Hotels in Shelter Island

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Dec 5 - Dec 6
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Where to stay in Shelter Island?

One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (540)
The price is $104
$168 total
includes taxes & fees
Dec 29 - Dec 30
The Harbor Front Inn
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.

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

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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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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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

The Sagaponack

The Sagaponack

10/10 Excellent
"Clean & amenities, staff friendly Thank you "
Archil 1-night trip
Posted 2 days ago
The Sagaponack

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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