Find Hotels in Shelter Island, NY

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Waterfront House With Dock And Private Beach
0.43 mi from city center
5/5Exceptional! (11 reviews)
Shelter Island Idyll
"Our family vacation at this property was delightful. The house had everything needed and more, and the owners were very responsive. The instructions were brief and simple to follow, and all of the appliances worked well. The private beach was a two-minute walk away, and most days we had it completely ..."

Reviewed on Aug 24, 2021

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Waterfront House With Dock And Private Beach
Paradise Found on Shelter Island
1.27 mi from city center
5/5Exceptional! (3 reviews)
Lovely!
"Such a great house. Couldn’t have been better for our group. So many nice little touches and Mary is just lovely!! Would definitely stay again."

Reviewed on Aug 21, 2021

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Paradise Found on Shelter Island
Shelter Island - Newly Renovated Home with Heated Outdoor Pool
0.74 mi from city center
5/5Exceptional! (1 review)
Great stay in Shelter!
"Spent a great week with friends and my pups here. Owners and property manager were great and super responsive. Beautiful backyard with big pool and super close to Wade’s beach. The house has everything you need for a perfect stay! I will be back!"

Reviewed on Aug 30, 2021

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Shelter Island - Newly Renovated Home with Heated Outdoor Pool
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Stylish Island Life With Summer Lake, Beach, or Heated Pool
Most Private House With Pool With Ocean View
Peaceful get away with Tranquil Salt Water Pool
1.3 mi from city center
5/5Exceptional! (3 reviews)
Great house and amazing property
"We had a wonderful stay, between the relaxing house and beautiful property, along with the close proximity to what all Shelter Island has to offer. We were sad to leave and hope to stay again!"

Reviewed on Sep 1, 2021

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Peaceful get away with Tranquil Salt Water Pool
Kenny's Tipperary Inn
2 out of 5
432 West Lake Drive, Montauk, NY
The price is $99 per night from Oct 17 to Oct 17
19.42 mi from city center
4.1/5Very Good! (485 reviews)
"Nice to play to stay reasonably priced"

Reviewed on Sep 13, 2021

Kenny's Tipperary Inn
Shorewood Inn
2.5 out of 5
1399 Main Rd, Riverhead, NY
The price is $135 per night from Sep 19 to Sep 19
16.25 mi from city center
4.5/5Wonderful! (224 reviews)
"Good"

Reviewed on Sep 9, 2021

Shorewood Inn
Brand New House in Beach Community on Shelter Island, NY
New Listing: Garden Cottage, Wetlands, Landscaped Gardens, Solar Panels
5/5Exceptional! (1 review)
Great property
"The house is beautiful and comfortable. The house had everything we needed with a few added touches that made it feel cozy. The owner was easy to communicate with and addressed issues quickly."

Reviewed on Aug 12, 2021

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New Listing: Garden Cottage, Wetlands, Landscaped Gardens, Solar Panels
Southampton Inn
3 out of 5
91 Hill Street, Southampton, NY
The price is $250 per night from Oct 4 to Oct 4
12.74 mi from city center
4.1/5Very Good! (325 reviews)
"it was well maintained convenient with great staff"

Reviewed on Sep 13, 2021

Southampton Inn
Plum Guide - Sunrise Dew
3 out of 5
5 Pheasant Lane' Shelter Island, NY, Shelter Island, NY
1.03 mi from city center
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Plum Guide - Sunrise Dew
Beachcomber at Montauk
3 out of 5
727 Old Montauk Highway, Montauk, NY
The price is $194 per night from Oct 13 to Oct 13
18.59 mi from city center
4.6/5Exceptional! (251 reviews)
"Proximity to downtown Montauk and access to the beach, as well as our view from our room were what we liked most."

Reviewed on Sep 12, 2021

Beachcomber at Montauk
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $119 per night from Oct 11 to Oct 11
19.01 mi from city center
4.5/5Wonderful! (567 reviews)
"This property was beyond beautiful! We felt as if we were living the life of loyalty while staying here. Immaculate living area! We got a 2 bedroom loft and it was lovely. Too bad we only were able to stay one night! Everyone should stay here if you're staying in montauk!"

