Find hotels in Shelter Island, NY from ฿3,008

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28 Oct - 29 Oct
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29 Oct - 30 Oct
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31 Oct - 2 Nov
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Top 10 Shelter Island hotels and places to stay

Front of property – evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1258)
"Always excellent, even suring my eleventh stay."
United States
Daryl
The price is ฿4,937
฿6,281 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, (1004)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is ฿7,842
฿9,835 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, (679)
"Unbelievable stay! Staff was very accommodating. Beautiful views. Redone very nicely"
United States
Lauren
The price is ฿10,286
฿14,039 total
includes taxes & fees
30 Oct - 31 Oct
Gurney's Montauk Resort & Seawater Spa
Outdoor pool
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (961)
"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, (1011)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
The price is ฿2,616
฿3,008 total
includes taxes & fees
29 Oct - 30 Oct
Pier Blue Inn Old Saybrook - Essex
Deluxe Double Room, 1 King Bed, City View | 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
Seasonal outdoor pool, pool umbrellas, pool loungers
Marram
Marram
4.0 star property
8.8 out of 10, Excellent, (241)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
The price is ฿6,480
฿10,389 total
includes taxes & fees
16 Nov - 17 Nov
Marram
Exterior
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1011)
"We love the stay everything was perfect"
United States
angelica
The price is ฿7,478
฿9,163 total
includes taxes & fees
31 Oct - 1 Nov
Water's Edge Resort & Spa
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, (1009)
"Everything was good, had a quiet happy stay."
United States
Aishwariya
The price is ฿3,053
฿3,511 total
includes taxes & fees
11 Nov - 12 Nov
Quality Inn Old Saybrook - Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (526)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
The price is ฿5,719
฿8,132 total
includes taxes & fees
11 Nov - 12 Nov
The Harbor Front Inn
Property grounds
The Hampton Maid
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (676)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The Hampton Maid
Exterior
Zey Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (282)
"Such a cute little hotel. Stayed one night bc we had a wedding in the area. Everything was great - the staff was exceptional."
United States
Phyllis
Zey Hotel
View from room
Offshore Montauk
Offshore Montauk
2.0 star property
9.4 out of 10, Exceptional, (63)
"Great place "
United States
Kevin
The price is ฿4,967
฿9,405 total
includes taxes & fees
11 Nov - 12 Nov
Offshore Montauk
Exterior
Madison Beach Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (327)
"Beautiful hotel ! Great waterviews, staff and restaurant food !"
United States
Kim
The price is ฿8,006
฿9,207 total
includes taxes & fees
13 Nov - 14 Nov
Madison Beach Hotel
King Ocean Front | Balcony view
Montauk Blue Hotel
Montauk Blue Hotel
2.0 star property
9.2 out of 10, Wonderful, (174)
"The beach view is spectacular the surrounding area has everything you need for a each getaway"
United States
Jason
The price is ฿3,886
฿4,440 total
includes taxes & fees
9 Nov - 10 Nov
Montauk Blue Hotel
View from property
Ocean Vista Resort
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (198)
"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
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 ฿6,433
฿7,350 total
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (433)
"A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. "
United States
Michelle
The price is ฿3,497
฿4,520 total
includes taxes & fees
29 Oct - 30 Oct
Hamlet Inn
Indoor pool, 2 outdoor pools
Montauk Yacht Club
Montauk Yacht Club
4.0 star property
8.6 out of 10, Excellent, (1005)
"Wonderful hotel and location "
United States
FIONA
Montauk Yacht Club
Apartment, 2 Bedrooms | Private kitchen | 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, (322)
"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 ฿4,408
฿5,037 total
includes taxes & fees
29 Oct - 30 Oct
Hampton's Vacation Inn
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 Sunset Beach 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 Sunset Beach and Crescent 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

This historic 1896 golf club showcases rolling fairways with stunning views of Gardiner's Bay and Coecles Harbour. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse.
See properties

Mashomack Preserve

Explore 2,039 acres of pristine wilderness across diverse ecosystems at Mashomack Preserve. The 20+ miles of trails offer intimate encounters with over 200 bird species in tidal creeks, oak forests, and marshes.
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
Central Park summer

Top Shelter Island Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Perfect "
Anthony 1-night trip
Posted 20 hours ago
The Atlantic Hotel

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 ฿2,616 per night from 29 Oct to 30 Oct
฿2,616
฿3,008 total
29 Oct - 30 Oct
includes taxes & fees
7.8/10 Good! (1,007 reviews)

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. 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: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel and Quality Inn Old Saybrook - Westbrook 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 Wades Beach. 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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