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Top 10 Shelter Island hotels and places to stay

Montauk Manor
Stunning multi-story building with a traditional design, featuring balconies and a beautifully manicured lawn.

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1224)
"Nice historic place"
The price is ฿9,655
฿11,667 total
includes taxes & fees
1 Sept - 2 Sept
Montauk Manor
Beachcomber Resort at Montauk
Relax by the resort's central pool surrounded by lounge chairs and umbrellas.

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (559)
"Clean, friendly and great location. "
Beachcomber Resort at Montauk
Saybrook Point Resort & Marina
Enjoy a tranquil waterfront setting with a fire pit table and stunning views of the marina.

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Beautiful spot and great accommodations—can’t wait to return! "
The price is ฿11,673
฿14,075 total
includes taxes & fees
26 Aug - 27 Aug
Saybrook Point Resort & Marina
Marram
Relax by the ocean with a clear view from this poolside area, featuring lounge chairs and umbrellas for shade.

Marram

4.0 star property
8.6 out of 10, Excellent, (199)
"Beautiful resort in a great location "
The price is ฿10,649
฿18,295 total
includes taxes & fees
3 Sept - 4 Sept
Marram
The Atlantic Hotel
Relax by the rectangular pool surrounded by lounge chairs and umbrellas, set amidst lush greenery.

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (890)
"great stay "
The Atlantic Hotel
Gurney's Montauk Resort & Seawater Spa
Couples can exchange vows on a picturesque deck overlooking the water, surrounded by elegant archways and comfortable seating.

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (651)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is ฿29,256
฿39,930 total
includes taxes & fees
1 Sept - 2 Sept
Gurney's Montauk Resort & Seawater Spa
Hampton Bays Hotel on Main
Relax in a spacious room with a large bed, desk, and flat-screen TV.

Hampton Bays Hotel on Main

2.0 star property
6.4 out of 10, (45)
"Very happy"
Hampton Bays Hotel on Main
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (154)
"Great place "
Greenporter Hotel
Ocean Surf Resort
Walk along the beachside boardwalk, lined with comfortable benches, and take in the breathtaking ocean views.

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (183)
"Great location and view of beach"
The price is ฿7,875
฿8,997 total
includes taxes & fees
1 Sept - 2 Sept
Ocean Surf Resort
Offshore Montauk
Outdoor pool

Offshore Montauk

2.0 star property
9.4 out of 10, Exceptional, (30)
"Great stay"
The price is ฿11,673
฿17,051 total
includes taxes & fees
3 Sept - 4 Sept
Offshore Montauk
Pier Blue Inn Old Saybrook - Essex
Welcome to Pier Blue Guesthouse, surrounded by lush greenery and vibrant flowers.

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1004)
"We arrived late at night and the staff were so very friendly and accommodating. We had a small issue in our room and the staff responded immediately and so graciously to resolve it. We have stayed here before and have always enjoyed our stay. "
The price is ฿2,604
฿2,995 total
includes taxes & fees
5 Aug - 6 Aug
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa
Experience the hotel's elegant design and unwind by the spacious pool surrounded by lounge chairs.

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1001)
"Great family resort with a range of dinner options. "
The price is ฿9,720
฿11,738 total
includes taxes & fees
28 Aug - 29 Aug
Water's Edge Resort & Spa
The Montauk Soundview
Relax on the boat's outdoor seating area with a view of the ocean.

The Montauk Soundview

3.0 star property
8.6 out of 10, Excellent, (293)
"Great clean accommodations close to everything. "
The price is ฿7,981
฿10,002 total
includes taxes & fees
1 Sept - 2 Sept
The Montauk Soundview
The Harbor Front Inn
Enjoy a variety of hot beverages at our coffee bar, featuring coffee, decaf, and hot water options.

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (495)
"Great location "
The price is ฿7,709
฿10,398 total
includes taxes & fees
3 Sept - 4 Sept
The Harbor Front Inn
The Preston House & Hotel
Enjoy a scenic view from the two-story house's spacious balcony with a railing.

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (355)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is ฿10,266
฿11,729 total
includes taxes & fees
6 Aug - 7 Aug
The Preston House & Hotel
The Hampton Maid
Experience the charm of this historic building with a unique windmill on the roof, featuring a balcony with outdoor seating and a serene lawn with Adirondack chairs.

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (626)
"Great stay and beautiful property "
The Hampton Maid
Montauk Yacht Club
Relax by the pool with a clear view of the water, surrounded by lounge chairs and umbrellas.

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1002)
"Very nice restaurant. "
Montauk Yacht Club
Hampton's Vacation Inn
Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and stainless steel appliances.

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (294)
"Great place highly recommended. Quiet and cozy atmosphere. Pool, tennis court, volleyball court and onsite parking made the stay that much better. Amazing staff and super professional. "
The price is ฿7,314
฿8,356 total
includes taxes & fees
5 Aug - 6 Aug
Hampton's Vacation Inn
Quality Inn Old Saybrook - Westbrook
Relax by the oval-shaped pool surrounded by lounge chairs and a high ceiling with a grid-like pattern.

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"Great location and pool, close to a wonderful restaurant "
The price is ฿3,592
฿4,131 total
includes taxes & fees
10 Aug - 11 Aug
Quality Inn Old Saybrook - Westbrook
Bayview Resort
Relax by the serene pool surrounded by a fenced area, perfect for unwinding and socializing.

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (419)
"Clean property and rooms, super friendly staff, beautiful bay view!"
The price is ฿8,260
฿9,437 total
includes taxes & fees
2 Sept - 3 Sept
Bayview Resort
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.
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 Sunset Beach and Crescent Beach.

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.

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.

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 Sunset Beach and Crescent Beach.

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

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

Top Shelter Island Hotel Reviews

Montauk Manor

Montauk Manor

10/10 Excellent
"Nice historic place"
raymond 1-night trip
Posted 15 hours ago
Montauk Manor

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 21 mi (33.9 km) from the heart of Shelter Island, Marram 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 Montauk Yacht Club. 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?

Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Quality Inn Old Saybrook - Westbrook and Montauk Yacht Club are a couple of other choices that offer an on-site pool. View all hotels with pools 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 93 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 Wades Beach. A couple of additional sights to add to your itinerary are Shelter Island Whale's Tail and Gardiner's Bay Country Club. 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.