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.
Collective Retreats Governors Island

Collective Retreats Governors Island

4 out of 5
Manhattan
Price was £2,710, price is now £1,435 per person
£1,435
per person
4 May - 7 May
found 11 hours ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (82 reviews)
So beautiful, an escape from the city. Our tent rattled so loud throughout the night it felt like someone shaking a saucepan full of cutlery over our heads—even with white noise on and noise cancelling headphones in. Dinner at the restaurant was incredible, but breakfast was stingy AF. Highly recommend for families

Reviewed on 12 Oct 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was £3,906, price is now £2,012 per person
£2,012
per person
4 May - 7 May
found 11 hours ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.

Reviewed on 10 Mar 2026

Wyndham Garden Chinatown

Wyndham Garden Chinatown

4 out of 5
Manhattan
Price was £2,714, price is now £1,459 per person
£1,459
per person
4 May - 7 May
found 11 hours ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,002 reviews)
Highly recommend for any families to stay here. Family of 4 here and we had a great experience staying here. Clean room, friendly staff, breakfast was included during our stay and the staff at the breakfast are very friendly and helpful. Love that this location was near for all Chinatown top places to eat like literally 5-10 mins walking distance. My family would definitely stay here again.

Reviewed on 2 Mar 2026

Hilton Brooklyn New York

Hilton Brooklyn New York

4 out of 5
Price was £2,675, price is now £1,448 per person
£1,448
per person
4 May - 7 May
found 11 hours ago
Return flight included
London (LHR) to New York (JFK)
8.6/10 Excellent! (1,000 reviews)
Nice lobby bar, good location

Reviewed on 27 Mar 2026

SIXTY Lower East Side

SIXTY Lower East Side

4.5 out of 5
Manhattan
Price was £2,830, price is now £1,540 per person
£1,540
per person
4 May - 7 May
found 11 hours ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,017 reviews)
We had not stayed in this part of town and wanted to explore a new area so I researched the hotels in the Lower East Side and decided on the Sixty LES. I was very happy with this hotel! They were extremely accommodating. We were coming from another hotel and they were happy to give us an early check-in and also upgrade our room to a high floor with an amazing view! Daniel and Nazar at the front desk were extremely kind to do this. The hotel was in a great location close to so many things within walking distance. I would highly recommend this hotel if you are staying in this area!

Reviewed on 21 Mar 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

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
See all 4,788 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.