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Most frequently booked Shelter Island hotels
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Montauk Manor
236 Edgemere St., Montauk, NY
32.71 km from city centre
The price is CA $186 per night
CA $186
CA $239 total
includes taxes & fees
24 Feb - 25 Feb
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Montauk Point and Shadmoor State Park are located nearby.
Pool
Hot tub
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Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
Free cancellation
Reserve now, pay when you stay
25.1 km from city centre
The price is CA $241 per night
CA $241
CA $302 total
includes taxes & fees
9 Mar - 10 Mar
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.
On private beach
Pool
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Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
24.93 km from city centre
The price is CA $98 per night
CA $98
CA $112 total
includes taxes & fees
23 Feb - 24 Feb
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
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Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
Free cancellation
Reserve now, pay when you stay
31.4 km from city centre
The price is CA $146 per night
CA $146
CA $167 total
includes taxes & fees
27 Feb - 28 Feb
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 Suffolk Theater and All Star Bowling are located nearby.
Pool
Pet-friendly
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Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
29.68 km from city centre
The price is CA $539 per night
CA $539
CA $734 total
includes taxes & fees
17 Mar - 18 Mar
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
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Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
23.94 km from city centre
The price is CA $381 per night
CA $381
CA $467 total
includes taxes & fees
10 Mar - 11 Mar
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions General William Hart House and Katharine Hepburn Cultural Arts Center are located nearby.
Pool
Hot tub
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Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Free cancellation
Reserve now, pay when you stay
27.92 km from city centre
The price is CA $122 per night
CA $122
CA $141 total
includes taxes & fees
4 Mar - 5 Mar
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ferry Landing State Park and Essex Saybrook Antique Village Shopping Center are located nearby.
Pool
Breakfast included
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Montauk Oceanside Suites
115 South Emerson Avenue, Montauk, NY
33.32 km from city centre
The price is CA $160 per night
CA $160
CA $197 total
includes taxes & fees
27 Feb - 28 Feb
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Montauk Point and South Edison Beach are located nearby.
Kitchen
Parking included
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Sound View Greenport
58775 County Rd 48, Greenport, NY
5.79 km from city centre
The price is CA $240 per night
CA $240
CA $306 total
includes taxes & fees
6 Mar - 7 Mar
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.
On private beach
Pool
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
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Montauk Manor
236 Edgemere St., Montauk, NY
The price is CA $186 per night from Feb. 24 to Feb. 25
CA $186
CA $239 total
includes taxes & fees
24 Feb - 25 Feb
9/10 Wonderful! (1,116 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 | 4,665 hotels |
---|---|
Lowest Price | CA $98 |
Highest Price | CA $539 |
Popular hotels | Montauk Manor, Water's Edge Resort & Spa, Pier Blue Inn Old Saybrook - Essex, Hyatt Place Long Island East End, Gurney's Montauk Resort & Seawater Spa, Saybrook Point Resort & Marina, Quality Inn Old Saybrook - Westbrook, Montauk Oceanside Suites, Sound View Greenport |
Frequently asked questions
Recent Shelter Island hotel reviews by fellow wanderers
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Montauk Oceanside Suites
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"I didn’t realize the property was mobile check-in and that all communication would be automated in the winter season. if you guys had that more clear on the Expedia it would be awesome. Otherwise the stay was great, clean room, no hassle to get in, right by the beach. "
A verified traveller stayed at Montauk Oceanside Suites
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