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Shelter Island Hotels

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Jun 11 - Jun 12
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Top 10 trending Shelter Island hotels

Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1192)
"Nice historical building. Rooms well appointed and a beautiful view."
The price is P15,024
P18,258 total
includes taxes & fees
Jun 12 - Jun 13
Montauk Manor
Beachcomber Resort at Montauk
Seasonal outdoor pool

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (526)
"It is the perfect location...across street from ocean and walkable to town."
The price is P17,099
P21,210 total
includes taxes & fees
Jun 12 - Jun 13
Beachcomber Resort at Montauk
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, (634)
"Beautiful property. We really enjoyed our stay!"
The price is P44,386
P60,580 total
includes taxes & fees
Jun 15 - Jun 16
Gurney's Montauk Resort & Seawater Spa
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1004)
"It was a 25th wedding anniversary and it was the perfect place. We had a Corner Room overlooking the marina and it was just magical."
The price is P19,044
P23,018 total
includes taxes & fees
Jun 15 - Jun 16
Saybrook Point Resort & Marina
Hampton Bays Hotel on Main
1 bedroom, in-room safe, individually decorated, individually furnished

Hampton Bays Hotel on Main

2.0 star property
6.6 out of 10, (27)
"Decent place definitely clean. No staff on premises so good luck getting more towels "
Hampton Bays Hotel on Main
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (860)
"Great little property! Very nice!"
The Atlantic Hotel
Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (165)
"We had a very nice time at Marram."
The price is P15,876
P28,661 total
includes taxes & fees
Jun 15 - Jun 16
Marram
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very Good, (171)
"Great time with my wife. Great location and great hotel!"
The price is P12,833
P15,542 total
includes taxes & fees
Jun 12 - Jun 13
Ocean Surf Resort
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1003)
"Love our stay everytime. The best hotel in Montauk"
Montauk Yacht Club
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (109)
"Great hotel!"
Greenporter Hotel
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (251)
"Perfect spot, you can walk to anything in minutes "
The price is P21,160
P26,593 total
includes taxes & fees
Jun 16 - Jun 17
Baron's Cove
The Harbor Front Inn
View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (467)
"Location is great and very convenient to the ferry to shelter island. Staff are all nice and friendly. "
The price is P12,510
P16,804 total
includes taxes & fees
Jun 16 - Jun 17
The Harbor Front Inn
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1001)
"It was a wonderful stay except for the weather! Very friendly staff."
The price is P16,694
P20,161 total
includes taxes & fees
Jun 18 - Jun 19
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (972)
"Great location, close to nice shoreline towns, shopping and beaches. Pet friendly too !"
The price is P4,857
P5,585 total
includes taxes & fees
Jun 29 - Jun 30
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, (1005)
"This hotel is in a nice quiet area of Old Saybrook close to restaurants, shopping stores and Amtrak."
The price is P6,168
P7,094 total
includes taxes & fees
Jun 17 - Jun 18
Quality Inn Old Saybrook - Westbrook
Montauk Blue Hotel
1 bedroom, hypo-allergenic bedding, laptop workspace, blackout drapes

Montauk Blue Hotel

2.0 star property
9.2 out of 10, Wonderful, (69)
"Great stay! "
The price is P9,436
P10,780 total
includes taxes & fees
Jun 15 - Jun 16
Montauk Blue Hotel
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (595)
"Great plce to stay"
The price is P13,763
P15,724 total
includes taxes & fees
Jun 12 - Jun 13
The Hampton Maid
The Montauk Soundview
1 bedroom, individually decorated, individually furnished

The Montauk Soundview

3.0 star property
8.8 out of 10, Excellent, (283)
"Very lovable place. Frequent visitor. The room we had did not have a working remote for air conditioner. Was a little uncomfortable sleeping on one humid night. "
The price is P12,148
P15,397 total
includes taxes & fees
Jun 12 - Jun 13
The Montauk Soundview
Hampton's Vacation Inn
Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (279)
"Beautiful property and kind staff. Very comfortable stay."
The price is P7,285
P8,323 total
includes taxes & fees
Jun 12 - Jun 13
Hampton's Vacation Inn
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (166)
"Absolutely perfect- The staff makes you feel like you own a part of it."
The price is P15,826
P23,502 total
includes taxes & fees
Jun 16 - Jun 17
Hero Beach Club
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. Learn more about Shelter Island
Learn more about Shelter Island
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 Shelter Island Historical Society and Sunset 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 Shell Beach and Mashomack Preserve.

Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting, and beaches.

See all hotels in Shelter Island
Photo by tom owens
Open Photo by tom owens

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 Blue Hotel 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?

Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Offers sun loungers, an indoor pool, and complimentary wireless internet access. Montauk Yacht Club and Baron's Cove 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.