The Five Best Hotels in the Hamptons in the Winter
While the Hamptons is celebrated for its sun-soaked summer season, the region offers a quieter, equally alluring charm during the colder months. Winter transforms the East End into a serene escape, where windswept beaches, crackling fireplaces, intimate bed & breakfasts, and sophisticated resorts provide a cozy refuge from the city’s hustle. Whether you’re planning a romantic couples’ getaway, a luxurious retreat, or a family escape, our curated list of the five best hotels in the Hamptons in the winter will guide you to hideaways that promise warmth, comfort, and off-season enchantment.
The Topping Rose House: Elegance in Bridgehampton
Topping Rose House, a member of Small Luxury Hotels of the World, offers a magical winter escape in Bridgehampton, where a reimagined 19th-century mansion meets modern elegance. The estate boasts spacious rooms and suites, blending comfort with sophistication. Guests can savor the culinary delights of the Jean-Georges restaurant, unwind by the serene lap pool, rejuvenate at the Farmaesthetics treatment studio, and enjoy the AIREM aesthetic spa. The charming town of Bridgehampton is a leisurely two-minute stroll away and a complimentary BMW shuttle is available to transport guests within a 5-mile radius, including the Bridgehampton LIRR station and Jitney stops, making exploration stress-free. Each morning begins with a complimentary breakfast at Jean-Georges, ensuring a delightful start to the day.
Gurney’s Montauk Resort & Seawater Spa: Oceanside Luxury in Montauk
The iconic Gurney’s Montauk Resort & Seawater Spa will undergo renovations during December and January but is set to reopen in February 2025 — just in time for Valentine’s Day and the ultimate winter escape. Situated on a private stretch of beach, Gurney’s offers breathtaking panoramic views of the Atlantic and thoughtfully curated programming for both couples and families.
For adults seeking rejuvenation, the resort’s renowned Seawater Spa is a must-visit. Featuring an ocean-fed, heated indoor seawater pool and daily wellness classes, it provides a serene sanctuary to unwind. Dining at Scarpetta Beach, one of Gurney’s premier restaurants, is an experience in itself, with a menu showcasing fresh, seasonal ingredients perfect for a gourmet winter meal.
After a day exploring Montauk’s tranquil beaches or quaint village, guests can retreat to Gurney’s chic, coastal-inspired rooms and suites. Evenings can be spent gathered around the fire pit, savoring a signature cocktail under the crisp winter sky. With its blend of luxurious amenities, warm hospitality, and holiday charm, Gurney’s Montauk remains a premier destination for a cozy and unforgettable winter getaway. It is a perennial favorite on our list of the best hotels in the Hamptons in the winter.
LDV at The Maidstone: East Hampton’s Chic Hideaway
LDV at the Maidstone offers a stylish and cozy winter retreat in East Hampton. Blending modern elegance with historic charm, the hotel’s individually designed rooms, many with fireplaces, create the perfect atmosphere for a winter getaway. Guests can enjoy a refined dining experience with a menu focused on seasonal, locally-sourced ingredients.
Located in the heart of East Hampton, The Maidstone provides easy access to galleries, boutiques, and the peaceful winter coastline. With its inviting common spaces and exclusive packages, The Maidstone hotel is an ideal destination for a chic, relaxing escape in the winter in the Hamptons.
Baker House 1650: Historic Luxury and Winter Indulgence
At the pinnacle of these winter getaways is The Baker House 1650, often regarded as the most exclusive bed & breakfast in the Hamptons. Unrivaled in its sumptuous yet casual luxury, this historic inn, nestled in the beautiful Village of East Hampton, is a masterpiece of 17th-century Cotswold-inspired architecture. With the charm and majesty of an English manor, The Baker House 1650 seamlessly blends history with modern accommodations, offering guests the ultimate in comfort and sophistication.
Afternoon Tea at The Baker House is a smart and sumptuous affair, featuring an elegant selection of teas by Plain T, accompanied by a glass of champagne, light bites, sweet treats, and the chance to connect with fellow guests. Inspired by the English tradition said to have been created by Anna, the 7th Duchess of Bedford, the afternoon tea experience here offers a moment to unwind in style, just as it did for the duchess and her friends in the 1840s.
For those seeking a bit more indulgence, The Baker House also offers Aperitivo Sunset Cocktails, an experience where guests can savor handcrafted cocktails created by the inn’s talented mixologist. Set against the luxurious backdrop of the historic inn, you’ll enjoy sunset views while sipping curated cocktails, beers, or wines. Whether you’re chatting with friends in the private oasis or simply relaxing in the inn’s tranquil ambiance, this experience captures the essence of luxury and warmth that The Baker House 1650 is known for.
A unique winter highlight at The Baker House 1650 is the Igloo Sessions, where guests can enjoy an intimate and cozy environment inside a charming igloo. This snug space offers the perfect setting to savor light bites and wine, or perhaps engage in a friendly game of Scrabble, all while enveloped in warmth and comfort. The Igloo Sessions provide an unforgettable winter experience, blending charm, relaxation, and the simple joys of time well spent.
Baron’s Cove: Festive Cheer in Sag Harbor
Whether you’re seeking a romantic getaway, a cozy retreat with your dog, or a festive holiday experience, Baron’s Cove is the quintessential All-American resort in the Hamptons. The property’s perfect blend of charm and luxury earns its place on our list of the best hotels in the Hamptons in the winter.
This winter, Baron’s Cove is bringing holiday magic to life with its annual Holiday Party & Tree Lighting on Friday, December 6, 2024. Guests can sip on festive drinks like Egg Nog, Frozen Hot Chocolate, and Candy Cane Martinis while indulging in warm gingerbread cookies in the Lounge. At 6:00 p.m., Christmas carolers will set the scene with classic tunes, followed by the much-anticipated tree lighting at 7:30 p.m., where both indoor and outdoor trees will be illuminated in a dazzling display of holiday cheer. Throughout the weekends of December, Santa returns to Baron’s Cove for festive breakfasts, offering kids the chance to meet Saint Nick and capture special holiday memories.
Baron’s Cove also offers exclusive holiday packages, including Christmas at Baron’s Cove, running from December 24–29, 2024. Guests can enjoy a Winter Wonderland-themed breakfast and a Yuletide feast in the award-winning restaurant on Christmas Day. For those seeking a post-holiday getaway, the Hibernate in the Hamptons package runs from February 13 to March 31, 2025, allowing guests to unwind with dinner for two and late check-out.
Nestled by the harbor, Baron’s Cove offers an idyllic winter setting with roaring fireplaces, seasonal cuisine, and sweeping harbor views. Whether you’re exploring the peaceful beauty of the Hamptons or enjoying the resort’s warm and cozy ambiance, Baron’s Cove is the perfect destination for a holiday retreat or a tranquil winter escape.
