Shelter Island Holidays

Photo by Brian V. Rowe

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Top Flight + Hotel Deals in Shelter Island

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Price was €1,062, price is now €684 per person
€684
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (873 reviews)
Felt like they were short on towels towards the end of our stay.

Reviewed on 30 Aug 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was €2,357, price is now €1,350 per person
€1,350
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,306 reviews)
We loved our stay at NobleDen. Front desk staff was accommodating and helpful, location was ideal for access to the 6 line and Nolita, and the quiet rooftop lounge area was a lovely surprise. My only suggestion for improvement - the pillows were lackluster and seemed substandard relative to the rest of the property. Overall, would absolutely stay again.

Reviewed on 2 Sep 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,382, price is now €864 per person
€864
per person
25 Oct - 28 Oct
found 3 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,353 reviews)
The hallway was small and it was like an echo chamber with people talking in the hall and closing the doors in the middle of the night.

Reviewed on 31 Aug 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,164, price is now €733 per person
€733
per person
14 Nov - 17 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,743 reviews)
A very efficiently designed room. Energy-saving, streamlined features. Comfortable bed, beautiful oversized shower, and huge bath towels. Perfect spot near Broadway theaters and restaurants.

Reviewed on 1 Sep 2025

Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Manhattan
Price was €1,595, price is now €1,008 per person
€1,008
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (3,622 reviews)
Dated rooms. Good location.

Reviewed on 1 Sep 2025

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
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Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

Find hotels in Silver Beach

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.

What to do in Shelter Island

Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

€120
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Shelter Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.