Shelter Island hotels from RM389

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21 Oct - 22 Oct
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22 Oct - 23 Oct
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24 Oct - 26 Oct
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Top 10 trending Shelter Island hotels

Front of property – evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1256)
"Beautiful grounds, excellent staff"
United States
Jess
The price is RM639
RM813 total
includes taxes & fees
3 Nov - 4 Nov
Montauk Manor
Exterior
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1015)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is RM1,015
RM1,273 total
includes taxes & fees
6 Nov - 7 Nov
Saybrook Point Resort & Marina
Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very good, (671)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "
United States
Amandip
The price is RM1,252
RM1,709 total
includes taxes & fees
4 Nov - 5 Nov
Gurney's Montauk Resort & Seawater Spa
In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (65)
"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!"
United States
Olivia
Hampton Bays Hotel on Main
Outdoor pool
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (957)
"Very nice staff and great location "
United States
Granger
The Atlantic Hotel
Property grounds
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very good, (1000)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
United States
Laura
The price is RM338
RM389 total
includes taxes & fees
22 Oct - 23 Oct
Pier Blue Inn Old Saybrook - Essex
Seasonal outdoor pool, pool umbrellas, pool loungers
Marram
Marram
4.0 star property
8.8 out of 10, Excellent, (238)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
The price is RM839
RM1,344 total
includes taxes & fees
16 Nov - 17 Nov
Marram
View from property
Ocean Surf Resort
Ocean Surf Resort
2.0 star property
8.4 out of 10, Very good, (220)
"Everything was great "
United States
Darryl
The price is RM478
RM546 total
includes taxes & fees
22 Oct - 23 Oct
Ocean Surf Resort
Exterior
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
United States
angelica
The price is RM968
RM1,186 total
includes taxes & fees
27 Oct - 28 Oct
Water's Edge Resort & Spa
Property grounds
The Hampton Maid
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (673)
"Love this place "
United States
Diane
The Hampton Maid
View from room
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (524)
"Great location ,beautiful hotel,nice staff"
United States
ROBERT
The price is RM698
RM1,004 total
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1013)
"Breakfast was bomb"
United States
Jostiena
The price is RM395
RM454 total
includes taxes & fees
3 Nov - 4 Nov
Quality Inn Old Saybrook - Westbrook
View from room
Offshore Montauk
Offshore Montauk
2.0 star property
9.4 out of 10, Exceptional, (62)
"Great place "
United States
Kevin
The price is RM643
RM1,217 total
includes taxes & fees
4 Nov - 5 Nov
Offshore Montauk
Exterior
Zey Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (280)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
United States
Alexandra
Zey Hotel
View from property
Ocean Vista Resort
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
United States
kayla c
Ocean Vista Resort
Balcony view
Montauk Blue Hotel
Montauk Blue Hotel
2.0 star property
9.2 out of 10, Wonderful, (164)
"The beach view is spectacular the surrounding area has everything you need for a each getaway"
United States
Jason
The price is RM503
RM575 total
includes taxes & fees
9 Nov - 10 Nov
Montauk Blue Hotel
Exterior
Madison Beach Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (324)
"the staff was exceptional and our dinner was very good"
United States
john
The price is RM1,036
RM1,191 total
includes taxes & fees
30 Oct - 31 Oct
Madison Beach Hotel
Microwave, coffee/tea maker, cookware/dishes/utensils
Hampton's Vacation Inn
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (318)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
United States
Maggie
The price is RM532
RM608 total
includes taxes & fees
22 Oct - 23 Oct
Hampton's Vacation Inn
Front of property
The Preston House & Hotel
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (366)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is RM958
RM1,095 total
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Indoor pool, 2 outdoor pools
Montauk Yacht Club
Montauk Yacht Club
4.0 star property
8.6 out of 10, Excellent, (1004)
"Wonderful hotel and location "
United States
FIONA
Montauk Yacht 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 for the activities you enjoy most.

Coecles Harbor

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

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.

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 Mashomack Preserve and Sunset Beach.

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.

Stay near popular Shelter Island attractions

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
See properties

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.
See properties

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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Beautifully renovated , super clean property. High quality sheets, towels, very comfortable bed. We enjoyed easy access to the beach and short distance to many dining options. Had wonderful stay and can't wait to come back."
Andrzej 2-night trip
Posted 4 days ago
Offshore Montauk

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT
The price is RM338 per night from 22 Oct to 23 Oct
RM338
RM389 total
22 Oct - 23 Oct
includes taxes & fees
7.8/10 Good! (1,014 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 traveller data. Other good choices for your stay in 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! 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?
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 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 95 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 Mashomack Preserve. A couple of additional sights to add to your itinerary are Gardiner's Bay Country Club and Shelter Island Historical Society. 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.

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