experience custom massage therapy, tailored to you for complete relaxation and renewal, by Farmaesthetics and advanced clinical facials by AIREM Aesthetics Spa, founded by New York facial plastic surgeon Dr. Eunice Park. Elevate your stay with a reservation at Jean-Georges at Topping Rose House, spearheaded by acclaimed chef Jean-Georges Vongerichten. Stop in for a drink, or two, at Topping Rose’s restaurant, or relax with top-shelf cocktails and top-notch service at the bar and lounge. 1 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, toppingrosehouse.com
Bridgehampton Inn
Nestled in the charming village of Bridgehampton, the Bridgehampton Inn exudes an irresistible blend of tranquility and comfort. Originally built in 1795 and later renovated in 2015, the Bridgehampton Inn seamlessly blends historic charm with modern amenities. The hotel’s restaurant delights food enthusiasts with a farm-to-table approach, showcasing the best of the East End’s seasonal ingredients. Whether you’re seeking a romantic getaway, a rejuvenating escape or a memorable destination, the Bridgehampton Inn promises an unforgettable experience at the intersection of elegance and sophistication. 2266 Montauk Highway, Bridgehampton, loavesandfishes.us
Shou Sugi Ban House
Meet Shou Sugi Ban House, a haven of tranquility inspired by the Japanese philosophy of wabi-sabi, where each thoughtfully curated element awakes the senses and promotes holistic well-being. With an ardor for helping clients on their path to wellness, their blissful spa will keep your mind at peace this fall. Find and flaunt positive vibes only at one of the most relaxing destinations in the Hamptons. 337 Montauk Highway, Water Mill, shousugibanhouse.com
Baron's Cove
Baron’s Cove provides guests with breathtaking views of the harbor and elegant design inspired by coastal living. Whether guests opt for a room overlooking the marina or a suite with a private balcony, the hotel offers unmatched relaxation and ease. A weekend at Baron’s Cove includes eats curated by executive chef Lucho Rosario, including multicourse, farm-to-table selections and a stellar breakfast setup. Just steps from the historic yet happening town of Sag Harbor, Baron’s Cove makes for the ultimate romantic rendezvous or family getaway. 31 W. Water St., Sag Harbor, baronscove.com
The American Hotel
Sag Harbor’s American Hotel provides a unique, homey environment, making this the hottest ticket with only eight rooms available. Each timeless room features the finest American antiques, nestled just steps from splurgeworthy shops and bayside spots. A reservation at the hotel’s American French restaurant ensures stellar five-star service. 49 Main St., Sag Harbor, theamericanhotel.com
Sunset Beach Hotel
Nestled on the edge of a pristine beach, Sunset Beach—an André Balazs property—offers a front-row seat to every vibrant summer sunset. Adding European flair to the Shelter Island air, this hotel and restaurant captures the spirit of the French and Italian rivieras, where Balazs spent his summers, through a magical mix of European chicness and bohemian, Balearic spirit. Guests can celebrate the hotel, soak up the sun on the sand, take a dip in the ocean and dine at the hotel’s picturesque restaurant where all dishes are locally sourced. 35 Shore Road, Shelter Island Heights, sunsetbeach.fun
The Pridwin
Hot off the heels of its 95th anniversary, The Pridwin has been providing hospitality on Shelter Island since its opening in 1927. This luxury waterfront hotel features 49 rooms and 16 private cottages, where guests can take advantage of an array of amenities such as its state-of-the-art spa, water activities, biking, tennis and pickleball. The culinary team puts its expertise to the test at the Crescent Bar and the Terrace restaurant with locally caught fish and American fare. The older sibling of Baron’s Cove in Sag Harbor, Cape Resort properties truly know how to create a lovely lodging experience for their guests. 81 Shore Road, Shelter Island, caperesorts.com
The Chequit
Originally built in 1872, The Chequit is undoubtedly a historic Shelter Island gem with its unique character and design. Maintaining its initial charm with a modern twist, The Chequit’s latest ravishing renovation elevates its 19 guest rooms and suites in its Main House, with additional guest rooms in its Summer House. Indulge like never before at the property’s two restaurants—The Tavern and Weakfish— where guests can feast their eyes on classic American cuisine or Japanese specialties. Your room is waiting for you. 23 Grand Ave., Shelter Island Heights, thechequithotel.com
LDV at the Maidstone
Say ciao to LDV at The Maidstone, a historic Hamptons gem reimagined by hotel owners Irwin Simon and Mayank Dwivedi of ISMD, alongside LDV Hospitality CEO John Meadow. Infusing la dolce vita into its 150-year-old legacy, this boutique retreat blends elegance, community, and culinary excellence. Scarpetta chef Jorge Espinoza transports guests to Italy with authentic dishes like spaghetti alla Nerano and squid ink linguine, complemented by crafted cocktails in the garden. Designer Poonam Khanna’s refresh balances modern amenities with coastal-inspired interiors, enhancing the charm of its 19 uniquely designed rooms. As LDV Hospitality’s first foray into hotels, The Maidstone marks a bold step in curating spaces that merge luxury with tradition. 207 Main St., East Hampton, themaidstone.com
