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Gurney's Montauk Resort & Seawater Spa
Great resort with a beautiful restaurant
Reviewed on Nov 22, 2025
Pier Blue Inn Old Saybrook - Essex
Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later.
Reviewed on Nov 28, 2025
Sound View Greenport
Great room with amazing views! Staff was fantastic and the food was great too
Reviewed on Nov 28, 2025
Water's Edge Resort & Spa
Staff is fantastic
Reviewed on Nov 24, 2025
Montauk Blue Hotel
I always have a 5/5 stay at Montauk Blue.
Reviewed on Nov 19, 2025
Quality Inn Old Saybrook - Westbrook
Convenient location, quick check-in and out. The front desk ladies are nice and helpful. It's a little old but good value for the money.
Reviewed on Nov 29, 2025
Saybrook Point Resort & Marina
Excellent food, in addition to friendly and helpful staff.
Reviewed on Dec 1, 2025
The Bentley Hotel Southampton
Clean and quiet.
Reviewed on Nov 30, 2025
Beachcomber Resort at Montauk
Beautiful views and so close to town. Walk right down the driveway to the ocean!
Reviewed on Nov 1, 2025
The Atlantic Hotel
Great hotel for a quick stay - very friendly staff
Reviewed on Nov 24, 2025
The Sagaponack
Beautiful room, loved the treats at the galley.
Reviewed on Nov 18, 2025
The Harbor Front Inn
Always love staying there when in Greenport. Clean. Central. Quality continental breakfast.
Reviewed on Nov 24, 2025
Find cheap hotels in Shelter Island
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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Shelter Island.
Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Shelter Island’s 4,686 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $91. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Shelter Island hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Shelter Island. No matter your reason for visiting Shelter Island, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Shelter Island hotels
Where can I find the best last-minute travel deals?
If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Shelter Island for as low as $91.
How many hotels are there in Shelter Island?
With over 4,686 hotels in Shelter Island, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $91.
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Finding a cheap car rental deal in Shelter Island is as easy as scoring cheap hotels in Shelter Island. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.
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