Shelter Island Heights Holidays

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Top Flight + Hotel Deals in Shelter Island Heights

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
5 Mar - 8 Mar
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,606 reviews)
Great location, easy to get everywhere and close to subway. Good breakfast with lots of choice. Very happy with the space in the family room. Overall would recommend!

Reviewed on 22 Jan 2025

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
1 Apr - 5 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,960 reviews)
Enjoyed, limited trains close by. Walked everywhere

Reviewed on 21 Jan 2025

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
per person
19 Mar - 24 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (205 reviews)
We had a wonderful stay at the St. Regis and look forward to coming back in the future!

Reviewed on 27 Oct 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
1 Apr - 5 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,848 reviews)
Everything was as expected and the staff is so friendly and all hard working.

Reviewed on 22 Jan 2025

Tuscany by LuxUrban

Tuscany by LuxUrban

3 out of 5
Manhattan
Save 100% on your flight
per person
19 Mar - 24 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.2/10 Very Good! (1,008 reviews)
I only stayed one night and am definitely going back I just hate how the bins in the rooms had no bin liners/bags in them other than that I loved the view. And how close it was to grand central.

Reviewed on 22 Jan 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 2 kilometres from the city centre.

Top hotels in Shelter Island Heights

The Rams Head Inn
The Rams Head Inn
4 out of 5
108 South Rams Island Drive, Shelter Island Heights, NY
The price is €356 per night from 24 Jan to 25 Jan
€356
includes taxes & fees
24 Jan - 25 Jan
7.6/10 Good! (18 reviews)
"Beautiful views and lovely service"

Reviewed on 3 Aug 2024

The Rams Head Inn
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is €130 per night from 29 Jan to 30 Jan
€130
includes taxes & fees
29 Jan - 30 Jan
9/10 Wonderful! (1,003 reviews)
"Just Great!"

Reviewed on 8 Jan 2025

Hyatt Place Long Island East End
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is €162 per night from 4 Feb to 5 Feb
€162
includes taxes & fees
4 Feb - 5 Feb
9/10 Wonderful! (1,093 reviews)
"Duplex room equipment for the kitchen"

Reviewed on 18 Jan 2025

Montauk Manor
See all 4,674 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.

Frequently asked questions

How much does a Shelter Island Heights holiday package cost?
You’ll find cheap prices from €774 on Expedia for your Shelter Island Heights getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Shelter Island Heights costs.
What are the cheapest months to go to Shelter Island Heights?
If you’re hoping to score a cheap Shelter Island Heights holiday package, consider visiting in December, January and February. You’re likely to find better rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Shelter Island Heights?
Allow at least 2 days for your Shelter Island Heights holiday to discover everything that makes this place special. Wander around key areas, including Greenport West and The Heights. Then check out top sights such as Sylvester Manor and Sunset Beach. With a clever itinerary, you’ll be kept busy with room for some rest and relaxation too. Want to travel outside of Shelter Island Heights? Consider fitting in a day trip or two.
Is it worth booking a holiday package to Shelter Island Heights?
Shelter Island Heights is a good holiday destination with attractions like Crescent Beach among the many things to keep you busy. Whether you’re travelling with the family or getting away with friends, a Shelter Island Heights holiday promises fun for everyone.
How to find the best Shelter Island Heights package deals?
Use Expedia’s handy filters to help you find some of the best Shelter Island Heights package deals. When you begin your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your break for midweek, or search for Shelter Island Heights package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it’s usually best to book your holiday package as early as possible.
Is it cheaper to book a Shelter Island Heights holiday as a package?
You can enjoy significant savings on your Shelter Island Heights escape by booking a tailored holiday package. Click on the “Package” heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Shelter Island Heights?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Shelter Island Heights break.
How to plan a trip to Shelter Island Heights?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred season and the type of activities available will also help you decide when to visit Shelter Island Heights.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Shelter Island Heights.
  3. Decide how long to go away for: Now that you’re up to speed on Shelter Island Heights, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left now is to pick a Shelter Island Heights holiday package that brings all your bookings together.

Popular places to visit

Sylvester Manor

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.

Sylvester Manor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.