The 1770 House Restaurant & Inn
Originally built in the 17th century as the home of William Fithian, The 1770 House Restaurant & Inn captivates each of its guests with its timeless blend of old-world charm and modern luxury. Retaining much of its original architecture and colonial charm—reflected in the steep wooden staircase, exposed ceiling beams and book-lined lounge—it has been a cherished destination for discerning travelers looking for an authentic Hamptons experience. With fine fare spearheaded by chef Michael Rozzi and exceptional accommodations, this beautiful East Hampton hotel deserves all received accolades. 143 Main St., East Hampton, 1770house.com
The Baker House 1650
The Baker House 1650 is a masterpiece of 17th-century Cotswold-inspired architecture, catering to its guests with the homey yet majestic aura of a superb English manor. Expect modern accommodations, conveniences, a private courtyard, two heated outdoor pools and a sumptuous breakfast served in a cozy parlor. Finish warm summer beach days with teatime and a visit to the hotel’s state-of-the-art spa, featuring a stunning pool reminiscent of Roman baths. 181 Main St., East Hampton, bakerhouse1650.com
The Roundtree, Amagansett
Nestled on 2 acres of fresh farmland is The Roundtree, Amagansett, a boutique hotel offering an enchanting escape at the intersection of modern sophistication and timeless charm. With just 14 comfortable and stylish rooms, you'll find yourself immersed in an atmosphere of effortless luxury. With its prime location, The Roundtree offers easy access to Amagansett’s pristine beaches, charming boutiques and cultural attractions. 273 Main St., Amagansett, theroundtreehotels.com
The Reform Club
Whether seeking solace or a romantic getaway, The Reform Club is the ultimate Amagansett gem. Prioritizing comfort in its suites, cottages and 21 House—a luxurious four-bedroom home—this charming modern inn is a haven of sophistication and serenity on the picturesque East End. Whether playing on the hotel’s manicured Sunken Garden, Park or Orchard, or biking to the Amagansett dunes, the options are endless in this stunning setting. 23 Windmill Lane, Amagansett, reformclubamagansett.com
Gurney's Resort & Seawater Spa
Pack your bags! With a recently renovated spa and a plethora of activities for the whole family, Gurney’s offers pristine luxury on one of the most beautiful beaches in the area. Sit back, relax and let the waves talk at The Beach Club at Gurney’s Montauk, whose reimagined lounge and recreation areas promote blissful relaxation on your much-needed getaway. The perfect way to end a calming beach day is with a glass of wine and a reservation at Scarpetta, where you can indulge like never before with a world-renowned pasta or a flavorful branzino. And the hotel’s fur-friendly policy hosts dogs in the ultimate digs, whether in a two-bedroom oceanfront residence or a three-bedroom cottage. 290 Old Montauk Highway, Montauk, gurneysresorts.com/montauk
Marram
Eponymously named after the dune grass surrounding the boutique resort, Marram radiates tranquility and effortless luxury. Located in the idyllic town of Montauk, this boutique hotel offers a unique blend of modern sophistication and relaxed beachside charm in each of its amenities. Unwind and rejuvenate with wellness programming like yoga, meditation, tarot card readings and stargazing. Located alongside the resort is Shadmoor State Park, where guests can explore the picturesque landscape, surf the rolling waves or embark on a scenic hike along the coastline. 21 Oceanview Terrace, Montauk, marrammontauk.com
The Surf Lodge
The top destination for surfers and beach enthusiasts looking for an unforgettable experience, The Surf Lodge offers more than just oceanfront views and top-notch amenities. Nested in the heart of Montauk, the laid-back surf-inspired lodgings allow guests to relax and unwind with bike rentals and wellness programming. Add some boogie and flair to the Montauk air at the hotel’s state-of-the-art restaurant, where a stacked roster of DJs and performers entertain guests and diners. Whether escaping the bustle of the city or simply seeking a getaway, tranquility and ease are guaranteed at The Surf Lodge. 183 Edgemere St., Montauk, thesurflodge.com
Hero Beach Club
Dubbed the Smiley Face Hotel by locals and visitors alike, Hero Beach Club is your ultimate seaside retreat in the heart of Montauk. The hotel’s Montauk-meets-Scandinavian aesthetic by Curious Yellow Design creates an inviting atmosphere where guests can dive into its plush poolside, fitness residencies and seaside setting. At this boutique-style hotel, guests are invited to sit back, relax and enjoy the East End like never before. 626 Montauk Highway, Montauk, herobeachclub.com
Photography by: Sunset Beach Photo by Nicole Franzen; Reform Club Photo by Ally Martin; All Other Photos Courtesy of Brands