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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

Our top choices for Shelter Island resorts

Bar (on property)

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,005 reviews)
"Very nice place would stay again."
United States
Cary
The price is ￥48,985
￥59,159 total
includes taxes & fees
Aug 26 - Aug 27
Water's Edge Resort & Spa
Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (833 reviews)
"Love the Dolce Cabana beach area, store and upstairs bar area!"
United States
Marco LaMonte
Gurney's Montauk Resort & Seawater Spa
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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Top Shelter Island Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Low cost clean older two story motel close to i95 but far enough from the noise. We were there on a weekday in the summer but I doubt it would be noisier on the weekend. One king bed, tiny microwave, under counter fridge could hold all the cooler stuff and freeze the blue ice packs. The lobby has a good selection of books that I was not expecting. There is a tea shop across the street that might have breakfast, and an Italian restaurant that you could also walk to, but instead we drove a couple miles to get all kinds of goodies at mystic market."
Karen and Doug 1-night trip
Posted 10 hours ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Shelter Island

Shelter Island Resorts information

Number of reviews
Accommodation
10 Resorts
Lowest Price
￥59,159
Highest Price
￥226,504

Frequently asked questions

What is Shelter Island like for a resort vacation?
Longing for a relaxing getaway? Treat yourself to the comforts and luxuries of a resort, where you can find everything you want for your trip from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you picture yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What's a favorite resort in Shelter Island?
Here are our top-rated resorts around Shelter Island: Gurney's Montauk Resort & Seawater Spa - Beach resort. 18.4 mi (29.7 km) from Shelter Island. Features 2 restaurants, a private beach, and a full-service spa. Water's Edge Resort & Spa - Beach resort. 15.6 mi (25.1 km) from Shelter Island. Has 3 restaurants, a private beach, and a full-service spa. Highly rated for its great beach location. Duryea's Sunset Cottages - Situated just a 5-minute walk from The Hamptons Beaches. 19.9 mi (32.1 km) from Shelter Island. Enjoy the private beach, free self parking, and hot tub. Ocean Colony Beach and Tennis Club - Beach resort, 5-minute walk from The Hamptons Beaches. 15.9 mi (25.6 km) from Shelter Island. Amenities include a seasonal outdoor pool, a garden, and free self parking.
What can I do in Shelter Island?
Grab your golf clubs for a game at Gardiner's Bay Country Club, or bring the kids to Shelter Island Whale's Tail for some family fun. For more to see in the area, you can spend time at Sunset Beach or Shelter Island Historical Society.
What's the weather like in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.
What's the best way to get to and around Shelter Island?
Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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