Shelter IslandBoutique Hotels with Spa

List Of Best Boutique Hotels with Spa Shelter Island

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

boutique hotels in Shelter Island
Hotel
31 W. Water Street, Sag Harbor, NY 11963, USA

Welcome to Baron's Cove, a welcoming retreat located in the charming town of Sag Harbor, New York. Here, you can enjoy delicious meals at our on-site restaurant and take a refreshing dip in our seasonal saltwater swimming pool. We’re committed to making your stay comfortable with complimentary WiFi throughout the property and free parking for our guests. We look forward to providing you with a relaxing and enjoyable experience!

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

Exceptional

143 reviews

$920
Average price / night
Check Availability
boutique hotels in Shelter Island
Hotel
1 Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932, USA

In 2010, the town of Bridgehampton gave the green light for owners Bill Campbell and Simon Critchell to revive Topping Rose House. They have worked hard to bring the property back to its beautiful original state, creating a welcoming space for everyone to enjoy.

Show more
  • 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
Check Availability
boutique hotels in Shelter Island
Hotel
94 W Wharf Rd, Madison, CT 06443-2905, USA

Welcome to Madison Beach Hotel, part of the Curio Collection by Hilton! We’re excited to offer you a comfortable stay in beautiful Madison, just a short distance from New Haven. During your visit, you'll enjoy complimentary WiFi to keep you connected. Each of our cozy rooms is equipped with a TV and has its own private bathroom for your privacy and convenience. We look forward to making your experience enjoyable and memorable!

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

Exceptional

45 reviews

$510.87
Average price / night
Check Availability
boutique hotels in Shelter Island
Resort
290 Old Montauk Highway, Montauk, NY 11954, USA

Gurney's is a beloved destination located on one of the most beautiful oceanfront areas in Montauk. It's special because it's the only resort in Montauk that welcomes guests all year round. Here, you can enjoy direct access to a stunning 2,000-foot private beach, making it easy for everyone to savor the sun and sea. Whether you're looking for a relaxing getaway or a fun-filled adventure, Gurney's is designed to cater to your needs and create unforgettable experiences for all visitors.

Show more
  • 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
Check Availability

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

Hotel Name Address Price ($)Star Rating Review Count Book
Baron's Cove31 W. Water Street, Sag Harbor, NY 11963, USA92048.8143
Topping Rose House1 Bridgehampton Sag Harbor Turnpike, Bridgehampton, NY 11932, USA169558.210
Madison Beach Hotel, Curio Collection by Hilton94 W Wharf Rd, Madison, CT 06443-2905, USA510.8748.945
Gurney's Montauk Resort & Seawater Spa290 Old Montauk Highway, Montauk, NY 11954, USA52557.4156

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:

Transportation/Shuttle service is available at the following boutique hotels in Shelter Island: