Hotels in Shelter Island

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Nov 21 - Nov 22
Tomorrow
Nov 22 - Nov 23
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Where to stay in Shelter Island?

View from property
House on Chase Creek
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (79)
The price is $185
$211 total
includes taxes & fees
Nov 24 - Nov 25
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.
See more propertiesforward arrow

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.
See properties
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.
See properties

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.

See all hotels in Shelter Island
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

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.

Keep exploring