Photo by tom owens

Find hotels in Shelter Island, NY from SAR 259

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Compare 4,665 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (362)
"I didn’t realize the property was mobile check-in and that all communication would be automated in the winter season. if you guys had that more clear on the Expedia it would be awesome. Otherwise the stay was great, clean room, no hassle to get in, right by the beach. "
The price is SAR 421
SAR 518 total
includes taxes & fees
27 Feb - 28 Feb
Montauk Oceanside Suites

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 SAR 745
SAR 851 total
includes taxes & fees
9 Mar - 10 Mar
Daunt's Albatross Motel

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 SAR 746
SAR 1,055 total
includes taxes & fees
23 Mar - 24 Mar
Sole East Beach

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 SAR 813
SAR 1,366 total
includes taxes & fees
26 Mar - 27 Mar
Hero Beach Club

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very Good, (777)
"Very quiet and comfy stay."
The price is SAR 482
SAR 550 total
includes taxes & fees
25 Feb - 26 Feb
Kenny's Tipperary Inn

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1118)
"We loved the manor, it had great amenities and an excellent experience. highly recommend! "
The price is SAR 491
SAR 634 total
includes taxes & fees
25 Feb - 26 Feb
Montauk Manor

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (610)
"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 SAR 1,425
SAR 1,943 total
includes taxes & fees
24 Mar - 25 Mar
Gurney's Montauk Resort & Seawater Spa

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (446)
"The only problem I had is with a shade on a door , bad design not hotel’s problem. And that I wanted to rebook for another time and no matter what dates I put in they weren’t available "
The price is SAR 830
SAR 1,029 total
includes taxes & fees
25 Feb - 26 Feb
Sea Crest Resort

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is SAR 602
SAR 770 total
includes taxes & fees
23 Mar - 24 Mar
The Hermitage

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (273)
"Everything Was Great The Only Issues Were The Fridge Was Not Getting Cold And The Bed Was Not Comfortable But Property was Great "
The price is SAR 494
SAR 645 total
includes taxes & fees
20 Mar - 21 Mar
Windward Shores Ocean Resort

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 SAR 2,606
SAR 3,123 total
includes taxes & fees
25 Feb - 26 Feb
The Roundtree, Amagansett

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (124)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is SAR 743
SAR 924 total
includes taxes & fees
3 Mar - 4 Mar
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is SAR 609
SAR 776 total
includes taxes & fees
18 Mar - 19 Mar
East Hampton House Resort

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 SAR 938
SAR 1,177 total
includes taxes & fees
27 Feb - 28 Feb
Mill House Inn

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 SAR 1,584
SAR 1,808 total
includes taxes & fees
25 Feb - 26 Feb
East Hampton Art House Bed & Breakfast

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 SAR 1,728
SAR 2,009 total
includes taxes & fees
27 Mar - 28 Mar
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (147)
"Property was adorable and the staff very pleasant and helpful!! "
The price is SAR 940
SAR 1,284 total
includes taxes & fees
2 Mar - 3 Mar
The 1770 House Restaurant & Inn

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is SAR 1,164
SAR 1,329 total
includes taxes & fees
9 Mar - 10 Mar
The Maidstone

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (137)
"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 SAR 522
SAR 727 total
includes taxes & fees
25 Feb - 26 Feb
The Sagaponack

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Top notch service. Fantastic free breakfast. Quality renovation quiet rooms"
The price is SAR 456
SAR 525 total
includes taxes & fees
25 Feb - 26 Feb
Inn at Harbor Hill Marina
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.

Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in.  A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
Photo by tom owens
Open Photo by tom owens

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 traveler data. Other good choices for your trip to the area are Water's Edge Resort & Spa and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Shelter Island.

What's the top vacation rental that Shelter Island has to offer?

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready: You might want to consider this vacation home rental near Shelter Island, which is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

Where can I learn more about changing or cancelling my trip to Shelter Island?

For additional details about picking new dates or cancelling your trip to Shelter Island, click here.

What's the best pet-friendly accommodation in Shelter Island?

Sunset Beach Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

Where is the best hotel to stay with easy access to Mashomack Preserve?

The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.

What about the best place to stay near Havens House?

One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.

What's the best place 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 accommodations 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. Water's Edge Resort & Spa and Hyatt Place Long Island East End are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

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 accommodations 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 agenda are Shelter Island Historical Society and Havens House. Check out what more to see and do in Expedia's Shelter Island guide.

What's the weather like in Shelter Island?

The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.