Shelter Island, NY

Travel Guide

Photo by tom owens
Photo by Rich Barton

Where to stay in Shelter Island

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Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.

Menantic Creek
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Silver Beach

While Silver Beach might 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 Shell Beach.

Silver Beach
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Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Sunset Beach, some noteworthy sights in the nearby area.

Coecles Harbor
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Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Hay Beach
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Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Shell Beach and Shelter Island Historical Society.

Shorewood
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Montclair Colony

While Montclair Colony isn't home to many top sights, Shell Beach and Sunset Beach are some notable places to visit nearby.

Montclair Colony
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is AED 545 per night from Apr 21 to Apr 22
AED 545
AED 695 total
includes taxes & fees
21 Apr - 22 Apr
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,149 reviews)
"the location is great and price is reasonable."

Reviewed on 28 March 2025

Montauk Manor
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is AED 724 per night from Apr 6 to Apr 7
AED 724
AED 896 total
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,000 reviews)
"Beautiful room and nice quiet beach."

Reviewed on 1 April 2025

Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is AED 290 per night from Apr 7 to Apr 8
AED 290
AED 334 total
includes taxes & fees
7 Apr - 8 Apr
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (938 reviews)
"It was great for a weekend getaway the commute was reasonable from New York Area was quiet nice , clean and for the first ever there was NO Weed smoking which was so awesome!!! That has been a major problem everywhere we go ! We will definitely go back again !"

Reviewed on 1 April 2025

Pier Blue Inn Old Saybrook - Essex
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.
Work and Play Special!  Extended Stay Discount at a hideaway with Stellar Wifi!
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Shelter Island
Stay at this vacation home in Shelter Island. Enjoy free WiFi, private pools, and a garden. Popular attractions Wades Beach and Mashomack Preserve are located ...
10/10 Exceptional! (41 reviews)
A very special shelter island retreat
"This is the most magical property with a gorgeous pool, beautiful large trees, a pond and a badmitten court. My two children loved it. The property was a 3-4 minute drive from everything and yet felt totally isolated and removed from everything. I will say that the house was more cozy than we expected ..."

Reviewed on 11 September 2024

Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,149 reviews)
"the location is great and price is reasonable."

Reviewed on 28 March 2025

Montauk Manor
Montauk Oceanside Suites
Montauk Oceanside Suites
3 out of 5
115 South Emerson Avenue, Montauk, NY
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Montauk Point and South Edison Beach are ...
8.4/10 Very Good! (368 reviews)
"Had a great stay here . Staff was friendly and check in and out was a breeze . Was very clean and comfortable. Only complaint was I couldn’t get a hot shower . Otherwise place is excellent. Shops , restaurants and bars are all a short walk ."

Reviewed on 2 March 2025

Montauk Oceanside Suites
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.

Popular places to visit