Shelter Island Heights Holidays

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Top Flight + Hotel Deals in Shelter Island Heights

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was €1,718, price is now €1,225 per person
€1,225
per person
2 May - 8 May
found 1 day ago
Return flight included
Athens (ATH) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Easy process and great location. Room is good for you need for a stay while you’re in the city

Reviewed on 1 Feb 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €2,475, price is now €1,568 per person
€1,568
per person
2 May - 8 May
found 1 day ago
Return flight included
Athens (ATH) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
The staff was nice and the rooms were clean! Great place!

Reviewed on 6 Feb 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was €2,405, price is now €1,594 per person
€1,594
per person
2 May - 8 May
found 1 day ago
Return flight included
Athens (ATH) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Very clean and great staff! They were very accommodating!

Reviewed on 3 Feb 2026

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was €1,969, price is now €1,327 per person
€1,327
per person
2 May - 8 May
found 1 day ago
Return flight included
Athens (ATH) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
The best place to stay on a budget if you’re planning to see Broadway shows. I’ve already reserved The St. James for my trip in April.

Reviewed on 6 Feb 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was €2,164, price is now €1,559 per person
€1,559
per person
2 May - 8 May
found 1 day ago
Return flight included
Athens (ATH) to New York (JFK)
8.4/10 Very Good! (1,000 reviews)
The staff was very accommodating, and I love that the property has breakfast and happy hour included in the resort fee. I do feel as.

Reviewed on 20 Jan 2026

Shelter Island Heights Beach Holiday

Escape the stresses of everyday life and let your body, mind and soul unwind on your Shelter Island Heights holiday. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves lapping at the shore. Plan your trip to Shelter Island Heights the easy way by choosing one of our Shelter Island Heights holiday packages. Many tourists choose to base themselves near Crescent Beach, a must-see just 2 kilometres from the downtown area.

Things You Should Know About Shelter Island Heights

  • Check into one of our Shelter Island Heights beach hotels to appreciate the best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises just moments from your front door.
  • Alternatively, check out our range of private holiday homes. They're popular with travellers planning a stay in Shelter Island Heights. Consider Shelter Island House and The Chequit.
  • There are tons of activities that keep the 1,050 or so residents of Shelter Island Heights occupied. Browsing our Shelter Island Heights things to do page will let you in on the best of what this place has to offer.
  • Land great deals with a Shelter Island Heights holiday package. With the money you save, you won't regret indulging in this destination's best offerings. Sunset Beach, Crescent Beach and Crescent Beach are excellent places to start.

Top hotels in Shelter Island Heights

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 €377 per night from 22 Feb to 23 Feb
€377
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (720 reviews)
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !

Reviewed on 12 Jan 2026

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is €168 per night from 9 Mar to 10 Mar
€168
9 Mar - 10 Mar
includes taxes & fees
8.4/10 Very Good! (609 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

Sound View Greenport
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is €151 per night from 12 Feb to 13 Feb
€151
12 Feb - 13 Feb
includes taxes & fees
9/10 Wonderful! (1,291 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

Montauk Manor
See all 4,729 properties in Shelter Island Heights
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.

Popular places to visit

Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.

Sylvester Manor

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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.