Photo by Brian V. Rowe

Hotels in Shelter Island

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Dec 17 - Dec 18
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Dec 18 - Dec 19
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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)
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
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

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

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

Between the North and South Forks of Long Island, this ferry-accessible haven offers a quieter alternative to Hamptons glitz. Wade into the gentle surf at Crescent Beach or spread a towel at Sunset Beach, where the day's end brings spectacular skies. The Mashomack Preserve invites exploration with trails winding through 2,000 acres of pristine woodlands and tidal creeks. History buffs can discover island lore at the Shelter Island Historical Society's Havens House. Shell Beach provides perfect shell-hunting opportunities away from crowds. For the full experience, rent a bicycle – the island's modest size makes two wheels the ideal way to discover hidden coves and charming corners that weekend warriors from Manhattan haven't yet claimed.

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Central Park summer

Check out reviews of Shelter Island hotels guests love

Montauk Manor

Montauk Manor

10/10 Excellent
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
Kathleen 1-night trip
Posted 2 days ago
Montauk Manor

Frequently asked questions

How much does a hotel room cost in Shelter Island?
You can find top hotels in Shelter Island from $119 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".
How can I find deals and earn rewards at Shelter Island hotels?
Discover great deals on Shelter Island hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Shelter Island hotels.
Can I book Shelter Island hotels with free cancellation?
It's easy to book a refundable Shelter Island hotel on Hotels.com. 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?
If you're looking 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 gym 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 Silver Beach are some of the most central neighborhoods for your Shelter Island vacation.
What accommodations do travelers recommend in Shelter Island?
Guests like Sound View Greenport, The Harbor Front Inn and The Sagaponack.
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 87 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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