Shelter Island Heights Holidays from £1,435

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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.
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SIXTY Lower East Side

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

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 £508 per night from 19 Apr to 20 Apr
£508
19 Apr - 20 Apr
includes taxes & fees
8.4/10 Very Good! (748 reviews)
Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back.

Reviewed on 27 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 £145 per night from 23 Apr to 24 Apr
£145
23 Apr - 24 Apr
includes taxes & fees
9.2/10 Wonderful! (1,308 reviews)
clean room

Reviewed on 26 Mar 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 £214 per night from 9 Apr to 10 Apr
£214
9 Apr - 10 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.

Reviewed on 24 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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* 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.