Photo by tom owens

Find hotels in Shelter Island, NY from SAR 259

  • 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

Filter by

Guest rating
Guest rating
Star rating

Compare 4,640 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, (355)
"Perfect for a short stay. Very warm, clean and comfortable. Very close to shops and beach. Check in and check out was super easy. Only critique would be that the walls were thin and you could very easily hear the conversation of the guests in the room next door. "
The price is SAR 510
SAR 620 total
includes taxes & fees
26 Jan - 27 Jan
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 1,013
SAR 1,156 total
includes taxes & fees
1 Feb - 2 Feb
Daunt's Albatross Motel

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very Good, (774)
"Very quiet and comfy stay."
The price is SAR 470
SAR 537 total
includes taxes & fees
26 Jan - 27 Jan
Kenny's Tipperary Inn

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1096)
"I love the hotel ! Fireplace in the room ! Kitchenet! Great restaurant ar the hotel ! We wil be back "
The price is SAR 491
SAR 634 total
includes taxes & fees
27 Jan - 28 Jan
Montauk Manor

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (609)
"Beautiful views. Great staff and amenities."
The price is SAR 1,200
SAR 1,636 total
includes taxes & fees
4 Feb - 5 Feb
Gurney's Montauk Resort & Seawater Spa

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (443)
"Our unit was updated and it was quiet and relaxing. "
The price is SAR 747
SAR 935 total
includes taxes & fees
9 Feb - 10 Feb
Sea Crest Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (268)
"Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!"
The price is SAR 474
SAR 622 total
includes taxes & fees
26 Jan - 27 Jan
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 2,232
SAR 2,674 total
includes taxes & fees
26 Jan - 27 Jan
The Roundtree, Amagansett

Villa Spectrum

3.5 star property
The price is SAR 7,877
SAR 11,803 total
includes taxes & fees
25 Jan - 26 Jan
Villa Spectrum

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 SAR 895
SAR 1,113 total
includes taxes & fees
4 Feb - 5 Feb
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (243)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is SAR 633
SAR 804 total
includes taxes & fees
14 Feb - 15 Feb
East Hampton House Resort

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (64)
"Greeting was so welcoming n informative "
The price is SAR 938
SAR 1,177 total
includes taxes & fees
26 Jan - 27 Jan
Mill House Inn

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 SAR 1,584
SAR 1,808 total
includes taxes & fees
27 Jan - 28 Jan
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 1,343
SAR 1,570 total
includes taxes & fees
10 Feb - 11 Feb
The Huntting Inn

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 SAR 996
SAR 1,360 total
includes taxes & fees
26 Jan - 27 Jan
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 1,502
SAR 1,714 total
includes taxes & fees
9 Feb - 10 Feb
The Maidstone

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (130)
"We had a wonderful stay! We will definitely be back!"
The price is SAR 597
SAR 813 total
includes taxes & fees
26 Jan - 27 Jan
The Sagaponack

Villa Bridgehampton Village

3.5 star property
The price is SAR 15,630
SAR 22,527 total
includes taxes & fees
27 Jan - 28 Jan
Villa Bridgehampton Village

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"This was our first time staying and the decor, attention to details, the coziness and atmosphere of the Inn along with the wonderful staff...and the beautiful location...it was a wonderful visit. Highly recommend!"
The price is SAR 503
SAR 578 total
includes taxes & fees
26 Jan - 27 Jan
Inn at Harbor Hill Marina

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (121)
"Great location and very comfortable "
The price is SAR 1,653
SAR 1,899 total
includes taxes & fees
30 Jan - 31 Jan
Topping Rose House
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

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 19.5 mi (31.4 km) from the heart of Shelter Island, Hyatt Place Long Island East End is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Montauk Manor and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Shelter Island.

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

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: You might want to consider this vacation 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 patio, 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?

Hyatt Place Long Island East End: Features an indoor pool, an outdoor pool, and 2 bars. Montauk Manor and Quality Inn Old Saybrook - Westbrook 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 91 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.