
<h2>Comfortable Accommodations</h2> The Menhaden Hotel in Greenport offers family rooms with private bathrooms, air-conditioning, and city views. Each room includes a work desk, soundproofing, and parquet floors. <h2>Exceptional Facilities</h2> Guests enjoy a sun terrace, outdoor fireplace, and free WiFi. The hotel provides free use of bicycles, a bar, and a coffee shop. Additional amenities include bathrobes, hypoallergenic bedding, and a yoga studio. <h2>Convenient Location</h2> Located 26 km from the Long Island Railroad and 41 km from Splish Splash, the hotel is 76 km from Long Island MacArthur Airport. Nearby attractions include the Long Island Museum of American Art and the Greenport Harbor. <h2>Guest Satisfaction</h2> Highly rated for its attentive staff, excellent kitchen, and convenient location, The Menhaden Hotel ensures a pleasant stay for all visitors.
Exceptional
114 reviews

Featuring an on-site restaurant and seasonal saltwater swimming pool, Faraway Sag Harbor is situated in Sag Harbor, New York. Free WiFi is accessible throughout the property and free private parking is available on site. Each guest room has a flat-screen cable TV and a refrigerator. The private bathrooms include bathrobes and free toiletries. Select rooms offer views of the sea or garden. Guests at Faraway Sag Harbor in Sag Harbor are greeted at the 24-hour front desk. Clothing, accessories, and refreshments are available at The Dock Shop. The dining room serves fresh American cuisine and is open daily for lunch and dinner. Breakfast and brunch are available on the weekend. Bike hire is available at this hotel and the area is popular for cycling. Mystic is 48 km from Faraway Sag Harbor, while Montauk is 29 km away.
Exceptional
143 reviews

Located in Bridgehampton, this hotel features a farm-to-table restaurant sourced from its own on-site farm. Guests are welcome use the property’s complimentary house vehicles, provided by Lexus. A flat-screen TV, an iPad, and a minibar are featured in each room at Topping Rose House, which also provides luxury bathrobes and Frette linens for its guests. A sitting area is included and the en suite bathroom comes with a hairdryer. A spa, an outdoor heated pool and a fitness centre are all featured on-site at Topping Rose House. Guests can marvel at the hotel’s curated art collection, or stay connected with free WiFi access. A complimentary shuttle to the beach and private beach passes are also offered. The on-site restaurant offers locally sourced ingredients and products from the hotel’s own one acre farm. Breakfast, lunch and dinner are served daily. The beach is just 4 km from the hotel. East Hampton Airport is 6 km away.
Exceptional
10 reviews

Set on more than 5 acres of beautifully landscaped lawns, this Long Island hotel features a modern American restaurant with poolside service. Free summer transportation to Coopers Beach is available. Rooms at the Southampton Inn feature seashore themes and are equipped with free WiFi and cable TV. An in-room refrigerator and a work desk are included. Located on site, Claude's offers breakfast, brunch and dinner meals made from fresh, local ingredients. Summer meals are also served in the courtyard and dining room. Southampton Inn guests are welcome to enjoy the outdoor pool, tennis court and library. A games room and children’s play area offers video games, toys and board games. The Inn at Southampton is less than 4 km from Southampton Golf Course and less than 15 km from the Morton National Wildlife Refuge.
Exceptional
162 reviews

<h2>Comfortable Accommodations</h2> Journey East Hampton in East Hampton offers rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes a refrigerator, TV, and wardrobe, ensuring a pleasant stay. <h2>Leisure Facilities</h2> Guests can enjoy a saltwater swimming pool, lush garden, and outdoor play area. Additional amenities include a lounge, outdoor seating, and free on-site private parking. <h2>Prime Location</h2> Located 1.7 km from Indian Wells Beach and 85 km from Long Island MacArthur Airport, the hotel is near attractions such as Montauk Point Lighthouse (11 km) and Theodore Roosevelt County Park (28 km). Highly rated for room comfort and excellent service.
Exceptional
96 reviews

Located in the Village of Amagansett, Town of East Hampton, The Roundtree, Amagansett features free bikes, garden, BBQ facilities, and free WiFi. Free Private Parking is available at the property. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a coffee machine, a shower, a hairdryer and a desk. At the hotel each room has a wardrobe and a private bathroom. Montauk is 18 km from The Roundtree, Amagansett, while East Hampton is 4.4 km away. The nearest airport is Long Island MacArthur Airport, 89 km from the accommodation.
Exceptional
37 reviews

