Find hotels in Shelter Island, NY from 2.426.441 ₫

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12 Oct - 13 Oct
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13 Oct - 14 Oct
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17 Oct - 19 Oct
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24 Oct - 26 Oct

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Top 10 Shelter Island hotels and places to stay

Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
The price is 5.333.850 ₫
6.609.759 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Montauk Manor
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, (670)
"Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. "
The price is 8.000.775 ₫
10.919.774 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Gurney's Montauk Resort & Seawater Spa
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (64)
"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!"
Hampton Bays Hotel on Main
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (951)
"Love the area love the room size clean parking was perfect "
The Atlantic Hotel
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1011)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is 2.109.834 ₫
2.426.441 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Pier Blue Inn Old Saybrook - Essex
Beachcomber Resort at Montauk
Seasonal outdoor pool

Beachcomber Resort at Montauk

3.0 star property
9.4 out of 10, Exceptional, (602)
"Lovely stay and great staff! "
Beachcomber Resort at Montauk
Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (234)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
The price is 5.254.830 ₫
8.411.119 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Marram
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (215)
"The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again "
The price is 3.475.695 ₫
3.970.982 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Ocean Surf Resort
Offshore Montauk
View from room

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (58)
"Great place."
The price is 4.006.314 ₫
7.586.559 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Offshore Montauk
The Harbor Front Inn
One Bedroom Harbor View Terrace Suite | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (522)
"Great location ,beautiful hotel,nice staff"
The price is 4.350.578 ₫
6.259.616 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (669)
"Love this place "
The price is 7.467.390 ₫
8.531.492 ₫ total
includes taxes & fees
17 Oct - 18 Oct
The Hampton Maid
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"We have stayed there before so have been pleased with it."
The price is 2.462.790 ₫
2.832.208 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (277)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
Ocean Vista Resort
View from property

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."
Ocean Vista Resort
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (263)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Montauk Blue Hotel
King Ocean Front | Balcony view

Montauk Blue Hotel

2.0 star property
9.2 out of 10, Wonderful, (158)
"The beach view is spectacular the surrounding area has everything you need for a each getaway"
The price is 3.134.460 ₫
3.581.121 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Montauk Blue Hotel
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is 3.318.840 ₫
3.791.643 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Hampton's Vacation Inn
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (322)
"the staff was exceptional and our dinner was very good"
The price is 7.969.957 ₫
9.165.451 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Madison Beach Hotel
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (365)
"Everything about the Preston House was great the staff are amazing and they were so helpful throughout the booking and stay! "
The price is 5.971.541 ₫
6.822.486 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (195)
"Beach view and cozy vibes"
The price is 4.741.200 ₫
6.770.960 ₫ total
includes taxes & fees
19 Oct - 20 Oct
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 for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island

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.

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.

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.
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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.
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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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Great place."
Julien 1-night trip
Posted 8 days ago
Offshore Montauk

More cheap stays in Shelter Island

The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39, Southampton, NY
Get rates
7/10 Good! (948 reviews)

Hotels in Shelter Island with star rating

Frequently asked questions

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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