Find hotels in Shelter Island, NY from ¥13,880

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards.

Search over 2.9 million properties and 550 airlines worldwide

Check Shelter Island hotel prices

Tomorrow night
Next weekend

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Compare 4,792 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is ¥62,156
¥75,288 total
includes taxes & fees
May 23 - May 24
Capri
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Very elegant "
The price is ¥46,578
¥58,473 total
includes taxes & fees
May 13 - May 14
The Pridwin Hotel
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (53)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is ¥64,804
¥73,958 total
includes taxes & fees
May 14 - May 15
East Hampton Art House Bed & Breakfast
Save an average of 15% on thousands of hotels when you're signed in
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is ¥19,706
¥22,490 total
includes taxes & fees
May 30 - May 31
Hampton's Vacation Inn
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is ¥50,044
¥60,497 total
includes taxes & fees
Jun 3 - Jun 4
East Hampton House Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is ¥22,806
¥27,069 total
includes taxes & fees
May 13 - May 14
Bayview Resort
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is ¥45,566
¥57,203 total
includes taxes & fees
May 27 - May 28
Journey East Hampton
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is ¥77,890
¥93,336 total
includes taxes & fees
May 23 - May 24
Canoe Place Inn and Cottages
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is ¥92,689
¥111,070 total
includes taxes & fees
May 19 - May 20
The Roundtree, Amagansett
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (50)
"Excellent facility and excellent service. Highly recommend. "
The price is ¥70,101
¥88,005 total
includes taxes & fees
May 14 - May 15
Mill House Inn
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The price is ¥123,845
¥141,339 total
includes taxes & fees
May 23 - May 24
The Maidstone
Property grounds
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (521)
"The property is well kept and beautiful. I will definitely come back. "
The price is ¥31,545
¥36,002 total
includes taxes & fees
May 20 - May 21
Hampton Maid Motel
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is ¥38,945
¥44,447 total
includes taxes & fees
May 13 - May 14
Colonial Shores Resort
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is ¥66,822
¥83,886 total
includes taxes & fees
May 16 - May 17
EHP Resort & Marina
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (63)
"543y"
The price is ¥43,014
¥49,091 total
includes taxes & fees
May 13 - May 14
House on Chase Creek
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
Outdoor spa tub
The Drake Inn
2.0 star property
9.0 out of 10, Wonderful, (77)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
The Drake Inn
Property entrance
Southampton Village Motel
2.5 star property
9.2 out of 10, Wonderful, (42)
"My room was unacceptable, there was mold and the shower was flooding the bathroom all the time, the wifi did not work very well and the owner/manager was not helpful. I had to call every time we needed more towels and she was not welcoming or friendly at all. When we told her about the shower she did not show any remorse"
The price is ¥62,156
¥70,937 total
includes taxes & fees
May 13 - May 14
Southampton Village Motel
Deluxe Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
The Reform Club
2.0 star property
The price is ¥125,498
¥160,411 total
includes taxes & fees
May 13 - May 14
The Reform Club
Don't see what you're looking for?
See all available properties in Shelter Island
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.

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island

More cheap stays in Shelter Island

Stay near popular Shelter Island attractions

Shelter Island hotels information

Number of reviews
2,672
Accommodation
4,792 hotels
Lowest Price
¥13,880
Highest Price
¥125,498

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 17.3 mi (27.9 km) from the heart of Shelter Island, Quality Inn Old Saybrook - Westbrook is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Gurney's Montauk Resort & Seawater Spa and Montauk Manor. See all available top hotels, or vacation rentals in Shelter Island.

What's the top vacation rental that Shelter Island has to offer?

Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!: Visitors like this Shelter Island vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

Where can I learn more about changing or cancelling my trip to Shelter Island?

For additional details about picking new dates or cancelling your trip to Shelter Island, click here.

Where is the best hotel to stay with easy access to Mashomack Preserve?

The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.

What about the best place to stay near Havens House?

One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.

What are some accommodations with pools in Shelter Island?

Quality Inn Old Saybrook - Westbrook: Features buffet, a pool, and free self parking. Gurney's Montauk Resort & Seawater Spa and Montauk Manor are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best spa hotel in Shelter Island?
What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

What's it like to stay in Shelter Island?

Visitors can enjoy all that Shelter Island has to offer including the parks, beaches, and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 96 hotels and other accommodations to choose from. Find out more about Shelter Island.

What should I see while I'm in Shelter Island?

Natural beauty is on display at Sunset Beach, Crescent Beach, and Wades Beach. A couple of additional sights to add to your agenda are Gardiner's Bay Country Club and Shelter Island Historical Society. Check out what more to see and do in Expedia's Shelter Island guide.

What's the weather like in Shelter Island?

The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.

Recent reviews of Shelter Island hotels
Expedia verified reviews