Shelter Island Heights Holidays from £974

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Your Shelter Island Heights Holiday

The easiest way to experience this interesting city is with a customised Shelter Island Heights holiday package. Base yourself in the neighbourhood of Orient Point, which is good for views, fishing and nature or go someplace else — our package deals are all about you. Make your trip to Shelter Island Heights even more fulfilling by going sightseeing. 67 Steps Beach, Railroad Museum of Long Island and Kontokosta Winery are some of the top attractions you'll want to explore. Browse Expedia's wide range of travel options and book your ultimate holiday to Shelter Island Heights today.

Top Shelter Island Heights Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott New York Manhattan/Times Square South

SpringHill Suites by Marriott New York Manhattan/Times Square South

4 out of 5
Manhattan
Price was £2,009, price is now £974 per person
£974
per person
1 Jul - 4 Jul
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,243 reviews)
Front desk was excellent. Our room was out of order that we booked and they accommodated us for the inconvenience. The hotel was great. Comfortable room and free breakfast was a plus! Location was excellent. I don't remember the name of the nice woman who helped us at front but she had an accent and she was great. I think the manager on duty's name was Jeffrey both excellent say was on May 1 to May 2. My husband also left his jacket in the shuttle service and they were able to find it and will ship back to our house in Florida.

Reviewed on 3 May 2026

The Ridge Hotel

The Ridge Hotel

3 out of 5
Manhattan
Price was £2,176, price is now £1,116 per person
£1,116
per person
15 Jun - 18 Jun
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.2/10 Very Good! (1,117 reviews)
The staff Wilma was exceptional very helpful with directions transportation and restaurant referrals. Bed was too firm and uncomfortable

Reviewed on 14 May 2026

YOTEL New York Times Square

YOTEL New York Times Square

4 out of 5
Manhattan
Price was £2,010, price is now £1,136 per person
£1,136
per person
15 Jun - 18 Jun
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
7.8/10 Good! (2,781 reviews)
The location of the hotel was excellent.

Reviewed on 14 May 2026

Hilton New York Times Square

Hilton New York Times Square

4 out of 5
Manhattan
Price was £2,374, price is now £1,423 per person
£1,423
per person
14 Jun - 17 Jun
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.6/10 Excellent! (1,902 reviews)
We enjoyed our stay at this Hilton location. The room was very spacious compared to other manhattan hotels. The property is I a great location, close to many attractions and food options. No excessive noise despite being in the heart of the city. The staff was great but especially the first level bag/concierge gentlemen. They were especially friendly and handled our items with care. We were also running late to our train but thanks to one gentleman’s quick service we were able to make it on time.

Reviewed on 13 May 2026

The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Price was £3,080, price is now £1,924 per person
£1,924
per person
22 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
great time thank you

Reviewed on 12 May 2026

Shelter Island Heights Beach Holiday

Forget the stresses of daily life and let your mind, body and soul completely relax during your Shelter Island Heights holiday. There's nothing more invigorating than the cool sea breeze and the sound of waves crashing onto the shore. Organise your trip to Shelter Island Heights the quick and easy way by locking in one of our Shelter Island Heights packages. Many people opt to stay near Crescent Beach, a must-see only 1 mile from the city centre.

Shelter Island Heights Essential Information

Language
English
Currency
U.S dollars
Population
1,050
Max Temp Winter
4ºC
Max Temp Summer
24ºC
Top Sights
Wolffer Estates Vineyard, 67 Steps Beach and Kontokosta Winery

Top hotels in Shelter Island Heights

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is £302 per night from 27 May to 28 May
£302
27 May - 28 May
includes taxes & fees
9.6/10 Exceptional! (85 reviews)
Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan

Reviewed on 12 May 2026

The Pridwin Hotel
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 £576 per night from 31 May to 1 Jun
£576
31 May - 1 Jun
includes taxes & fees
8.4/10 Very Good! (779 reviews)
Stellar staff who made us feel most welcome. Loved the diversity of the team. Unforgettable scenery and experiences. We will definitely come back!

Reviewed on 11 May 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is £153 per night from 27 May to 28 May
£153
27 May - 28 May
includes taxes & fees
9.2/10 Wonderful! (1,343 reviews)
Cute place great views would go back in the summer

Reviewed on 11 May 2026

Montauk Manor
See all 4,816 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.
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Popular places to visit

Sunset Beach

Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.

Sunset Beach

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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. Flight-inclusive packages are ATOL protected.