Book Hotels in Shelter Island, NY
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Top Shelter Island hotels

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
21.1 mi from city center
This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public areas. Enjoy the 2 outdoor pools and get free self parking.
On private beach
Pool

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
18.43 mi from city center
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
On private beach
Pool

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
20.67 mi from city center
This hotel features an indoor pool and a hot tub. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
Pool
Hot Tub

Marram
21 Oceanview Terrace, Montauk, NY
21.02 mi from city center
A seasonal outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Pool
Parking included

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
15.48 mi from city center
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Pet friendly
Parking included

Baron's Cove
31 West Water Street, Sag Harbor, NY
5.06 mi from city center
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, a business center, and a coffee shop are also offered.
Pool
Spa

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
14.87 mi from city center
A full-service spa, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free train station pick-up. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a shopping center shuttle.
Pool
Hot Tub

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
17.34 mi from city center
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels in Shelter Island with star-rating
HTG-Star-Rating-Links-ModuleTitle-Subheadline

5 Star Hotels
2 properties
Top hotels in Shelter Island for Extended Stay

Offshore Montauk
71 S Emerson Ave, Montauk, NY
10/10 Exceptional! (5 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Shelter Island hotels essential information
Accommodation | 4,801 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Montauk Yacht Club, Gurney's Montauk Resort & Seawater Spa, Montauk Blue Hotel, Marram, Pier Blue Inn Old Saybrook - Essex, Baron's Cove, Saybrook Point Resort & Marina, Quality Inn Old Saybrook - Westbrook, Offshore Montauk |
Frequently asked questions
Recent Shelter Island hotel reviews by fellow wanderers

Quality Inn Old Saybrook - Westbrook
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great location and pool, close to a wonderful restaurant "
A verified traveler stayed at Quality Inn Old Saybrook - Westbrook
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