Find hotels in Shelter Island, NY from ₩105,371

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Compare 4,720 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Shelter Island hotels

Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.4 out of 10, Very Good, (686)
"Good place to stay"
The price is ₩143,443
₩163,885 total
includes taxes & fees
Sep 17 - Sep 18
Shorewood Inn
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (626)
"Well located for getting to the places we wanted to be. This is an older property, but well taken care of and service was very good. I wouldn’t hesitate to stay here again. "
The price is ₩123,485
₩142,008 total
includes taxes & fees
Sep 17 - Sep 18
Liberty Inn
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1004)
"This was a nice place to stay. Clean, quiet and very convenient. Staff was very friendly and helpful."
The price is ₩111,012
₩127,671 total
includes taxes & fees
Sep 21 - Sep 22
Pier Blue Inn Old Saybrook - Essex
Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (273)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is ₩108,102
₩124,317 total
includes taxes & fees
Sep 21 - Sep 22
Clinton Motel
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1003)
"Excellent Stay"
The price is ₩135,474
₩155,795 total
includes taxes & fees
Sep 23 - Sep 24
Quality Inn Old Saybrook - Westbrook
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (59)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
The price is ₩143,692
₩164,170 total
includes taxes & fees
Sep 21 - Sep 22
Hampton Bays Hotel on Main
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (448)
" Continental breakfast with sub optimal only waffles nothing else And eight bananas to start"
The price is ₩105,371
₩121,177 total
includes taxes & fees
Sep 23 - Sep 24
Econo Lodge Inn & Suites Old Saybrook Westbrook
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
8.0 out of 10, Very Good, (2)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is ₩308,339
₩352,278 total
includes taxes & fees
Sep 17 - Sep 18
Wainscott Woods Retreat
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (337)
"Return visitor. Great stay."
The price is ₩231,449
₩303,971 total
includes taxes & fees
Sep 28 - Sep 29
The Bentley Hotel Southampton
The Shoals Suites and Slips
Garden Suite King | Premium bedding, down comforters, individually decorated

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (204)
"We had a wonderful stay."
The price is ₩335,656
₩418,136 total
includes taxes & fees
Sep 17 - Sep 18
The Shoals Suites and Slips
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, highchair, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (308)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is ₩174,626
₩199,503 total
includes taxes & fees
Sep 17 - Sep 18
Hampton's Vacation Inn
Aqualina Inn Montauk
Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (477)
"Great location walkable to beach shopping & restaurants."
The price is ₩151,065
₩195,179 total
includes taxes & fees
Sep 28 - Sep 29
Aqualina Inn Montauk
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (226)
"Great location, great hotel, great staff! "
The price is ₩223,272
₩255,089 total
includes taxes & fees
Sep 21 - Sep 22
Greenporter Hotel
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (77)
"Shelter Island is definitely a gem"
The price is ₩397,896
₩500,054 total
includes taxes & fees
Oct 9 - Oct 10
The Pridwin Hotel
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very Good, (843)
"Staff and check in was easy and great "
The price is ₩160,434
₩190,619 total
includes taxes & fees
Oct 1 - Oct 2
Kenny's Tipperary Inn
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (192)
"front desk staff / vibe / beach"
The price is ₩199,087
₩227,457 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Vista Resort
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1010)
"A beautiful resort"
The price is ₩275,798
₩341,075 total
includes taxes & fees
Sep 25 - Sep 26
Water's Edge Resort & Spa
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very Good, (199)
"Great location, amazing view, clean, friendly and helpful staff."
The price is ₩182,879
₩208,939 total
includes taxes & fees
Oct 5 - Oct 6
Ocean Surf Resort
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (107)
"Great place"
The price is ₩272,278
₩313,121 total
includes taxes & fees
Sep 23 - Sep 24
The Niantic Inn
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (898)
"It was clean and quiet"
The price is ₩112,260
₩132,966 total
includes taxes & fees
Oct 16 - Oct 17
Super 8 by Wyndham Old Saybrook
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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Where to stay in Shelter Island

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

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 Crescent Beach.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Sunset Beach, some noteworthy sights in the nearby area.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Sunset Beach and Crescent Beach.

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
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

Top Shelter Island Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Thank you for such a wonderful vocation! We enjoyed our stay, and would go back there again."
Luiza Torab 2-night trip
Posted 6 days ago
Montauk Yacht Club

More cheap stays in Shelter Island

More cheap stays in Shelter Island

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT
The price is ₩135,474 per night from Sep 23 to Sep 24
₩135,474
₩155,795 total
Sep 23 - Sep 24
includes taxes & fees
7.6/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Montauk Yacht Club and The Atlantic Hotel. See all available top hotels, or 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 Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Offers 2 outdoor pools, a children's pool, and a private beach. The Atlantic Hotel and Marram 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 95 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.

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.

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