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Top 10 Shelter Island hotels and places to stay

The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (778)
"We enjoyed our stay and felt it was good value for the area. "
The price is £246
per night
11 Jun - 12 Jun
The Atlantic Hotel
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (79)
"Large room recently updated, didn’t hear other guests "
The price is £239
per night
16 Jun - 17 Jun
The Bentley Hotel Southampton
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (434)
"Our room was on the 2nd floor and the balcony overlooked the Sag Harbor Bay and the marina. We could watch the boats on the bay and the gorgeous sunsets. The staff were ALL EXCELLENT, kind and caring. We enjoyed our stay so very much. The only thing that was difficult was the traffic going anywhere and finding parking where you did not get a ticket."
The price is £323
per night
10 Jun - 11 Jun
Sag Harbor Inn
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Capri
3.5 star property
6.4 out of 10, (222)
"We always love our stay at the Capri. It’s super close to town, offers relaxation at their amazing pool and Annie who manages all things is absolutely phenomenal. If I could give her 100 stars on here I would! See you again this summer! "
The price is £342
per night
23 Jun - 24 Jun
Capri
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (138)
"We loved this hotel. Wonderful staff, great room with beautiful views. Very good restaurant."
The price is £390
per night
11 Jun - 12 Jun
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 £431
per night
10 Jun - 11 Jun
The Wainscott Inn
Hamlet Inn
2.0 star property
8.4 out of 10, Very good, (358)
"Wonderful staff (specifically lady at front), felt so welcomed! So many great options around for food and beaches"
The price is £182
per night
10 Jun - 11 Jun
Hamlet Inn
Southampton Inn
3.0 star property
8.4 out of 10, Very good, (484)
"ALWAYS A good experience "
The price is £317
per night
16 Jun - 17 Jun
Southampton Inn
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (23)
"Excellent Service"
The price is £372
per night
10 Jun - 11 Jun
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 £683
per night
10 Jun - 11 Jun
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (240)
"Love this place! ❤️"
The price is £182
per night
10 Jun - 11 Jun
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 £659
per night
16 Jun - 17 Jun
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 £337
per night
10 Jun - 11 Jun
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 £199
per night
10 Jun - 11 Jun
Bayview Resort
A Room At The Beach
3.0 star property
9.2 out of 10, Wonderful, (74)
"The property is BEAUTIFUL and staff was wonderful and accommodating! Everything from supporting with a late check in to the water, coffee and Rose wine on demand, this is an excellent place to stay — will definitely visit again!"
The price is £628
per night
10 Jun - 11 Jun
A Room At The Beach
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (93)
"Everything was great! Would go back."
The price is £367
per night
23 Jun - 24 Jun
Journey East Hampton
Ocean View Terrace Inn
2.0 star property
8.2 out of 10, Very good, (90)
"was very happy staying at ovt and acceptional."
The price is £261
per night
10 Jun - 11 Jun
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 £565
per night
17 Jun - 18 Jun
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 £561
per night
17 Jun - 18 Jun
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 £426
per night
10 Jun - 11 Jun
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

More cheap stays in Shelter Island

Accommodation near Shelter Island attractions

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Quality Inn Old Saybrook - Westbrook and Gurney's Montauk Resort & Seawater Spa. See all available top hotels, or vacation rentals in Shelter Island.

What are some of the best holiday rentals that Shelter Island has to offer?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: This holiday home rental outside of Shelter Island offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Shelter Island.

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

Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

What's the best dog-friendly accommodation option in Shelter Island?

Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

What's the best hotel to stay near the beach in Shelter Island?

Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach . See more stays near the beach in Shelter Island.

What are some accommodation options with pools in Shelter Island?

Quality Inn Old Saybrook - Westbrook: Offers 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 offer an on-site pool. View all hotels with pools in Shelter Island.

What is the best spa hotel in Shelter Island?
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 accommodation options 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 itinerary are Gardiner's Bay Country Club and Shelter Island Historical Society. Take a look at what more there is to see and do in Expedia's Shelter Island guide.

What's the seasonal weather in Shelter Island?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.

Shelter Island Hotel Reviews
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