Shelter Island Heights Holidays from £785
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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.
1 Hotel Brooklyn Bridge
£3,188
per person
19 Sept - 26 Sept
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.
Reviewed on 17 Aug 2026
1 Hotel Central Park
Manhattan
£2,525
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
I would not stay here again but the food was very good and shower water pressure was awesome. Room set up was not convenient, lights were confusing, room did not cool properly, floors creaked, terrible view from window, TV and remote were slow, and staff was helpful.
Reviewed on 18 Aug 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
81 Shore Road Shelter Island Heights NY
£496
per night
14 Sept - 15 Sept
The Chequit
23 Grand Ave Shelter Island Heights NY
£234
per night
8 Sept - 9 Sept
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
£81
per night
10 Sept - 11 Sept
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.
Stay near popular Shelter Island Heights attractions
Crescent Beach
9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Menhadden Lane Beach
8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
Sylvester Manor
8.8/10 (3 reviews)
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.
Shelter Island Country Club
10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
What to do in Shelter Island Heights
Frequently asked questions
How much does a Shelter Island Heights travel package cost?
We make it simple to explore the world, with Shelter Island Heights packages starting from just £785. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a few tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Shelter Island Heights travel package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or alter your Shelter Island Heights travel package at no cost if you've booked in the last 24 hours. For older bookings, you can still make changes, but your car rental company, hotel or airline may impose a fee. Need more information? Take a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Shelter Island Heights?
If you love amazing deals, bundle your bookings into a Shelter Island Heights travel package. Whether you're looking for flights, hotels, rental cars or tours, you can book everything in one place. You'll have ample choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 hotel options around the globe to pick from. Fly with who you want, find a room where you like and save precious money — now that's the perfect getaway!
Does Expedia offer Book Now, Pay Later Shelter Island Heights holidays?
We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Remember to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If making small repayments each month works for you, choose this option during the checkout process.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip over multiple transactions.
- Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.
Where should I stay in Shelter Island Heights?
With lots to explore in Shelter Island Heights, we recommend you lock in a hotel close to its attractions. Sylvester Manor, Havens House and Mashomack Preserve are some interesting ones to put on your must-see list.
What are the top hotels in Shelter Island Heights?
One of the top places to stay in Shelter Island Heights is House On Chase Creek, in the Heights area. Explore the city by day and then rest your head in this comfortable hotel come nightfall.
How far in advance should I book my Shelter Island Heights holiday?
It can be hard to know exactly when is the perfect time to book your Shelter Island Heights trip. But generally the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to a year before your departure date. If you're thinking of a last-minute getaway, no need to stress! There are unbeatable deals announced on Expedia every day.
What does an Expedia Shelter Island Heights travel package include?
Flights, rental cars and hotels — we have them well covered. With Expedia, you can shape your Shelter Island Heights package the way you want. All you have to do is figure out exactly what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Shelter Island Heights travel package?
So many places to go, so many things to do. With a travel package, you can cross more of them off your list. Combine your flights, rental cars and hotels and land big savings.
Can I choose my airline with a Shelter Island Heights Expedia travel package?
Most definitely. Expedia has access to more than 550 partner airlines across the globe, so you can tailor your Shelter Island Heights getaway according to your travel needs.
* 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.
