Photo by tom owens

Find hotels in Shelter Island, NY from AED 253

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 4,668 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (363)
"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 AED 500
AED 608 total
includes taxes & fees
5 Mar - 6 Mar
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 AED 730
AED 834 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 AED 694
AED 992 total
includes taxes & fees
31 Mar - 1 Apr
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 AED 896
AED 1,380 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 AED 472
AED 540 total
includes taxes & fees
5 Mar - 6 Mar
Kenny's Tipperary Inn

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1129)
"Monte’s was amazing! The property was clean and beautiful "
The price is AED 481
AED 621 total
includes taxes & fees
5 Mar - 6 Mar
Montauk Manor

Beach Plum Resort

3.0 star property
8.8 out of 10, Excellent, (129)
"Anniversary trip"
The price is AED 705
AED 969 total
includes taxes & fees
1 Apr - 2 Apr
Beach Plum Resort

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (612)
"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 AED 1,047
AED 1,429 total
includes taxes & fees
24 Mar - 25 Mar
Gurney's Montauk Resort & Seawater Spa

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is AED 590
AED 754 total
includes taxes & fees
24 Mar - 25 Mar
The Hermitage

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (274)
"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 AED 484
AED 633 total
includes taxes & fees
9 Mar - 10 Mar
Windward Shores Ocean Resort

Ocean Colony Beach and Tennis Club

2.0 star property
The price is AED 999
AED 2,305 total
includes taxes & fees
1 Apr - 2 Apr
Ocean Colony Beach and Tennis Club

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 AED 2,552
AED 3,062 total
includes taxes & fees
5 Mar - 6 Mar
The Roundtree, Amagansett

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (125)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is AED 777
AED 976 total
includes taxes & fees
16 Mar - 17 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 AED 480
AED 628 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 AED 918
AED 1,154 total
includes taxes & fees
5 Mar - 6 Mar
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 AED 1,551
AED 1,772 total
includes taxes & fees
5 Mar - 6 Mar
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 AED 1,871
AED 2,175 total
includes taxes & fees
3 Apr - 4 Apr
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 AED 867
AED 1,185 total
includes taxes & fees
5 Mar - 6 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 AED 1,074
AED 1,227 total
includes taxes & fees
1 Apr - 2 Apr
The Maidstone

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is AED 1,517
AED 1,906 total
includes taxes & fees
1 Apr - 2 Apr
EHP Resort & 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.
Don't see what you're looking for?
See all available properties in Shelter Island
Save an average of 15% on thousands of hotels when you're signed in

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 Hyatt Place Long Island East End and Water's Edge Resort & Spa. See all available top hotels, or vacation rentals in Shelter Island.

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

10 Bedroom Hampton House with a regulation size Pickleball: Visitors like this Shelter Island vacation home rental. It is located near the beach and has a fireplace, a patio, and a barbecue grill 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 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, 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. Hyatt Place Long Island East End and Water's Edge Resort & Spa 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 90 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.