Reviewed on Sep 15, 2021

Montauk Manor
Sound View Greenport
3 out of 5
58775 Route 48, Greenport, NY
The price is $325 per night from Sep 27 to Sep 27
5.02 mi from city center
4/5Very Good! (233 reviews)
"Wonderfully kept Property. Great view of The ocean. Terrific breakfast. Highly recommend"

Reviewed on Jul 13, 2021

Sound View Greenport
The Atlantic Hotel
2.5 out of 5
1655 County Road 39, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is $145 per night from Oct 3 to Oct 3
13.42 mi from city center
3.4/5 (610 reviews)
"Expectations were low because of lower price point, but our stay was perfect. Roo. S spotless and renovated. Great beds and linens. Pool area is great with lounges and umbrellas. Its the perfect affordable hamptons stay."

Reviewed on Aug 28, 2021

The Atlantic Hotel
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is $229 per night from Sep 21 to Sep 21
16.66 mi from city center
4.3/5Excellent! (588 reviews)
"This is a very good place to be without get out of the state of CT. The staff is very kind and friendly. The only negative thing to improve is that the food is overpriced."

Reviewed on Aug 27, 2021

Water's Edge Resort & Spa
Marram
4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is $415 per night from Oct 12 to Oct 12
19.69 mi from city center
4.1/5Very Good! (89 reviews)
"Great place but Needs tv in rooms Needs beer and wine license"

Reviewed on Aug 28, 2021

Marram
Gurney’s Star Island Resort & Marina
3.5 out of 5
32 Star Island Rd, Montauk, NY
The price is $332 per night from Oct 11 to Oct 11
19.84 mi from city center
4.1/5Very Good! (779 reviews)
"Pricey, but overall a very nice and relaxing stay. There is Something for everyone to do."

Reviewed on Aug 19, 2021

Gurney’s Star Island Resort & Marina
Gurney's Montauk Resort & Seawater Spa
4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is $528 per night from Sep 26 to Sep 26
17.06 mi from city center
4.2/5Very Good! (409 reviews)
"Everything was generally great, but there was a massive bee problem at the property! For such a luxury resort, I imagine it wouldn't be much trouble to have a professional service pre-treat the area to reduce the prevalence of bees and other insects. At Tillie's breakfast outside on the deck, all ..."

Reviewed on Sep 11, 2021

Gurney's Montauk Resort & Seawater Spa
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Visiting 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.

  • There are 3 hotels and other accommodations in Shelter Island
  • The closest major airport is in East Hampton, NY (HTO), 7.6 mi (12.2 km) from the city center
  • The next closest is in Fishers Island, NY (FID-Elizabeth Field), 20 mi (32.2 km) away

Sightseeing and Staying in Shelter Island

Notable city landmarks like Havens House and Sylvester Manor might be worth a visit. The picturesque setting of Mashomack Preserve and Wades Beach exemplify the city's natural beauty. Additionally, you might want to add Shelter Island Historical Society to your agenda.

As you make plans for a getaway to Shelter Island, your ideal accommodation may not be in the heart of the city but you'll find 241 hotels and lodging options locally. Below are places to stay in the area:

  • Immaculate New Construction Summer Getaway Home on Shelter Is. With Heated Pool is 1.5 mi (2.4 km) from the center of Shelter Island. This 3.5-star resort in Westbrook features a full-service spa, a private beach, and 3 restaurants. Our customers like its bar and clean, comfortable rooms.
  • Summer On Shelter Isle is 1.3 mi (2.1 km) from central Shelter Island. Guests who stay at this 4-star resort in Montauk can enjoy access to a full-service spa and a private beach, along with free WiFi. It's a favorite with Expedia travelers for its helpful staff and clean, comfortable rooms.
  • Joyful and Chic on Shelter Island is located 1.4 mi (2.2 km) from the heart of Shelter Island. This 3.5-star hotel in Montauk features a marina, 2 outdoor pools, and a private beach. It's a favorite with Expedia travelers for its family-friendly amenities and dining options.

Dressing for Shelter Island

  • Between January and March, daytime temperatures average 52°F, while nighttime temperatures stay around 19°F
  • From April to June, the average is 79°F during the day and 31°F at night
  • July through September sees average temperatures of 81°F during the day and 46°F at night
  • In October-December, you can expect 68°F as the daytime average and 21°F as the nighttime average
  • About 46.85 inches of rain falls on Shelter Island each year
  • July and August are usually the hottest months averaging 80°F, while February and January are usually the coldest with an average temperature of 20°F

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