Book Cheap Hotels in Shelter Island
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Most frequently booked Shelter Island hotels
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 $106 per night
CA $106
CA $122 total
includes taxes & fees
8 Dec - 9 Dec
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
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 $87 per night
CA $87
CA $101 total
includes taxes & fees
24 Nov - 25 Nov
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.
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
29.68 km from city centre
The price is CA $367 per night
CA $367
CA $500 total
includes taxes & fees
5 Dec - 6 Dec
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
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 $376 per night
CA $376
CA $460 total
includes taxes & fees
4 Dec - 5 Dec
Book a stay at this 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
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
Free cancellation
Reserve now, pay when you stay
22.07 km from city centre
The price is CA $234 per night
CA $234
CA $267 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebonack Golf Course and Shinnecock Hills Golf Course are located nearby.
Pool
Pet-friendly
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 $250 per night
CA $250
CA $312 total
includes taxes & fees
5 Dec - 6 Dec
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.
Montauk Manor
236 Edgemere St., Montauk, NY
32.71 km from city centre
The price is CA $204 per night
CA $204
CA $261 total
includes taxes & fees
25 Nov - 26 Nov
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 Shadmoor State Park and Fort Pond are located nearby.
Budget Host East End Hotel in Riverhead
30 Lake Avenue, Riverhead, NY
Free cancellation
Reserve now, pay when you stay
32.17 km from city centre
The price is CA $136 per night
CA $136
CA $156 total
includes taxes & fees
2 Dec - 3 Dec
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions All Star Bowling and Suffolk Theater are located nearby.
Pool
Parking included
The Harbor Front Inn
209 Front St, Greenport, NY
4.2 km from city centre
The price is CA $177 per night
CA $177
CA $226 total
includes taxes & fees
2 Dec - 3 Dec
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
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.
Top hotels in Shelter Island for Extended Stay
Montauk Manor
236 Edgemere St., Montauk, NY
The price is CA $204 per night from Nov. 25 to Nov. 26
CA $204
CA $261 total
includes taxes & fees
25 Nov - 26 Nov
9/10 Wonderful! (1,067 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 | 4,677 hotels |
---|---|
Lowest Price | CA $87 |
Highest Price | CA $376 |
Popular hotels | Quality Inn Old Saybrook - Westbrook, Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Saybrook Point Resort & Marina, The Bentley Hotel Southampton, Water's Edge Resort & Spa, Montauk Manor, Budget Host East End Hotel in Riverhead, The Harbor Front Inn |
Frequently asked questions
Recent Shelter Island hotel reviews by fellow wanderers
Water's Edge Resort & Spa
5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"While we were only. At the resort for one night, it was very relaxing, great service comfortable rooms. At this time of year, it was also very affordable. "
A verified traveller stayed at Water's Edge Resort & Spa
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