Find hotels in Shelter Island, NY from ฿2,421

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25 Aug - 26 Aug
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26 Aug - 27 Aug
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29 Aug - 31 Aug
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5 Sep - 7 Sep

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Top 10 Shelter Island hotels and places to stay

Our top choices for Shelter Island hotels

Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (269)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is ฿2,560
฿2,944 total
includes taxes & fees
1 Sept - 2 Sept
Clinton Motel
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"Perfect spot for my visit"
The price is ฿3,263
฿3,752 total
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1009)
"Good budget friendly hotel"
The price is ฿2,596
฿2,985 total
includes taxes & fees
1 Sept - 2 Sept
Pier Blue Inn Old Saybrook - Essex
Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
Shorewood Inn
Liberty Inn
Property grounds

Liberty Inn

2.0 star property
7.4 out of 10, Good, (620)
"Service at front desk was very good!"
The price is ฿2,888
฿3,321 total
includes taxes & fees
26 Aug - 27 Aug
Liberty Inn
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (186)
"Close to town and pool was great!"
Greenporter Hotel
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (895)
"This was convenient to the highway and to a wedding we were attending at Water's Edge."
The price is ฿2,421
฿2,868 total
includes taxes & fees
26 Aug - 27 Aug
Super 8 by Wyndham Old Saybrook
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, (444)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is ฿2,464
฿2,834 total
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Inn & Suites Old Saybrook Westbrook
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The Pridwin Hotel
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is ฿9,042
฿10,398 total
includes taxes & fees
28 Aug - 29 Aug
Copper Beech Inn
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (242)
"Everything was fantastic, will stay again!"
The Captain Stannard
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, high chair, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (303)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is ฿5,833
฿6,665 total
includes taxes & fees
27 Aug - 28 Aug
Hampton's Vacation Inn
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (159)
"Charming, beautiful inn; excellent food and service."
The price is ฿7,193
฿7,984 total
includes taxes & fees
23 Sept - 24 Sept
Westbrook Inn B&B
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is ฿6,367
฿7,322 total
includes taxes & fees
4 Sept - 5 Sept
The Niantic Inn
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (322)
"Great place!"
The price is ฿6,806
฿8,700 total
includes taxes & fees
3 Sept - 4 Sept
The Bentley Hotel Southampton
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (75)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is ฿7,963
฿9,097 total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek
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 ฿37,917
฿43,321 total
includes taxes & fees
31 Aug - 1 Sept
Wainscott Woods Retreat
Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Love this place!!! Beautiful view ! "
The price is ฿8,394
฿9,653 total
includes taxes & fees
2 Sept - 3 Sept
Inn at Harbor Hill Marina
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (192)
"Great location, amazing view, clean, friendly and helpful staff."
The price is ฿4,095
฿4,678 total
includes taxes & fees
15 Sept - 16 Sept
Ocean Surf Resort
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 for the activities you enjoy most.

Menantic Creek

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

Silver Beach

While Silver Beach may 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

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Hay Beach

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

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do 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
Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"We have stayed at a lot of different places over the years, But this by far was our best trip to date. The property was all that was promised. Clean and beautiful. It’s a must stay if your heading to Montauk."
William 2-night trip
Posted 14 hours ago
Montauk Blue Hotel

Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 21 mi (33.9 km) from the heart of Shelter Island, Marram is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Beachcomber Resort at Montauk and Montauk Yacht Club. 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! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

What's the best dog-friendly accommodation option in Shelter Island?

Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.

What's the best hotel 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 accommodation options with pools in Shelter Island?

Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Beachcomber Resort at Montauk and Montauk Yacht Club are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.

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 94 hotels and other accommodation options 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 itinerary are Shelter Island Whale's Tail and Gardiner's Bay Country Club. Take a look at what more there is to see and do in Expedia's Shelter Island guide.

What's the seasonal weather in Shelter Island?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.