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Check Shelter Island hotel prices

Tonight
18 Dec - 19 Dec
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19 Dec - 20 Dec
This weekend
20 Dec - 22 Dec
Next weekend
27 Dec - 29 Dec

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Top hotels and accommodation in Shelter Island

Montauk Oceanside Suites
Apartment | Private kitchen

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (345)
"Great stay"
The price is AU$228
includes taxes & fees
20 Dec - 21 Dec
Montauk Oceanside Suites
Daunt's Albatross Motel
Exterior

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (242)
"Daunt’s Albatross is clean, safe, and close to food and retail. They were very helpful and hospitable. "
The price is AU$448
includes taxes & fees
27 Dec - 28 Dec
Daunt's Albatross Motel
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (162)
"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$545
includes taxes & fees
30 Dec - 31 Dec
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, (769)
"Very quiet and comfy stay."
The price is AU$226
includes taxes & fees
22 Dec - 23 Dec
Kenny's Tipperary Inn
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1084)
"Clean, spacious and very comfy with beautiful views! Can’t wait to stay again in the future "
The price is AU$300
includes taxes & fees
23 Dec - 24 Dec
Montauk Manor
Sea Crest Resort
Studio Unit Upper Oceanfront 'San Remo' | Terrace/patio

Sea Crest Resort

2.5 star property
9.0 out of 10, Wonderful, (436)
"The place was clean and very welcoming. It was also very close to the beach which made it even more attractive "
The price is AU$431
includes taxes & fees
22 Dec - 23 Dec
Sea Crest Resort
The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (151)
"Access to the dunes and the beach "
The price is AU$352
includes taxes & fees
23 Dec - 24 Dec
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (263)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is AU$267
includes taxes & fees
5 Jan - 6 Jan 2025
Windward Shores Ocean Resort
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$1,125
includes taxes & fees
26 Dec - 27 Dec
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 price is AU$1,971
includes taxes & fees
22 Dec - 23 Dec
The Reform Club
Villa Spectrum
Porch

Villa Spectrum

3.5 star property
The price is AU$4,965
includes taxes & fees
20 Dec - 21 Dec
Villa Spectrum
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (121)
"close to amenities. "
The price is AU$415
includes taxes & fees
1 Jan - 2 Jan 2025
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area

East Hampton House Resort

3.0 star property
8.8 out of 10, Excellent, (240)
"There is value in this if you think it is the most expensive neighborhood in L.I. Large garden, pool. Vicinity to Carissa and Goldberg for breakfast."
The price is AU$348
includes taxes & fees
9 Jan - 10 Jan 2025
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (59)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is AU$450
includes taxes & fees
2 Jan - 3 Jan 2025
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is AU$761
includes taxes & fees
24 Dec - 25 Dec
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is AU$661
includes taxes & fees
2 Jan - 3 Jan 2025
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (142)
"An excellent place."
The price is AU$540
includes taxes & fees
24 Dec - 25 Dec
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (118)
"Cozy bedroom which made my stay comfortable. Nice, easy going staff. "
The price is AU$721
includes taxes & fees
2 Jan - 3 Jan 2025
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (124)
"Beautiful for a quiet weekend getaway "
The price is AU$342
includes taxes & fees
30 Dec - 31 Dec
The Sagaponack
Villa Bridgehampton Village
Outdoor dining

Villa Bridgehampton Village

3.5 star property
The price is AU$9,476
includes taxes & fees
21 Dec - 22 Dec
Villa Bridgehampton Village
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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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 Montauk Manor. 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?

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready: This holiday home rental outside of Shelter Island is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease 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?

Quality Inn Old Saybrook - Westbrook: Features buffet, an indoor pool and free self parking. Gurney's Montauk Resort & Seawater Spa and Montauk Manor 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 96 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 Historical Society 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.