Wainscott Hotels

Not Just Any Hotel – Only the Best Wainscott Hotels, Selected for You!

Wainscott
Sep 22, 2025 - Sep 23, 2025
2 adults, 1 room
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Discover Your Perfect Stay

Wainscott, a charming hamlet nestled between East Hampton and Sag Harbor in New York, offers a serene escape with its picturesque landscapes and rich cultural heritage. Visitors flock to this idyllic destination not only for its stunning beaches but also for its exclusive and intimate accommodations options, which include a selection of premium Wainscott hotels. Whether you're seeking a luxurious retreat, a cozy cottage, or a family-friendly environment, the hotels in Wainscott cater to diverse tastes and preferences.

A stay in one of the Wainscott hotels puts you in close proximity to a range of delightful attractions and activities. Enjoy the allure of nearby sandy beaches, explore the local vineyards, or indulge in world-class dining experiences that feature the freshest seafood. With so much to see and do, your hotel choice can enhance your overall experience, providing comfort and convenience after a day of adventure.

When it comes to planning your stay, it's essential to consider not just the amenities offered but also the unique ambiance each Wainscott hotel provides. From charming boutique inns to spacious resorts, every accommodation captures the essence of this tranquil coastal area while ensuring that visitors experience the region's warmth and hospitality. By selecting the right hotel, you'll enhance your Wainscott holiday, allowing you to relax and truly immerse yourself in the beauty of this remarkable destination.

Name of hotel Accommodation Rating Price, $
The Maidstone Hotel

6.9 / 10

(39 Reviews)

From 363US$
The Baker House 1650

8.7 / 10

(38 Reviews)

From 1170US$
The Roundtree, Amagansett

9.3 / 10

(32 Reviews)

From 2395US$
The Hedges Inn

9.4 / 10

(108 Reviews)

From 275US$
6.9
Good (39)

The Maidstone Hotel

4
207 Main Street
The Maidstone Hotel elegantly blends Nordic-inspired design with local Hamptons charm, making it a standout among Wainscott hotels. Each room is thoughtfully decorated, providing a cozy yet chic ambiance that reflects the coastal lifestyle. Guests can unwind in the beautiful garden or enjoy fine dining at the on-site restaurant, which serves seasonal dishes made with fresh, local ingredients. The Maidstone places a strong emphasis on sustainability and wellness, offering yoga classes and spa treatments for a rejuvenating experience. With its warm hospitality and personalized service, this hotel is perfect for those looking to balance luxury and relaxation. A stay here promises to immerse you in the tranquil atmosphere of Wainscott.

From

363US$ /per night
8.7
Excellent (38)

The Baker House 1650

2
181 Main Street
As previously mentioned, The Baker House 1650 is a historic gem among Wainscott hotels that dates back to the 17th century. This beautifully restored property boasts rich history, with charming rooms adorned with period details, antique furnishings, and modern amenities that offer guests a unique glimpse into the past. The expansive grounds offer a tranquil atmosphere where guests can explore the garden and relax by the pool. The inn also hosts various events, showcasing local artists and musicians that highlight Wainscott's cultural heritage. The attentive staff adds to the sense of history, ensuring that every guest feels the warmth and legacy of this remarkable hotel. Staying at The Baker House allows you to immerse yourself in Wainscott’s captivating history and enjoy exceptional hospitality.

From

1170US$ /per night

Luxurious Wainscott Hotels for a Lavish Stay

When looking for an indulgent getaway, the luxurious Wainscott hotels offer exceptional accommodations that promise comfort and style. These hotels provide world-class amenities, serene environments, and personalized services that make every guest feel special. Whether you want to unwind in a lavish spa, enjoy gourmet dining, or bask in spacious rooms with stunning views, the Wainscott area has something to satisfy your desires. Experience elegance combined with the laid-back charm of the Hamptons through these selected properties. Discover the epitome of relaxation and luxury, ensuring your stay in Wainscott is unforgettable. Here are some of the premier luxurious hotels in Wainscott.

9.3
Excellent (32)

The Roundtree, Amagansett

5
273 Main Street
While technically located in neighboring Amagansett, The Roundtree, Amagansett is an exemplary eco-friendly option popular among Wainscott travelers. This boutique hotel features beautifully restored cottages in a setting that showcases the area’s natural beauty, with an emphasis on eco-conscious practices. Its open spaces and gardens promote sustainable landscaping, while locally-sourced, organic materials are utilized throughout the property. The hotel encourages guests to enjoy outdoor activities, like biking and hiking, which helps foster a connection with nature. With eco-friendly amenities, including solar energy usage, it seeks to provide a minimal impact on the environment. Couples and families alike will find serenity and sustainability integral to their experience at The Roundtree.

From

2395US$ /per night
9.4
Excellent (108)

The Hedges Inn

4
74 James Lane
Steeped in history and situated on an expansive property, The Hedges Inn is a quintessential boutique hotel that captures the essence of Wainscott. Each finely decorated room is adorned with vintage furnishings, giving guests a taste of the area’s history while providing modern comforts. The inn features beautifully manicured gardens where guests can relax with a book or enjoy a glass of wine in the evening. Guests are treated to a complimentary breakfast each morning, allowing you to start your day off right while soaking in the relaxing atmosphere. The staff goes above and beyond to ensure personalized attention, enhancing the boutique experience. For those looking to enjoy Wainscott’s charm in a unique setting, The Hedges Inn is an excellent choice.

From

275US$ /per night

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