Book Cheap Hotels in Shelter Island
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Most frequently booked Shelter Island hotels

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
33.98 km from city centre
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Montauk Point and Montauk Point Lighthouse are located nearby.
On private beach
Pool

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
24.93 km from city centre
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Pet-friendly
Parking included

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
33.29 km from city centre
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Montauk Point Lighthouse and Montauk Point are located nearby.
Pool
Hot tub

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
29.68 km from city centre
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. Popular attractions Hither Woods Preserve and Hither Hills State Park are located nearby.
On private beach
Pool

Baron's Cove
31 West Water Street, Sag Harbor, NY
8.14 km from city centre
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions The Hamptons Beaches and BookHampton are located nearby.
Pool
Spa

Marram
21 Oceanview Terrace, Montauk, NY
33.85 km from city centre
Stay at this 4-star beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point are located nearby.
Pool
Parking included

Greenporter Hotel
326 Front St, Greenport, NY
4.3 km from city centre
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and East End Seaport Maritime Museum are located nearby.
Pool
Hot tub

Beachcomber Resort at Montauk
727 Old Montauk Highway, Montauk, NY
32.09 km from city centre
Stay at this 3-star beach hotel in Montauk. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Montauk Point Lighthouse and Montauk Point are located nearby.
Pool
Free WiFi

Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
31.4 km from city centre
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Splish Splash Water Park and Suffolk Theater are located nearby.
Pool
Pet-friendly
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.
Top hotels in Shelter Island for Extended Stay

Montauk Manor
236 Edgemere St., Montauk, NY
9/10 Wonderful! (1,195 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 | 4,734 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Montauk Yacht Club, Pier Blue Inn Old Saybrook - Essex, Montauk Blue Hotel, Gurney's Montauk Resort & Seawater Spa, Baron's Cove, Marram, Greenporter Hotel, Beachcomber Resort at Montauk, Hyatt Place Long Island East End |
Frequently asked questions
Recent Shelter Island hotel reviews by fellow wanderers

Montauk Blue Hotel
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Perfect Rate and more perfect stay for 2 nights. Can’t wait to go back!"
A verified traveller stayed at Montauk Blue Hotel
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