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Our guide on where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Menantic Creek
While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Shelter Island Country Club.
Our pick of the best Shelter Island Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$168 per night from 26 May to 27 May
NZ$168
per night
26 May - 27 May
7.6/10 Good! (780 reviews)
Nice hotel
"This is a no-frills hotel. However we had a mini fridge, microwave and coffee maker in our room. VERY spacious. Staff were friendly and at the front desk when we needed them to be there. A lady came to our door once to see if we needed fresh towels (we were there for 6 days). We will stay here on ..."
Reviewed on 16 May 2024
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is NZ$985 per night from 29 May to 30 May
NZ$985
per night
29 May - 30 May
8.2/10 Very Good! (569 reviews)
"Great time beautiful property"
Reviewed on 21 May 2024
Montauk Manor
236 Edgemere St., Montauk, NY
The price is NZ$314 per night from 29 May to 30 May
NZ$314
per night
29 May - 30 May
9/10 Wonderful! (1,021 reviews)
"Best affordable hotel in Montauk"
Reviewed on 13 May 2024
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.
Frequently asked questions
Discover the most popular places to visit in Shelter Island
Gardiner's Bay Country Club
Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
Shelter Island Historical Society
You can enjoy some culture when you stop by Shelter Island Historical Society in Shelter Island. Stroll along the beaches or experience the area's museums.
Shell Beach
Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
What to do in Shelter Island
Private Hamptons Tour with Outlet Center Shopping
NZ$1,945
Per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.