Shelter Island Hotels

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Aug 12 - Aug 13
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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, (1230)
"I had the best time and highly recommend this hotel!"
The price is P16,944
P20,475 total
includes taxes & fees
Sep 1 - Sep 2
Montauk Manor
Beachcomber Resort at Montauk
Seasonal outdoor pool

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (565)
"Clean, friendly and great location. "
Beachcomber Resort at Montauk
Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (209)
"Beautiful resort in a great location "
The price is P18,689
P32,107 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, (1005)
"Friendly staff, good restaurant "
The price is P20,055
P24,204 total
includes taxes & fees
Aug 26 - Aug 27
Saybrook Point Resort & Marina
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (904)
"great stay "
The Atlantic Hotel
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, (652)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is P35,941
P49,053 total
includes taxes & fees
Sep 2 - Sep 3
Gurney's Montauk Resort & Seawater Spa
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very Good, (186)
"Great location "
The price is P13,495
P15,418 total
includes taxes & fees
Sep 7 - Sep 8
Ocean Surf Resort
Hampton Bays Hotel on Main
1 bedroom, in-room safe, individually decorated, individually furnished

Hampton Bays Hotel on Main

2.0 star property
6.4 out of 10, (47)
"As long as you aren’t utilizing the hotel to sleep it is great. The rooms are above a bar that plays music till late in the night. Rooms themselves are great, just a tough location with no parking "
Hampton Bays Hotel on Main
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (167)
"Great place "
Greenporter Hotel
Offshore Montauk
Outdoor pool

Offshore Montauk

2.0 star property
9.6 out of 10, Exceptional, (32)
"Great stay"
The price is P17,065
P26,014 total
includes taxes & fees
Sep 3 - Sep 4
Offshore Montauk
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (356)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is P18,017
P20,584 total
includes taxes & fees
Aug 18 - Aug 19
The Preston House & Hotel
The Harbor Front Inn
Lobby

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (499)
"Great location "
The price is P12,501
P17,074 total
includes taxes & fees
Sep 7 - Sep 8
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, (1002)
"Great family resort with a range of dinner options. "
The price is P14,205
P17,320 total
includes taxes & fees
Sep 7 - Sep 8
Water's Edge Resort & Spa
The Montauk Soundview
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 P14,007
P17,553 total
includes taxes & fees
Sep 8 - Sep 9
The Montauk Soundview
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 location, friendly staff, overall it’s a great option!"
The price is P4,570
P5,255 total
includes taxes & fees
Aug 17 - Aug 18
Pier Blue Inn Old Saybrook - Essex
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1002)
"Luxurious, quiet, and a wonderful, indulgent place to restore."
Montauk Yacht Club
Sole East Resort
Seasonal outdoor pool

Sole East Resort

3.0 star property
7.8 out of 10, Good, (102)
"Nice vibe at the pool area and overall the help os super.. Beautiful gardens and very accessible to everything in Montauk!!!"
The price is P17,919
P22,334 total
includes taxes & fees
Sep 8 - Sep 9
Sole East Resort
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (630)
"Great place to stay"
The Hampton Maid
Hampton's Vacation Inn
Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (298)
"Property maintain nice and very clean and private."
The price is P12,589
P14,384 total
includes taxes & fees
Aug 14 - Aug 15
Hampton's Vacation Inn
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, (423)
"Nice rooms and kind, helpful staff. Continental breakfast is a great perk!"
The price is P13,116
P14,985 total
includes taxes & fees
Sep 1 - Sep 2
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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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

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Bed was comfortable. Shower was very good. "
Edward 3-night trip
Posted 2 days ago
The Atlantic 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 traveler data. Other good choices for your trip to the area are Beachcomber Resort at Montauk and Sound View Greenport. 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. Beachcomber Resort at Montauk and Sound View Greenport 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.