Shelter Island Hotels

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Check Shelter Island hotel prices

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Jun 6 - Jun 7
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Jun 7 - Jun 8
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Top 10 trending Shelter Island hotels

The Atlantic Hotel
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (776)
"We enjoyed our stay and felt it was good value for the area. "
The price is P13,518
P16,897 total
includes taxes & fees
Jun 9 - Jun 10
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio
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 P10,885
P14,962 total
includes taxes & fees
Jun 23 - Jun 24
The Bentley Hotel Southampton
Sag Harbor Inn
Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (433)
"Perfect location if you're visiting Sag Harbor and want just a short walk to all the restaurants and shopping on Main St. Staff was wonderful, parking was great, and the continental breakfast every morning was a perfect way to start the day. We had a harbor view room which was an absolutely beautiful vista to wake up to. Will be going back at The Sag Harbor Inn for sure."
The price is P21,145
P24,131 total
includes taxes & fees
Jun 9 - Jun 10
Sag Harbor Inn
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Capri
Terrace/patio
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 P21,092
P25,547 total
includes taxes & fees
Jun 20 - Jun 21
Capri
Baron's Cove
Front of property - evening/night
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (137)
"Water views"
The price is P15,827
P19,868 total
includes taxes & fees
Jun 9 - Jun 10
Baron's Cove
The Wainscott Inn
Front of property
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 P28,721
P34,834 total
includes taxes & fees
Jun 9 - Jun 10
The Wainscott Inn
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
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 P10,519
P13,583 total
includes taxes & fees
Jun 9 - Jun 10
Hamlet Inn
Southampton Inn
Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, (483)
"Great location, great value"
The price is P19,383
P23,716 total
includes taxes & fees
Jun 10 - Jun 11
Southampton Inn
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (23)
"Excellent Service"
The price is P25,588
P31,883 total
includes taxes & fees
Jun 24 - Jun 25
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
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 P44,775
P51,100 total
includes taxes & fees
Jun 10 - Jun 11
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
Private kitchen
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (240)
"Love this place! ❤️"
The price is P13,215
P15,082 total
includes taxes & fees
Jun 10 - Jun 11
Hampton's Vacation Inn
Topping Rose House
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is P46,745
P53,554 total
includes taxes & fees
Jun 18 - Jun 19
Topping Rose House
East Hampton House Resort
Living area
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 P18,869
P22,810 total
includes taxes & fees
Jun 20 - Jun 21
East Hampton House Resort
Bayview 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, (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 P12,540
P14,883 total
includes taxes & fees
Jun 9 - Jun 10
Bayview Resort
A Room At The Beach
Outdoor pool
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 P41,115
P46,922 total
includes taxes & fees
Jun 17 - Jun 18
A Room At The Beach
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (92)
"Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!! "
The price is P21,849
P27,429 total
includes taxes & fees
Jun 19 - Jun 20
Journey East Hampton
Ocean View Terrace Inn
View from room
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 P13,427
P19,512 total
includes taxes & fees
Jun 10 - Jun 11
Ocean View Terrace Inn
Canoe Place Inn and Cottages
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, (27)
"The room was beautiful.The grounds were amazing."
The price is P34,575
P41,431 total
includes taxes & fees
Jun 17 - Jun 18
Canoe Place Inn and Cottages
The Roundtree, Amagansett
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 P34,947
P41,878 total
includes taxes & fees
Jun 17 - Jun 18
The Roundtree, Amagansett
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (51)
"Excellent facility and excellent service. Highly recommend. "
The price is P27,930
P35,062 total
includes taxes & fees
Jun 9 - Jun 10
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
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Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Find hotels in Silver Beach

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT
The price is P4,640 per night from Jun 23 to Jun 24
P4,640
per night
23 Jun - 24 Jun
7.6/10 Good! (789 reviews)

Near an Attraction

Image for Gardiner's Bay Country Club

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

See properties
Gardiner's Bay Country Club

Shelter Island hotels information

Number of reviews
2,793
Accommodation
4,824 hotels
Lowest Price
P4,640
Highest Price
P46,745

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
Expedia verified reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

5/5 Excellent
"Most of these reviews give less than 5 stars because it’s outdated, which it is, but other than that I love my stay. I had no issues. Front desk staff were super friendly. Coffee machine in the room which was nice. Great area and location too, a lot of restaurants in walking distance. They are in the middle of renovations so keep that in mind but I’m excited to come back when it’s completed!! "
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Posted 2 days ago
Pier Blue Inn Old Saybrook - Essex