Hotels in Shelter Island

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Nov 21 - Nov 22
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Nov 22 - Nov 23
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Nov 21 - Nov 23
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Nov 28 - Nov 30

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, (79)
$185 nightly
The price is $211
Nov 24 - Nov 25
Total with taxes and fees
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

Coecles Harbor

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

Silver Beach

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

Shorewood

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

Hay Beach

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

Top landmarks in Shelter Island

Colorful pebbles and shells on a beach

Shell Beach

Whether you want to hunt for sand dollars or smell the fresh air, Shell Beach is a spot you might want to check out, located 1.8 mi (2.8 km) from central Shelter Island. If you want to continue walking by the waves, head to Wades Beach located nearby.
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Man watching sailboat on Long Island Sound

Wades Beach

If you can't wait to get to the beach, you might enjoy a trip to Wades Beach located 1.3 mi (2.1 km) from central Shelter Island. If you want to continue walking by the waves, head to Shell Beach located nearby.
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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 Shelter Island Historical Society and Shelter Island Whale's Tail within a scenic setting.

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Central Park summer

Check out reviews of Shelter Island hotels guests love

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"Staff was kind. Easy, comfortable stay."
Jake 3-night trip
Posted 2 days ago
Quality Inn Old Saybrook - Westbrook

Frequently asked questions

How much does a hotel room cost in Shelter Island?
You can find top hotels in Shelter Island from $168 with options to suit your budget and needs. If you're after an affordable hotel in Shelter Island that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Shelter Island hotels?
Members can save up to 20% on select hotels in Shelter Island. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Shelter Island hotels with free cancellation?
In order to book a refundable Shelter Island hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some popular hotels in central Shelter Island?
For hotels in central Shelter Island, check out The Harbor Front Inn and Sag Harbor Inn. Travelers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour health club this hotel offers. Sag Harbor Inn is another popular central hotel with an outdoor pool, a free continental breakfast and free parking. Pipes Cove and The Heights are some of the most central neighborhoods for your Shelter Island vacation.
Are all taxes and fees included in the Shelter Island hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
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 84 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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