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Shelter Island Hotels from S$110

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12 Jul - 13 Jul
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Top 10 trending Shelter Island hotels

Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1210)
"Beautiful property and spacious rooms "
The price is S$703
includes taxes & fees
13 Jul - 14 Jul
Montauk Manor
Beachcomber Resort at Montauk
Seasonal outdoor pool

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (540)
"Excellent stay"
The price is S$1,592
includes taxes & fees
24 Jul - 25 Jul
Beachcomber Resort at Montauk
Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (180)
"Excellent beach location! "
The price is S$931
includes taxes & fees
16 Jul - 17 Jul
Marram
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Loved the service and the relaxing and beautiful resort with history!"
The price is S$543
includes taxes & fees
13 Jul - 14 Jul
Saybrook Point Resort & Marina
Hampton Bays Hotel on Main
1 bedroom, in-room safe, individually decorated, individually furnished

Hampton Bays Hotel on Main

2.0 star property
6.0 out of 10, (33)
"Decent place definitely clean. No staff on premises so good luck getting more towels "
Hampton Bays Hotel on Main
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (642)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is S$1,721
includes taxes & fees
23 Jul - 24 Jul
Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (872)
"Great staff clean. "
The Atlantic Hotel
The Harbor Front Inn
View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (484)
"Very convenient location to shopping and restaurants "
The price is S$494
includes taxes & fees
17 Jul - 18 Jul
The Harbor Front Inn
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1007)
"Wonderful place to visit "
Montauk Yacht Club
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1001)
"Grounds are beautiful. Good food and staff. One down side are the bed pillows- all were toooo big and puffy- so uncomfortable! "
The price is S$462
includes taxes & fees
13 Jul - 14 Jul
Water's Edge Resort & Spa
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (353)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is S$462
includes taxes & fees
16 Jul - 17 Jul
The Preston House & Hotel
The Montauk Soundview
Individually decorated, individually furnished, iron/ironing board

The Montauk Soundview

3.0 star property
8.6 out of 10, Excellent, (287)
"This is an excellent property, well maintained and has all the little things. I will stay here again with the family."
The price is S$467
includes taxes & fees
21 Jul - 22 Jul
The Montauk Soundview
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (175)
"It was great that it was on the beach."
The price is S$521
includes taxes & fees
13 Jul - 14 Jul
Ocean Surf Resort
Offshore Montauk
1 bedroom, pillow-top beds, blackout curtains, free WiFi

Offshore Montauk

2.0 star property
9.4 out of 10, Exceptional, (18)
"Great stay"
The price is S$935
includes taxes & fees
27 Jul - 28 Jul
Offshore Montauk
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1008)
"Great location and pool, close to a wonderful restaurant "
The price is S$163
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Old Saybrook - Westbrook
Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (262)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is S$899
includes taxes & fees
12 Aug - 13 Aug
Baron's Cove
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (612)
"We loved our stay !"
The Hampton Maid
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (130)
"wonderful stay! we loved lounging by the pool and being such a short walk to so many amazing restaurants and cafes right in greenport!"
Greenporter Hotel
Sole East Resort
Seasonal outdoor pool

Sole East Resort

3.0 star property
7.6 out of 10, Good, (90)
"Great location Beautiful boutique style hotel Always a great stay"
The price is S$625
includes taxes & fees
13 Jul - 14 Jul
Sole East Resort
Hampton's Vacation Inn
Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (288)
"Amazing place I went there with my family we took the two bedrooms it has the pool fronting the room which is like a separate house with two parking spots We enjoyed the stay and will come back again "
The price is S$506
includes taxes & fees
15 Jul - 16 Jul
Hampton's Vacation Inn
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.
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Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island
Menantic Creek map

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

Coecles Harbor map

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Silver Beach map

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 Crescent Beach and Sunset Beach.

Hay Beach map

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Shorewood map

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Shell Beach and Mashomack Preserve.

Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting and beaches.

See all hotels in Shelter Island
Photo by tom owens
Open Photo by tom owens

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 Montauk Yacht Club and Gurney's Montauk Resort & Seawater Spa. 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 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: Features buffet, an indoor pool and free self parking. Montauk Yacht Club and Gurney's Montauk Resort & Seawater Spa 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 94 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 Mashomack Preserve. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Shell Beach. 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.