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Shelter Island Hotels from S$106

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Check prices for these dates

Tonight
17 Feb - 18 Feb
Tomorrow
18 Feb - 19 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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Top 10 trending Shelter Island hotels

Montauk Oceanside Suites
Private kitchen

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (361)
"I rented a room with a kitchen. And all it had was a fridge and microwave… otherwise I love it there"
The price is S$185
includes taxes & fees
27 Feb - 28 Feb
Montauk Oceanside Suites
Daunt's Albatross Motel
Exterior

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (247)
"SOO BEAUTIFUL !! Love the property & how clean it was "
The price is S$285
includes taxes & fees
19 Feb - 20 Feb
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 S$526
includes taxes & fees
17 Mar - 18 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, (777)
"Very quiet and comfy stay."
The price is S$197
includes taxes & fees
18 Feb - 19 Feb
Kenny's Tipperary Inn
Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1112)
"Nice, pleasant, staff was warm and friendly "
The price is S$226
includes taxes & fees
18 Feb - 19 Feb
Montauk Manor
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, (610)
"Beautiful views. Great staff and amenities."
The price is S$685
includes taxes & fees
10 Mar - 11 Mar
Gurney's Montauk Resort & Seawater Spa
Sea Crest Resort
Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (445)
"Pleasant checkin."
The price is S$368
includes taxes & fees
18 Feb - 19 Feb
Sea Crest Resort
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (271)
"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 S$231
includes taxes & fees
18 Feb - 19 Feb
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 S$1,115
includes taxes & fees
18 Feb - 19 Feb
The Roundtree, Amagansett
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is S$330
includes taxes & fees
23 Feb - 24 Feb
Journey East Hampton
East Hampton House Resort
Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is S$277
includes taxes & fees
18 Mar - 19 Mar
East Hampton House Resort
Mill House Inn
Front of property – evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is S$420
includes taxes & fees
18 Feb - 19 Feb
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, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is S$646
includes taxes & fees
18 Feb - 19 Feb
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 S$657
includes taxes & fees
23 Feb - 24 Feb
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (146)
"Property was adorable and the staff very pleasant and helpful!! "
The price is S$505
includes taxes & fees
19 Feb - 20 Feb
The 1770 House Restaurant & Inn
The Maidstone
Front of property – evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is S$680
includes taxes & fees
18 Feb - 19 Feb
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (136)
"We had an unexpected trip to sag harbor and had to reserve quickly. The property was clean very pretty and quaint. The room was comfortable and quaint as well. "
The price is S$260
includes taxes & fees
18 Feb - 19 Feb
The Sagaponack
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Very lovely last minute stay. Everything was perfect!"
The price is S$187
includes taxes & fees
23 Feb - 24 Feb
Inn at Harbor Hill Marina
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (125)
"Topping Rose House is beautiful, and the staff is excellent. I am looking forward to returning on my next visit"
The price is S$693
includes taxes & fees
18 Feb - 19 Feb
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (86)
"Nice"
The price is S$220
includes taxes & fees
18 Feb - 19 Feb
The Niantic 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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Learn more about Shelter Island

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

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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 Hyatt Place Long Island East End and Water's Edge Resort & 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?

Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Hyatt Place Long Island East End 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 90 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, Mashomack Preserve and Crescent Beach. 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.