Shelter Island Hotels from S$122

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Check Shelter Island hotel prices

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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 reviews
"We enjoyed our stay and felt it was good value for the area. "
The price is S$387
includes taxes & fees
9 Jun - 10 Jun
The Atlantic Hotel
The Bentley Hotel Southampton
Terrace/patio
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, 76 reviews
"Large room recently updated, didn’t hear other guests "
The price is S$343
includes taxes & fees
23 Jun - 24 Jun
The Bentley Hotel Southampton
Sag Harbor Inn
Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, 433 reviews
"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 S$453
includes taxes & fees
6 Jun - 7 Jun
Sag Harbor Inn
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Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, 222 reviews
"Loved it!"
The price is S$586
includes taxes & fees
19 Jun - 20 Jun
Capri
Baron's Cove
Front of property – evening/night
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, 137 reviews
"Water views"
The price is S$455
includes taxes & fees
9 Jun - 10 Jun
Baron's Cove
The Wainscott Inn
Front of property
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, 93 reviews
"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 S$553
includes taxes & fees
9 Jun - 10 Jun
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 reviews
"Wonderful staff (specifically lady at front), felt so welcomed! So many great options around for food and beaches"
The price is S$311
includes taxes & fees
9 Jun - 10 Jun
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 reviews
"Great location, great value"
The price is S$544
includes taxes & fees
10 Jun - 11 Jun
Southampton Inn
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, 23 reviews
"Excellent Service"
The price is S$658
includes taxes & fees
24 Jun - 25 Jun
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 reviews
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is S$1,170
includes taxes & fees
6 Jun - 7 Jun
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 reviews
"Love this place! ❤️"
The price is S$238
includes taxes & fees
6 Jun - 7 Jun
Hampton's Vacation Inn
Topping Rose House
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, 105 reviews
"Noise from other guests."
The price is S$1,226
includes taxes & fees
11 Jun - 12 Jun
Topping Rose House
East Hampton House Resort
Living area
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, 227 reviews
"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 S$523
includes taxes & fees
19 Jun - 20 Jun
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free pool cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, 375 reviews
"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 S$312
includes taxes & fees
6 Jun - 7 Jun
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 reviews
"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 S$1,075
includes taxes & fees
13 Jun - 14 Jun
A Room At The Beach
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, 92 reviews
"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 S$628
includes taxes & fees
18 Jun - 19 Jun
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 reviews
"was very happy staying at ovt and acceptional."
The price is S$382
includes taxes & fees
6 Jun - 7 Jun
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 reviews
"The room was beautiful.The grounds were amazing."
The price is S$968
includes taxes & fees
17 Jun - 18 Jun
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 reviews
"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 S$960
includes taxes & fees
6 Jun - 7 Jun
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 reviews
"Excellent facility and excellent service. Highly recommend. "
The price is S$803
includes taxes & fees
6 Jun - 7 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
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Silver Beach

While Silver Beach may 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 S$122 per night from Jun 9 to Jun 10
S$122
per night
9 Jun - 10 Jun
7.6/10 Good! (789 reviews)

Hotels near Shelter Island Attractions

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
3,511
Accommodation
4,824 hotels
Lowest Price
S$122
Highest Price
S$1,226

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 traveller data. Other good choices for your stay in 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! 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 hotel 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 accommodation options 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 offer an on-site pool. View all hotels with pools in Shelter Island.

What is the best spa hotel in Shelter Island?

Waterfront House With Dock And Private Beach

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.

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 traveller stayed at Pier Blue Inn Old Saybrook - Essex
Posted 22 hours ago
Pier Blue Inn Old Saybrook - Essex