Hotels in Shelter Island

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Oct 19 - Oct 20
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Oct 20 - Oct 21
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Where to stay in Shelter Island?

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House on Chase Creek
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (77)
The price is $185
$211 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
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.
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Top neighborhoods in Shelter Island

Silver Beach

Shelter Island's Silver Beach neighborhood offers attractions including Shell Beach.

Coecles Harbor

Shelter Island's Coecles Harbor neighborhood offers attractions including Menhadden Lane Beach.

Hay Beach

Shelter Island's Hay Beach neighborhood offers attractions including Menhadden Lane Beach.

Shorewood

Shelter Island's Shorewood neighborhood offers attractions including Wades Beach.

Top landmarks in Shelter Island

Gardiner's Bay Country Club

You might want to play some rounds at Gardiner's Bay Country Club, located 1.8 mi (2.9 km) from central Shelter Island. If Gardiner's Bay Country Club doesn't quite scratch your golfing itch, Shelter Island Country Club, and Island's End Golf and Country Club are also nearby.
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Shelter Island Whale's Tail

Shelter Island Whale's Tail is 0.6 mi (1 km) from central Shelter Island, why not stop by during your stay.
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Learn more about Shelter Island

Shelter Island is well-known for its attractions such as Sunset Beach and Crescent Beach. The city has something for everyone including sights like Mashomack Preserve and Gardiner's Bay Country Club within a scenic setting.

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Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
Photo by tom owens
Open Photo by tom owens

Check out reviews of Shelter Island hotels guests love

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Beautifully renovated , super clean property. High quality sheets, towels, very comfortable bed. We enjoyed easy access to the beach and short distance to many dining options. Had wonderful stay and can't wait to come back."
Andrzej 2-night trip
Posted 2 days ago
Offshore Montauk

Frequently asked questions

What accommodations do travelers recommend in Shelter Island?
Guests like Sound View Greenport, The Sagaponack and The Harbor Front Inn.
Can I book refundable hotels in Shelter Island?
If you're looking for the flexibility to change your travel plans to Shelter Island, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Shelter Island if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 85 vacation homes. You can also consider one of the 5 cottages for your trip.
What will the weather in Shelter Island be like during my trip?
The warmest months in Shelter Island are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Shelter Island accommodation with Hotels.com?
There are plenty of reasons to book your Shelter Island travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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