Shelter Island Hotels

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Top 10 trending Shelter Island hotels

The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (775)
"We enjoyed our stay and felt it was good value for the area. "
The price is P 11,560
per night
Jun 2 - Jun 3
The Atlantic Hotel
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (76)
"Large room recently updated, didn’t hear other guests "
The price is P 10,746
per night
Jun 4 - Jun 5
The Bentley Hotel Southampton
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (431)
"Nice B&B like "
The price is P 17,267
per night
Jun 3 - Jun 4
Sag Harbor Inn
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Capri
3.5 star property
6.4 out of 10, (221)
"Loved it!"
The price is P 21,054
per night
Jun 18 - Jun 19
Capri
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (136)
"Loved this cute cozy hotel. The location is so convenient to restaurants. The vibe is so calm and relaxing. Definitely looking forward to our next stay here. "
The price is P 19,257
per night
Jun 9 - Jun 10
Baron's Cove
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (93)
"The staff is wonderful and the rooms are nicely decorated. The hotel is going through a renovation so is not very presentable for now but should be all fixed bt July 1st. "
The price is P 19,257
per night
Jun 2 - Jun 3
The Wainscott Inn
Hamlet Inn
2.0 star property
8.4 out of 10, Very Good, (355)
"The staff is very nice"
The price is P 10,483
per night
Jun 6 - Jun 7
Hamlet Inn
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, (482)
"great location "
The price is P 19,348
per night
Jun 16 - Jun 17
Southampton Inn
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (22)
"Excellent Service"
The price is P 18,324
per night
Jun 2 - Jun 3
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is P 44,646
per night
Jun 3 - Jun 4
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (236)
"Was a nice stay "
The price is P 13,192
per night
Jun 3 - Jun 4
Hampton's Vacation Inn
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is P 40,747
per night
Jun 2 - Jun 3
Topping Rose House
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 P 18,835
per night
Jun 17 - Jun 18
East Hampton House Resort
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (375)
"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 P 11,425
per night
Jun 2 - Jun 3
Bayview Resort
A Room At The Beach
3.0 star property
9.0 out of 10, Wonderful, (72)
"Hotel check in was an absolute pleasure."
The price is P 40,972
per night
Jun 6 - Jun 7
A Room At The Beach
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (90)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is P 21,810
per night
Jun 16 - Jun 17
Journey East Hampton
Ocean View Terrace Inn
2.0 star property
8.2 out of 10, Very Good, (89)
"nice staff"
The price is P 13,380
per night
Jun 6 - Jun 7
Ocean View Terrace Inn
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"The room was beautiful.The grounds were amazing."
The price is P 32,246
per night
Jun 2 - Jun 3
Canoe Place Inn and Cottages
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 P 34,884
per night
Jun 2 - Jun 3
The Roundtree, Amagansett
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (51)
"Excellent facility and excellent service. Highly recommend. "
The price is P 27,803
per night
Jun 5 - Jun 6
Mill House Inn
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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

Near an Attraction

Shelter Island hotels information

Number of reviews
3,989
Accommodation
4,821 hotels
Lowest Price
P10,500
Highest Price
P44,646

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 The Bentley Hotel Southampton. See all available top hotels, or 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's the best place to stay near the beach in Shelter Island?

Sunset Beach Hotel is a top beachfront accommodation located on Sunset Beach. See more stays near the beach in Shelter Island.

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 The Bentley Hotel Southampton are a couple of other choices that feature an onsite pool. View all hotels with pools 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 100 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 Shell 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 in Shelter Island
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