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Gurney's Montauk Resort & Seawater Spa
Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely
Reviewed on Oct 26, 2025
Pier Blue Inn Old Saybrook - Essex
Always a great stay at Pier Blue. Comfy bed and plenty of room.
Reviewed on Oct 26, 2025
Montauk Blue Hotel
Yes
Reviewed on Nov 2, 2025
Quality Inn Old Saybrook - Westbrook
It was a nice clean hotel.
Reviewed on Oct 27, 2025
Saybrook Point Resort & Marina
This hotel has everything!!! We went for a girls’ night away, and we never had to leave. The heated pools and steam/sauna rooms were wonderful. The on-site restaurants and room service options were delicious. Our room was very clean and cozy, especially with the service of a staff member starting ...
Reviewed on Nov 2, 2025
The Atlantic Hotel
Clean room. Courteous staff
Reviewed on Oct 29, 2025
Sound View Greenport
We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely.
Reviewed on Nov 2, 2025
The Bentley Hotel Southampton
It was clean and the staff was very nice they
Reviewed on Nov 3, 2025
The Sagaponack
An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too.
Reviewed on Oct 26, 2025
Water's Edge Resort & Spa
The staff is extremely helpful and polite. The location is wonderful with a beautiful ocean view. I can’t say enough nice things about it!
Reviewed on Oct 25, 2025
The Harbor Front Inn
Beautiful view and room. Staff friendly and accommodating. Excellent location.
Reviewed on Oct 27, 2025
Find cheap hotels in Shelter Island
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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 4,698 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 $102. 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.
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Frequently Asked Questions About Shelter Island hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Shelter Island?
With over 4,698 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 $102.
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