Shelter Island Trip

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Top Shelter Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James
WestHouse New York
1 Hotel Brooklyn Bridge
The Langham, New York, Fifth Avenue
Margaritaville Resort Times Square

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

Shelter Island Beach Holiday

There's nothing like a Shelter Island holiday to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town centre on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometres away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Top hotels in Shelter Island

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is ₹52,244 per night from 20 Apr to 21 Apr
₹52,244
₹71,626 total
20 Apr - 21 Apr
includes taxes & fees
8.4/10 Very Good! (749 reviews)
Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back.

Reviewed on 27 Mar 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is ₹14,077 per night from 8 Apr to 9 Apr
₹14,077
₹17,907 total
8 Apr - 9 Apr
includes taxes & fees
9.2/10 Wonderful! (1,309 reviews)
Went for a quick one both stay with my kids to go hiking. We picked this place because they had a pool. Everything was clean and nice. The rooms were cool the kids loved it

Reviewed on 28 Mar 2026

Montauk Manor
Water's Edge Resort & Spa

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 ₹23,378 per night from 12 Apr to 13 Apr
₹23,378
₹28,490 total
12 Apr - 13 Apr
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Enjoyable stay.

Reviewed on 28 Mar 2026

Water's Edge Resort & 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.