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Compare 4,750 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1223)
"Great hotel"
The price is ₩412,673
₩498,681 total
includes taxes & fees
Sep 1 - Sep 2
Montauk Manor
Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (198)
"Beautiful resort in a great location "
The price is ₩455,190
₩781,983 total
includes taxes & fees
Sep 2 - Sep 3
Marram
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Beautiful spot and great accommodations—can’t wait to return! "
The price is ₩498,959
₩601,599 total
includes taxes & fees
Aug 26 - Aug 27
Saybrook Point Resort & Marina
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | 1 bedroom, in-room safe, individually decorated, individually furnished

Hampton Bays Hotel on Main

2.0 star property
6.4 out of 10, (44)
"Very happy"
The price is ₩228,802
₩261,406 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Bays Hotel on Main
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (650)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is ₩1,250,523
₩1,706,769 total
includes taxes & fees
Sep 1 - Sep 2
Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (887)
"great stay "
The price is ₩348,896
₩433,351 total
includes taxes & fees
Aug 3 - Aug 4
The Atlantic Hotel
The Harbor Front Inn
Lobby

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (494)
"Great location wonderful breakfast selections "
The price is ₩341,143
₩457,756 total
includes taxes & fees
Sep 1 - Sep 2
The Harbor Front Inn
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (153)
"Great place "
The price is ₩212,064
₩242,283 total
includes taxes & fees
Sep 2 - Sep 3
Greenporter Hotel
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Great family resort with a range of dinner options. "
The price is ₩415,452
₩501,738 total
includes taxes & fees
Aug 28 - Aug 29
Water's Edge Resort & Spa
The Montauk Soundview
Cottage, 2 Bedrooms (Waterfront) | Individually decorated, individually furnished, iron/ironing board

The Montauk Soundview

3.0 star property
8.6 out of 10, Excellent, (293)
"Great clean accommodations close to everything. "
The price is ₩341,143
₩427,527 total
includes taxes & fees
Sep 1 - Sep 2
The Montauk Soundview
Offshore Montauk
Outdoor pool

Offshore Montauk

2.0 star property
9.4 out of 10, Exceptional, (29)
"Great stay"
The price is ₩625,947
₩874,384 total
includes taxes & fees
Sep 2 - Sep 3
Offshore Montauk
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1000)
"Very nice restaurant. "
The price is ₩495,207
₩724,354 total
includes taxes & fees
Sep 1 - Sep 2
Montauk Yacht Club
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (355)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is ₩438,808
₩501,339 total
includes taxes & fees
Aug 3 - Aug 4
The Preston House & Hotel
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very Good, (183)
"Great location and view of beach"
The price is ₩336,599
₩384,564 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Surf Resort
Sole East Resort
Seasonal outdoor pool

Sole East Resort

3.0 star property
7.6 out of 10, Good, (95)
"Great location Beautiful boutique style hotel Always a great stay"
The price is ₩498,959
₩615,383 total
includes taxes & fees
Sep 2 - Sep 3
Sole East Resort
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (623)
"Great stay and beautiful property "
The price is ₩362,651
₩414,329 total
includes taxes & fees
Sep 2 - Sep 3
The Hampton Maid
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (275)
"Great location Rooms are very small but still amazing "
The price is ₩836,599
₩1,051,397 total
includes taxes & fees
Aug 4 - Aug 5
Baron's Cove
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1003)
"Great location. "
The price is ₩111,297
₩127,998 total
includes taxes & fees
Aug 4 - Aug 5
Pier Blue Inn Old Saybrook - Essex
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, (1001)
"Great location and pool, close to a wonderful restaurant "
The price is ₩153,536
₩176,566 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn Old Saybrook - Westbrook
Bayview Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free cabanas

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (418)
"Clean property and rooms, super friendly staff, beautiful bay view!"
The price is ₩353,064
₩403,377 total
includes taxes & fees
Sep 2 - Sep 3
Bayview 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 and neighborhoods for the activities you enjoy most.
Menantic Creek map

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 map

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 map

Coecles Harbor

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

Hay Beach map

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 map

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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Very clean and nice i fully recommend "
Renata 1-night trip
Posted 17 hours ago
The Bentley Hotel Southampton

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 traveler data. Other good choices for your trip to the area are Quality Inn Old Saybrook - Westbrook 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, 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?

Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and sun loungers. Quality Inn Old Saybrook - Westbrook and Montauk Yacht Club 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 93 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 Shelter Island Whale's Tail and Gardiner's Bay Country Club. 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.