Find hotels in Shelter Island, NY from $73

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Compare 4,826 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, 776 reviews
"We enjoyed our stay and felt it was good value for the area. "
The price is $230
$287 total
includes taxes & fees
Jun 9 - Jun 10
The Atlantic Hotel
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, 76 reviews
"Large room recently updated, didn’t hear other guests "
The price is $185
$255 total
includes taxes & fees
Jun 23 - Jun 24
The Bentley Hotel Southampton
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, 433 reviews
"Perfect location if you're visiting Sag Harbor and want just a short walk to all the restaurants and shopping on Main St. Staff was wonderful, parking was great, and the continental breakfast every morning was a perfect way to start the day. We had a harbor view room which was an absolutely beautiful vista to wake up to. Will be going back at The Sag Harbor Inn for sure."
The price is $360
$411 total
includes taxes & fees
Jun 9 - Jun 10
Sag Harbor Inn
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Capri
3.5 star property
6.4 out of 10, 222 reviews
"We always love our stay at the Capri. It’s super close to town, offers relaxation at their amazing pool and Annie who manages all things is absolutely phenomenal. If I could give her 100 stars on here I would! See you again this summer! "
The price is $399
$483 total
includes taxes & fees
Jun 11 - Jun 12
Capri
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, 137 reviews
"Water views"
The price is $412
$518 total
includes taxes & fees
Jun 11 - Jun 12
Baron's Cove
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, 93 reviews
"The staff is wonderful and the rooms are nicely decorated. The hotel is going through a renovation so is not very presentable for now but should be all fixed bt July 1st. "
The price is $476
$579 total
includes taxes & fees
Jun 12 - Jun 13
The Wainscott Inn
Hamlet Inn
2.0 star property
8.4 out of 10, Very Good, 358 reviews
"Wonderful staff (specifically lady at front), felt so welcomed! So many great options around for food and beaches"
The price is $199
$257 total
includes taxes & fees
Jun 9 - Jun 10
Hamlet Inn
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, 483 reviews
"Great location, great value"
The price is $330
$404 total
includes taxes & fees
Jun 23 - Jun 24
Southampton Inn
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, 23 reviews
"Excellent Service"
The price is $437
$545 total
includes taxes & fees
Jun 10 - Jun 11
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, 54 reviews
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $762
$869 total
includes taxes & fees
Jun 13 - Jun 14
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, 240 reviews
"Love this place! ❤️"
The price is $225
$257 total
includes taxes & fees
Jun 9 - Jun 10
Hampton's Vacation Inn
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, 105 reviews
"Noise from other guests."
The price is $760
$871 total
includes taxes & fees
Jun 18 - Jun 19
Topping Rose House
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, 227 reviews
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is $357
$429 total
includes taxes & fees
Jun 11 - Jun 12
East Hampton House Resort
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, 375 reviews
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is $214
$253 total
includes taxes & fees
Jun 9 - Jun 10
Bayview Resort
A Room At The Beach
3.0 star property
9.2 out of 10, Wonderful, 74 reviews
"The property is BEAUTIFUL and staff was wonderful and accommodating! Everything from supporting with a late check in to the water, coffee and Rose wine on demand, this is an excellent place to stay — will definitely visit again!"
The price is $700
$799 total
includes taxes & fees
Jun 9 - Jun 10
A Room At The Beach
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, 92 reviews
"Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!! "
The price is $372
$467 total
includes taxes & fees
Jun 23 - Jun 24
Journey East Hampton
Ocean View Terrace Inn
2.0 star property
8.2 out of 10, Very Good, 90 reviews
"nice staff"
The price is $229
$332 total
includes taxes & fees
Jun 10 - Jun 11
Ocean View Terrace Inn
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, 27 reviews
"The room was beautiful.The grounds were amazing."
The price is $600
$719 total
includes taxes & fees
Jun 17 - Jun 18
Canoe Place Inn and Cottages
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, 75 reviews
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is $595
$713 total
includes taxes & fees
Jun 17 - Jun 18
The Roundtree, Amagansett
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, 51 reviews
"Excellent facility and excellent service. Highly recommend. "
The price is $475
$596 total
includes taxes & fees
Jun 9 - Jun 10
Mill House Inn
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See all available properties in Shelter Island
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.

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island

More cheap stays in Shelter Island

Stay near popular Shelter Island attractions

Shelter Island Travel Info

Number of reviews
3,504
Accommodation
4,826 hotels
Highest price
$762
Lowest price
$73

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 traveler data. Other good choices for your trip to the area are Gurney's Montauk Resort & Seawater Spa and The Bentley Hotel Southampton. See all available top hotels, or vacation rentals in Shelter Island.

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

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: Visitors like this Shelter Island vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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.

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 accommodation located on Sunset Beach. See more stays near the beach in Shelter Island.

What are some accommodations with pools in Shelter Island?

Quality Inn Old Saybrook - Westbrook: Features buffet, a pool, and free self parking. Gurney's Montauk Resort & Seawater Spa and The Bentley Hotel Southampton are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best spa hotel 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 100 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 Gardiner's Bay Country Club and Shelter Island Historical Society. Check out what more to see and do in Expedia's Shelter Island guide.

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