Shelter Island Holidays

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Top Flight + Hotel Deals in Shelter Island

Price found within the past 48 hours. Click for updated prices.
Park Central Hotel New York
Hotel Riu Plaza New York Times Square
Hotel Riu Plaza Manhattan Times Square
1 Hotel Central Park
Lotte New York Palace

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 €454 per night from 15 Mar to 16 Mar
€454
15 Mar - 16 Mar
includes taxes & fees
8.4/10 Very Good! (736 reviews)
I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly ...

Reviewed on 4 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 €167 per night from 30 Mar to 31 Mar
€167
30 Mar - 31 Mar
includes taxes & fees
9.2/10 Wonderful! (1,301 reviews)
Always such a pleasure at the Manor.

Reviewed on 28 Feb 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 €184 per night from 1 Apr to 2 Apr
€184
1 Apr - 2 Apr
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Excellent place to stay, water view

Reviewed on 12 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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