<h2>Historic Setting</h2> The Griswold Inn in Essex is housed in a historic building, offering a unique and charming atmosphere. <h2>Comfortable Accommodations</h2> Rooms feature air-conditioning, private bathrooms, parquet floors, and free WiFi. Additional amenities include hairdryers, free toiletries, and wardrobes. <h2>Dining Experience</h2> The family-friendly restaurant serves American cuisine with vegetarian, gluten-free, and dairy-free options. Breakfast includes continental and buffet selections with juice, fresh pastries, and fruits. <h2>Leisure Activities</h2> Guests can enjoy the garden, terrace, outdoor seating area, and picnic spots. The inn offers walking tours, hiking, and evening entertainment. <h2>Nearby Attractions</h2> Goodspeed Opera House is 18 km away, Wesleyan University 35 km, Thimble Islands 45 km, and Mystic Seaport 47 km. Tweed-New Haven Airport is 49 km from the property.
Exceptional
254 reviews

The Hotel is located adjacent to the Long Island Sound in Madison, Connecticut. The hotel is located between New York City and Boston, Massachusetts. The hotel has private beach access, full-service restaurant, valet parking, and WiFi. Each room has a TV. All rooms are fitted with a private bathroom equipped with a shower. There is a 24-hour front desk at the property. Waterbury is 49 km from Madison Beach Hotel, Curio Collecti, while East Hampton is 49 km from the property. The nearest airport is Bradley Airport, 75 km from Madison Beach Hotel, Curio Collection by Hilton.
Exceptional
45 reviews

Located directly on the beach, Gurney’s Montauk offers year-round accommodation in Montauk, 13.4 km from Montauk Point Lighthouse. Free WiFi access is available. Featuring an ocean view, every room offers a flat-screen cable TV. Each room has a private bathroom with a hairdryer and free toiletries. There is a 24-hour front desk at Gurney’s Montauk, which also features a full-service spa with healing treatments and ocean-fed seawater pool, and sauna. There are five dining and drinking venues available. Hither Hills State Park is 3.7 km away from Gurney’s Montauk, while Montauk Downs State Park Golf Course is 6.9 km away.
Exceptional
156 reviews

<h2>Elegant Accommodations</h2> The Quogue Club in Quogue offers luxurious rooms with air-conditioning, private bathrooms, and modern amenities. Each room includes bathrobes, free toiletries, and a work desk, ensuring comfort and convenience. <h2>Exceptional Facilities</h2> Guests can enjoy a fitness centre, lush garden, and a modern restaurant serving American cuisine. The property provides free WiFi in public areas, a bar, and an outdoor seating area. Additional facilities include a lounge, fitness room, and yoga classes. <h2>Dining Experience</h2> The restaurant offers a variety of meals, including vegan, gluten-free, and dairy-free options. Breakfast is highly praised by guests, and the attentive staff and comfortable rooms receive high ratings. <h2>Prime Location</h2> Located 2.7 km from Rogers Beach and 44 km from Long Island MacArthur Airport, The Quogue Club is near attractions such as Splish Splash and Agawam Park. Free on-site private parking is available for guests.
Exceptional
58 reviews




Note: The prices for each boutique hotels in Shelter Island do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.
Welcome to Shelter Island: Experience a lavish getaway with a luxury or boutique stay in Shelter Island, USA, where captivating natural beauty and charming accommodations await you.
Shelter Island Historical Society Museum: Dive into the rich heritage of the island by visiting this museum that showcases artifacts and stories from its storied past.
Mashomack Preserve: Explore over 2,000 acres of pristine nature at Mashomack Preserve, where hiking trails lead you through stunning landscapes and diverse wildlife.
Shell Beach: Relax on the idyllic shores of Shell Beach, a picturesque spot ideal for sunbathing and enjoying breathtaking sunsets during your boutique stay in Shelter Island, USA.
Hay Beach: Unwind at Hay Beach, a tranquil setting perfect for swimming, picnicking, and taking leisurely strolls along the shoreline.
North Ferry: Take a scenic ride on the North Ferry, which not only connects Shelter Island to the mainland but also offers stunning views of the surrounding waters.
Vanderbilt Museum: Visit this opulent estate that displays exquisite architecture and beautiful gardens, providing insight into the lifestyle of the wealthy in the early 20th century.
Sunset Beach: Witness magical sunsets at Sunset Beach, an enchanting location where you can enjoy fine dining and beachfront relaxation after a day of exploration.
Popular boutique hotels in Shelter Island that have a pool include:
Transportation/Shuttle service is available at the following boutique hotels in Shelter Island:
A spa is available to guests at the following boutique hotels in Shelter Island:
Families traveling in Shelter Island enjoyed their stay at the following boutique hotels:
Some of the best boutique hotels in Shelter Island are: