Best Boutique Hotels in Shelter Island

List Of Best Boutique Hotels Shelter Island

We have created a list with the best boutique hotels in Shelter Island, USA. Hope you enjoy it. We think it might be the best of its kind around

The Menhaden Hotel
Hotel
207 Front Street, Greenport, NY 11944, USA

<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.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
5 Baths310 ft²
9.3

Exceptional

114 reviews

$712
Average price / night
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Faraway Sag Harbor
Hotel
31 W. Water Street, Sag Harbor, NY 11963, USA

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.

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  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
3 Baths401.49 ft²
8.8

Exceptional

143 reviews

$920
Average price / night
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Topping Rose House
Hotel
1 Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932, USA

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.

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  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
7 Baths496.68 ft²
8.2

Exceptional

10 reviews

$1695
Average price / night
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Southampton Inn
Hotel
91 Hill Street, Southampton, NY 11968, USA

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.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
12 Baths3296.45 ft²
8.5

Exceptional

162 reviews

$484
Average price / night
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Journey East Hampton
Hotel
490 Pantigo Road, East Hampton, NY 11937, USA

<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.

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  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Highly Rated
    Highly Rated
  • Free Cancellation
4 Baths371.36 ft²
9

Exceptional

96 reviews

$1041
Average price / night
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The Roundtree, Amagansett
Hotel
273 Main Street, PO box 799, Amagansett, NY 11930, USA

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.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
8 Baths680.82 ft²
9.4

Exceptional

37 reviews

$1413
Average price / night
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The Griswold Inn
Hotel
36 MAIN ST, Essex, CT 06426, USA

<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.

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Kitchen
    Kitchen
3 Baths221.73 ft²
8.6

Exceptional

254 reviews

$255
Average price / night
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Madison Beach Hotel, Curio Collection by Hilton
Hotel
94 W Wharf Rd, Madison, CT 06443-2905, USA

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.

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  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
5 Baths301.39 ft²
8.9

Exceptional

45 reviews

$511
Average price / night
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Gurney's Montauk Resort & Seawater Spa
Resort
290 Old Montauk Highway, Montauk, NY 11954, USA

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.

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  • Private Pool
    Private Pool
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
13 Baths500.26 ft²
7.4

Exceptional

156 reviews

$525
Average price / night
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The Quogue Club
Hotel
47 Quogue Street, Quogue, NY 11959, USA

<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.

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Parking
    Parking
  • Highly Rated
    Highly Rated
  • Free Cancellation
5 Baths275.56 ft²
9.1

Exceptional

58 reviews

$855
Average price / night
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Most booked boutique hotels in Shelter Island

The Griswold Inn
36 MAIN ST, Essex, CT 06426, United States of America
8.6
254 reviews
From $255
Southampton Inn
91 Hill Street, Southampton, NY 11968, United States of America
8.5
162 reviews
From $484
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY 11954, United States of America
7.4
156 reviews
From $525

Budget boutique hotels in Shelter Island

The Griswold Inn
36 MAIN ST, Essex, CT 06426, United States of America
8.6
254 reviews
From $255
Southampton Inn
91 Hill Street, Southampton, NY 11968, United States of America
8.5
162 reviews
From $484
Madison Beach Hotel, Curio Collection by Hilton
94 W Wharf Rd, Madison, CT 06443-2905, United States of America
8.9
45 reviews
From $511

Compare the Top Boutique Hotels with Entertainment in Shelter Island – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
The Menhaden Hotel207 Front Street, Greenport, NY 11944, USA71249.3114
Faraway Sag Harbor31 W. Water Street, Sag Harbor, NY 11963, USA92048.8143
Topping Rose House1 Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932, USA169558.210
Southampton Inn91 Hill Street, Southampton, NY 11968, USA48448.5162
Journey East Hampton490 Pantigo Road, East Hampton, NY 11937, USA10414996
The Roundtree, Amagansett273 Main Street, PO box 799, Amagansett, NY 11930, USA141359.437
The Griswold Inn36 MAIN ST, Essex, CT 06426, USA25528.6254
Madison Beach Hotel, Curio Collection by Hilton94 W Wharf Rd, Madison, CT 06443-2905, USA51148.945
Gurney's Montauk Resort & Seawater Spa290 Old Montauk Highway, Montauk, NY 11954, USA52557.4156
The Quogue Club47 Quogue Street, Quogue, NY 11959, USA85559.158

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.

Top 8 Attractions in the Shelter Island, USA

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.

Frequently Asked Questions

Popular boutique hotels in Shelter Island that have a pool include: