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2 Aug - 3 Aug
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Top 10 trending Shelter Island hotels

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, (198)
"Beautiful resort in a great location "
The price is €486
includes taxes & fees
2 Sept - 3 Sept
Marram
The Surf Club
Relax on the beach with comfortable lounge chairs and umbrellas, surrounded by serene ocean views.

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (268)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is €435
includes taxes & fees
2 Sept - 3 Sept
The Surf Club
The Montauk Beach House
Relax by the pool surrounded by shaded seating areas and take in the views from the large windows and balconies.

The Montauk Beach House

3.5 star property
9.0 out of 10, Wonderful, (132)
"Very clean and good food at the hotel"
The price is €370
includes taxes & fees
1 Sept - 2 Sept
The Montauk Beach House
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, (1000)
"Very nice restaurant. "
Montauk Yacht Club
Montauk Oceanside Suites
Cozy living space with a dining table, sofa, and kitchenette, complete with a stove and refrigerator.

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (399)
"great place to stay"
The price is €334
includes taxes & fees
3 Aug - 4 Aug
Montauk Oceanside Suites
Montauk Blue Hotel
Enjoy the ocean view from this beachside balcony with a round table and two chairs.

Montauk Blue Hotel

2.0 star property
9.2 out of 10, Wonderful, (110)
"Friendly staff, great location, water views "
The price is €374
includes taxes & fees
1 Sept - 2 Sept
Montauk Blue Hotel
Daunt's Albatross Motel
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Daunt's Albatross Motel

2.0 star property
9.0 out of 10, Wonderful, (270)
"Great Stay!"
Daunt's Albatross Motel
Sole East Beach
Stroll through the beautifully maintained garden, surrounded by a variety of flowering plants and shrubs.

Sole East Beach

3.0 star property
7.2 out of 10, Good, (80)
"Great place for a fun time "
The price is €372
includes taxes & fees
2 Sept - 3 Sept
Sole East Beach
Ocean Resort Inn
Walking along the beach, guests can enjoy the tranquil atmosphere and stunning ocean views.

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (434)
"We will return here its a great Location "
The price is €240
includes taxes & fees
1 Sept - 2 Sept
Ocean Resort Inn
A Wave Inn
Perched on a grassy hill, this building offers stunning views of the ocean and a nearby lighthouse.

A Wave Inn

2.5 star property
7.4 out of 10, Good, (126)
"Hotel was in a great location ! I had a few issues with AC and there was never anybody in the office. Check in was a text on my phone. The key # for my room was a text, along with cleaning service for fresh towels. That I wasn't expecting but Overall I enjoyed the visit. "
A Wave Inn
Aqualina Inn Montauk
Relax by the pool with lounge chairs and enjoy the scenic views.

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (462)
"I was upgraded to a room with king bed. Very clean and pleasant accommodations. The staff was amazing and friendly. Location is perfect - a few steps away from the beach and Main Street. I had a great stay. "
The price is €240
includes taxes & fees
1 Sept - 2 Sept
Aqualina Inn Montauk
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 €239
includes taxes & fees
1 Sept - 2 Sept
Ocean Surf Resort
Offshore Residences
Condo, 1 Bedroom, Kitchen | Living area

Offshore Residences

4.0 star property
The price is €1,133
includes taxes & fees
4 Aug - 5 Aug
Offshore Residences
Offshore Montauk
Outdoor pool

Offshore Montauk

2.0 star property
9.4 out of 10, Exceptional, (29)
"Great stay"
The price is €541
includes taxes & fees
2 Sept - 3 Sept
Offshore Montauk
Harborside Motel
Enjoy waterfront views and access to a marina from this coastal property, featuring a swimming pool and lush surroundings.

Harborside Motel

2.5 star property
8.8 out of 10, Excellent, (110)
"I booked last minute and the owner could not have been nicer. She was lovely and the room was immaculate. "
The price is €192
includes taxes & fees
1 Sept - 2 Sept
Harborside Motel
Hero Beach Club
Relax in a spacious room with a large bed, separate seating area, and a large window offering a view of the outdoors.

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (178)
"Great location. Very friendly staff. Definitely will be back. "
The price is €416
includes taxes & fees
1 Sept - 2 Sept
Hero Beach Club
Kenny's Tipperary Inn
Relax by the pool surrounded by lush greenery and comfortable seating options.

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very good, (827)
"Great place to stay. "
Kenny's Tipperary Inn
The Surf Lodge
Outdoor dining

The Surf Lodge

3.5 star property
7.8 out of 10, Good, (44)
"Great experience overall! "
The price is €505
includes taxes & fees
4 Aug - 5 Aug
The Surf Lodge
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, (1223)
"Great hotel"
The price is €310
includes taxes & fees
1 Sept - 2 Sept
Montauk Manor
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 €266
includes taxes & fees
1 Sept - 2 Sept
The Montauk Soundview
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.

Near an Attraction

Shelter Island Whale's Tail

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

See properties in Shelter Island Whale's Tail

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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"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. "
Theresa 1-night trip
Posted 9 hours ago
Pier Blue Inn Old Saybrook - Essex

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.

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

Hamptons Retreat: 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. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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?

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 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 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.