Shelter Island Heights Holidays from £1,582

Book a Hotel + Flight or Car together to unlock savings

Photo by Erisa Dilo

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
Save 100% on your flight
per person
19 Sept - 26 Sept
found 18 hours ago
Return flight included
London (LGW) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
Great location in SoHO and staff was great too!

Reviewed on 10 Aug 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
14 Sept - 18 Sept
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Loved everything about it

Reviewed on 6 Aug 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Loved this affordable Euro-style hotel! The rooms have plenty of space, the neighborhood is amazing, and the rooftop deck is spectacular. Will return for sure!

Reviewed on 12 Aug 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
5 Oct - 10 Oct
found 17 hours ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (3,368 reviews)
A hotel with an excellent location in the center of NY. Clean, quiet room, air conditioning, safe and refrigerator. Excellent breakfast. No slippers or toiletries (razor, toothbrush, etc.).

Reviewed on 13 Aug 2025

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
9.4/10 Exceptional! (69 reviews)
"Beautifully designed property with several unique and inviting spaces. Very comfortable room and bed and we took advantage of the complimentary use of the kayaks and paddle boards and easy access to the beach. The staff at the front desk and the pool bar were extremely friendly and laid back. Lovely ..."

Reviewed on 27 Jul 2025

Get rates
The Pridwin Hotel
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
8.8/10 Excellent! (32 reviews)
"we loved it!"

Reviewed on 9 Jul 2025

Get rates
The Chequit
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is £417 per night from 4 Sept to 5 Sept
£417
4 Sept - 5 Sept
includes taxes & fees
8.6/10 Excellent! (207 reviews)
"Great location with a relaxed vibe, but not without flaws The location is unbeatable, and the low-key atmosphere is a real plus. That said, it’s definitely pricey for what you get—you’re mostly paying for the beachfront setting. The beach is beautiful, and the counter-service restaurant is fantastic ..."

Reviewed on 6 Aug 2025

Marram
See all 4,751 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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

What to do in Shelter Island Heights

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

£110
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

£103
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities 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 £1,582. 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.