Hotels in Shelter Island from P5,331 for 2025 - Fully Refundable Options

Top 10 trending Shelter Island hotels

"Beautiful grounds, excellent staff"

P9,463 total

includes taxes & fees

Nov 3 - Nov 4

"Great place!! "

P18,757 total

includes taxes & fees

Nov 5 - Nov 6

"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "

P24,584 total

includes taxes & fees

Oct 30 - Oct 31

In-room safe, individually decorated, individually furnished, desk

"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!"

"Lovely stay and great staff! "

"Very friendly and helpful staff."

P5,331 total

includes taxes & fees

Oct 6 - Oct 7

"Very nice staff and great location "

P9,123 total

includes taxes & fees

Nov 2 - Nov 3

"The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again "

P8,724 total

includes taxes & fees

Oct 6 - Oct 7

Seasonal outdoor pool, pool umbrellas, sun loungers

"We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well; and the food is amazing. The staff is very helpful and friendly!"

P18,942 total

includes taxes & fees

Oct 13 - Oct 14

"The staff is excellent and very accommodating. Great place in a great location. Would stay here again."

P16,668 total

includes taxes & fees

Oct 19 - Oct 20

"Great location ,beautiful hotel,nice staff"

P13,753 total

includes taxes & fees

Nov 2 - Nov 3

Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

"We have stayed there before so have been pleased with it."

P6,222 total

includes taxes & fees

Nov 2 - Nov 3

"clean and quiet property, great views, amazing staff"

P15,573 total

includes taxes & fees

Oct 26 - Oct 27

"Love this place "

"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."

"Staff was amazing and this hotel is in the perfect location "

"Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!"

"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."

P8,330 total

includes taxes & fees

Oct 7 - Oct 8

"Wonderful hotel and location "

"It is aperfect no-frills hotel right on the beach at an extremely reasonable price, walkable to great dining, shopping and more"

P9,851 total

includes taxes & fees

Oct 26 - Oct 27

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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

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.

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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.

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Coecles Harbor

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

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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.

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Shorewood

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

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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

Top Shelter Island Hotel Reviews

Saybrook Point Resort & Marina

10/10 Excellent

"Fantastic stay. Will return."

The Bentley Hotel Southampton

10/10 Excellent

"Looks can be deceiving. The outside of the the Bentley reminds me of a motel, almost like a Schitt's Creek type (2 floors, walk-up stairs to get to the 2nd floor, etc.) But, I was pleasantly supprised by the room we stayed in. It was a suite and very clean and spacious. The Staff were so friendly and the area surrounding the pool looked really nice as. well. Oh yeah, each room has a record player, don't forget to bring your vinyl. But if you don't bring your own, the hotel has some vinyl records to borrow. Although the pricing seemed a bit high for off-season, I would definitely recommend this hotel."

Offshore Montauk

10/10 Excellent

"Great clean hotel with excellent location in MTK! Newly renovated. Great facilities with gym, sauna, cold plunge, pool. Right across the street from the beach with chairs and towels ready to go. Bikes also available to take. Slightly small rooms, wish we got one on the second floor with a balcony (our first floor room was fairly dark since we felt the need to keep drapes closed at all times). Would highly recommend! "

More cheap stays in Shelter Island

The Atlantic Hotel

1655 County Road 39, Southampton, NY

P6,719

P9,123 total

Nov 2 - Nov 3

includes taxes & fees

7/10 Good! (944 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 Gurney's Montauk Resort & Seawater Spa and Quality Inn Old Saybrook - Westbrook. 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?

Gurney's Montauk Resort & Seawater Spa: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Quality Inn Old Saybrook - Westbrook and Montauk Blue Hotel 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 Mashomack Preserve. 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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Top 10 trending Shelter Island hotels

Montauk Manor