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.
Hotel St. James
Manhattan
Price was €1,053, price is now €760 per person
€760
per person
30 Apr - 3 May
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Best location!!! Room itself was dated and small but it was clean and fine for our needs. Staff was helpful and allowed early check in for $25 and late checkout plus baggage holding.
Reviewed on 9 Feb 2026
Lotte New York Palace
Manhattan
Save 100% on your flight
Price was €2,576, price is now €1,765 per person
€1,765
per person
27 Mar - 3 Apr
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,723 reviews)
Clean rooms, friendly housekeeping and great room service! Would love to go back again!
Reviewed on 9 Feb 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was €1,317, price is now €920 per person
€920
per person
30 Apr - 3 May
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Staff was lovely, rooms were clean and modern, location was excellent. I don’t believe the hype about breakfast though - you can get far better food elsewhere.
Reviewed on 9 Feb 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was €1,431, price is now €1,019 per person
€1,019
per person
30 Apr - 3 May
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Great hotel, our room was warm and clean. The staff were very helpful and friendly. It was quite busy considering it was January but they were very organised. The breakfast selection was wonderful. Would recommend this hotel.
Reviewed on 8 Feb 2026
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was €1,491, price is now €1,069 per person
€1,069
per person
30 Apr - 3 May
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,008 reviews)
Beautiful hotel. Clean. Excellent location. Great service.
Reviewed on 8 Feb 2026
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
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 Sunset Beach and Shell 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.
Top hotels in Shelter Island
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is €374 per night from 23 Feb to 24 Feb
€374
23 Feb - 24 Feb
includes taxes & fees
8.2/10 Very Good! (722 reviews)
Room was spotless, staff were great and the resort is top notch!!
Reviewed on 2 Feb 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is €167 per night from 12 Mar to 13 Mar
€167
12 Mar - 13 Mar
includes taxes & fees
8.4/10 Very Good! (610 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on 10 Jan 2026
Montauk Manor
236 Edgemere St. Montauk NY
The price is €149 per night from 18 Feb to 19 Feb
€149
18 Feb - 19 Feb
includes taxes & fees
9/10 Wonderful! (1,292 reviews)
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic
Reviewed on 1 Feb 2026
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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