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Check prices for these dates

Tonight
24 Mar - 25 Mar
Tomorrow
25 Mar - 26 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

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Top hotels and accommodation in Shelter Island

Marram
Beachfront King

Marram

4.0 star property
8.4 out of 10, Very good, (159)
"Friendly staff, some hidden fees but nice place"
The price is AU$710
includes taxes & fees
15 Apr - 16 Apr
Marram
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (251)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
The price is AU$480
includes taxes & fees
15 Apr - 16 Apr
The Surf Club
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1000)
"Great property, great service, quiet location"
The price is AU$393
includes taxes & fees
6 Apr - 7 Apr
Montauk Yacht Club
Montauk Oceanside Suites
Apartment | Private kitchen

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (366)
"Had a great stay here . Staff was friendly and check in and out was a breeze . Was very clean and comfortable. Only complaint was I couldn’t get a hot shower . Otherwise place is excellent. Shops , restaurants and bars are all a short walk . "
The price is AU$265
includes taxes & fees
27 Mar - 28 Mar
Montauk Oceanside Suites
Montauk Blue Hotel
Hypo-allergenic bedding, laptop workspace, blackout curtains

Montauk Blue Hotel

2.0 star property
9.4 out of 10, Exceptional, (39)
"👍👍👍👍👍👍👍👍👍👍👍👍👃👍👍👍👍👍👍👍👍👍👍👍👍👍"
The price is AU$310
includes taxes & fees
20 Apr - 21 Apr
Montauk Blue Hotel
Daunt's Albatross Motel
Outdoor pool, pool loungers

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (250)
"Very nice room, comfortable bed, friendly staff "
The price is AU$362
includes taxes & fees
25 Mar - 26 Mar
Daunt's Albatross Motel
Sole East Beach
Double Room, 2 Double Beds

Sole East Beach

3.0 star property
7.2 out of 10, Good, (78)
"Simple, clean, nothing fancy accommodations. Close to all and very pleasant front desk. "
The price is AU$424
includes taxes & fees
2 Apr - 3 Apr
Sole East Beach
A Wave Inn
Beach nearby

A Wave Inn

2.5 star property
7.4 out of 10, Good, (122)
"Beds & pillows were super comfortable "
The price is AU$291
includes taxes & fees
20 Apr - 21 Apr
A Wave Inn
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (166)
"Area needs updating. Like the NY train system, a renovation is needed. "
The price is AU$239
includes taxes & fees
21 Apr - 22 Apr
Ocean Surf Resort
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (163)
"Beautiful place to stay! Right next to the beach, it was quiet and had so many nice things to do all around the property. The bed was comfy and the rooms were very nice. "
The price is AU$472
includes taxes & fees
26 Mar - 27 Mar
Hero Beach Club
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very good, (782)
"Lovely owners, nice property. "
The price is AU$234
includes taxes & fees
25 Mar - 26 Mar
Kenny's Tipperary Inn
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1143)
"Great place! "
The price is AU$270
includes taxes & fees
25 Mar - 26 Mar
Montauk Manor
Beach Plum Resort
Porch

Beach Plum Resort

3.0 star property
8.8 out of 10, Excellent, (129)
"Anniversary trip"
The price is AU$363
includes taxes & fees
21 Apr - 22 Apr
Beach Plum Resort
Hartmans' Briney Breezes Beach Resort
Beach nearby, white sand, beach towels

Hartmans' Briney Breezes Beach Resort

2.5 star property
9.6 out of 10, Exceptional, (111)
"Newly updated, clean, stylish rooms with nice kitchenette. Will definitely stay here again. "
The price is AU$382
includes taxes & fees
6 Apr - 7 Apr
Hartmans' Briney Breezes Beach Resort
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, (616)
"It’s under construction so it’s not as nice as I typically would be. I wishes we had been warned . Although the staff is friendly and helpful"
The price is AU$838
includes taxes & fees
26 Mar - 27 Mar
Gurney's Montauk Resort & Seawater Spa
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is AU$327
includes taxes & fees
16 Apr - 17 Apr
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is AU$275
includes taxes & fees
25 Mar - 26 Mar
Windward Shores Ocean Resort
Ocean Colony Beach and Tennis Club
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG Unit 721 | Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
The price is AU$861
includes taxes & fees
7 Apr - 8 Apr
Ocean Colony Beach and Tennis Club
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is AU$1,329
includes taxes & fees
25 Mar - 26 Mar
The Roundtree, Amagansett
The Reform Club
Deluxe Suite

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (1)
"We went to the area for a last minute concert. We loved all the staff and the property was exquisite. We would like to recommend that if you are sensitive to noise you should stay in the upstairs suites. High quality and we will be back if ever in this area in the future."
The Reform Club
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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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
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Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 20.3 mi (32.7 km) from the heart of Shelter Island, Montauk Manor 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 Water's Edge Resort & Spa. 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?

10 Bedroom Hampton House with a regulation size Pickleball: This holiday home rental outside of Shelter Island is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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?

Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Gurney's Montauk Resort & Seawater Spa and Water's Edge Resort & 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 89 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.