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 agenda are Gardiner's Bay Country Club and Shelter Island Historical Society . Check out what more to see and do in Expedia's Shelter Island guide .

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.

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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island

Menantic Creek

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

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More cheap stays in Shelter Island

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

CA $122

CA $140 total

includes taxes & fees

May 14 - May 15

7.4/10 Good! (955 reviews)

Hotels 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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Frequently asked questions

Where is the best place to stay in Shelter Island?

Located 17.3 mi (27.9 km) from the heart of Shelter Island, Quality Inn Old Saybrook - Westbrook is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Gurney's Montauk Resort & Seawater Spa and Montauk Manor. See all available top hotels, or vacation rentals in Shelter Island.

What's the top vacation rental that Shelter Island has to offer?

Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!: Visitors like this Shelter Island vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Shelter Island.

If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.

Where can I learn more about changing or cancelling my trip to Shelter Island?

For additional details about picking new dates or cancelling your trip to Shelter Island, click here.

Where is the best hotel to stay with easy access to Mashomack Preserve?

The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.

What about the best place to stay near Havens House?

One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.

What's the best place to stay near the beach in Shelter Island?

Sunset Beach is a top hotel with a bar, and it's located on Sunset Beach. See more stays near the beach in Shelter Island.

What's the best golf hotel in Shelter Island?

Sunset Beach is a top hotel for golfing nearby and features a bar. You can tee off at Gardiner's Bay Country Club during your trip. See more golf hotels in Shelter Island.

What are some accommodations with pools in Shelter Island?

Quality Inn Old Saybrook - Westbrook: Features buffet, a pool, and free self parking. Gurney's Montauk Resort & Seawater Spa and Montauk Manor are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.

What is the best spa hotel in Shelter Island?

Waterfront House With Dock And Private Beach

What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

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 96 hotels and other accommodations to choose from. Find out more about Shelter Island.