Find hotels in Shelter Island, NY from ￥19,850

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Check Shelter Island hotel prices

Tonight
May 28 - May 29
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May 29 - May 30
This weekend
May 31 - Jun 2
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Jun 7 - Jun 9

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Compare 4,820 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (430)
"From check in to check out it was great. At the breakfast, they regularly replenish and clean up tables. The housekeeping staff is very pleasant and do a good job with Turning over the rooms. The location is at the end if the street and faces the harbor, so it isn’t noisy, but close Accra to the Main Street."
The price is ￥46,291
per night
Jun 3 - Jun 4
Sag Harbor Inn
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (220)
"Loved it!"
The price is ￥56,350
per night
Jun 11 - Jun 12
Capri
Front of property - evening/night
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (134)
"We loved everything about our stay - the location, the cleanliness, the service, Kristen at the front desk :-), the food (we had breakfast and brunch at the hotel during our two days there) - can't wait to go back to Baron's Cove!!!!"
The price is ￥53,196
per night
Jun 3 - Jun 4
Baron's Cove
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Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (21)
"Excellent Service"
The price is ￥46,464
per night
May 29 - May 30
The Pridwin Hotel
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is ￥119,495
per night
Jun 3 - Jun 4
East Hampton Art House Bed & Breakfast
Cottage, 1 Bedroom (with porch - Pet Friendly + Fee) | Private kitchen | Dishwasher, coffee/tea maker
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (235)
"This was a very nice cottage in a great location. Very clean and spacious. Comfortable bed. Staff very helpful. Nice pool. Only issue was the tennis court was not available for our stay. They began power washing it after we arrived (after I texted about it when we arrived) and said it would be available at 1pm the next day. We had to check out at 10:30 that day. "
The price is ￥19,850
per night
May 30 - May 31
Hampton's Vacation Inn
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"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 ￥50,411
per night
Jun 11 - Jun 12
East Hampton House Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (374)
"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 ￥34,052
per night
Jun 3 - Jun 4
Bayview Resort
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (89)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is ￥53,377
per night
Jun 10 - Jun 11
Journey East Hampton
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"The room was beautiful.The grounds were amazing."
The price is ￥86,306
per night
Jun 2 - Jun 3
Canoe Place Inn and Cottages
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"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 ￥93,367
per night
Jun 2 - Jun 3
The Roundtree, Amagansett
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (51)
"Excellent facility and excellent service. Highly recommend. "
The price is ￥74,537
per night
Jun 2 - Jun 3
Mill House Inn
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
Property grounds
Hampton Maid Motel
2.5 star property
8.8 out of 10, Excellent, (524)
"The property is well kept and beautiful. I will definitely come back. "
The price is ￥43,938
per night
Jun 3 - Jun 4
Hampton Maid Motel
Porch
Harpoon House
3.0 star property
8.2 out of 10, Very Good, (103)
"very friendly host "
The price is ￥84,596
per night
Jun 9 - Jun 10
Harpoon House
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (82)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is ￥40,799
per night
Jun 2 - Jun 3
Colonial Shores Resort
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"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 ￥67,341
per night
May 30 - May 31
EHP Resort & Marina
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (64)
"Amazing location. Lovely lake. Serene and Tranquil experience. "
The price is ￥43,329
per night
Jun 3 - Jun 4
House on Chase Creek
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
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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
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Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Shelter Island Country Club.

Find hotels in Menantic Creek

Stay near popular Shelter Island attractions

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Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

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Gardiner's Bay Country Club

Shelter Island hotels information

Number of reviews
2,636
Accommodation
4,820 hotels
Lowest Price
￥19,850
Highest Price
￥119,495

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Pier Blue Inn Old Saybrook - Essex and Montauk Manor. 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?

Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Manor 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?

Waterfront House With Dock And Private Beach

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 Wades 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.

Recent reviews of Shelter Island hotels
Expedia verified reviews

The Montauk Soundview

The Montauk Soundview

5/5 Excellent
Great location, right on the ocean, reasonable $$
"We stayed at the Soundview montauk for Memorial Day weekend and I was so pleasantly surprised by the cuteness of the room, the CLEANLINESS, the kind front office lady who let us store our luggage behind the desk for the day, the ocean views, the simplicity yet effectiveness. Our room was simple but had cute decor and a little kitchen. Really perfect for what we needed. I’ll stay here again this summer 😊"
A verified traveler stayed at The Montauk Soundview
Posted 1 day ago
The Montauk Soundview