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Long Island Vacation Packages

Choose two or more items and save on your trip:

Where to stay in Long Island

Find the best Long Island areas and neighborhoods for the activities you enjoy most. Learn more about Long Island

Top Hotels in Long Island

Estimated price for 1 night / 2 adults
Ravel Hotel Trademark Collection by Wyndham
Ravel Hotel Trademark Collection by Wyndham
4 out of 5
8-08 Queens Plaza South, Long Island City, NY
Free CancellationReserve now, pay when you stay
The price is $119 per night from Sep 23 to Sep 24
4/5Very Good! (987 reviews)

"Very modern & clean hotel ! Took my wife for a surprise dinner because it was her bday and she loved it! Also hotel has food resturant & club lounge in the roof top👌"…"

Reviewed on Sep 19, 2020

Ravel Hotel Trademark Collection by Wyndham
Gurney’s Star Island Resort & Marina
Gurney’s Star Island Resort & Marina
3.5 out of 5
32 Star Island Rd, Montauk, NY
The price is $360 per night from Sep 23 to Sep 24
4.2/5Very Good! (733 reviews)

"It was beautiful well kept clean safe loved it...."…"

Reviewed on Sep 19, 2020

Gurney’s Star Island Resort & Marina
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is $107 per night from Sep 29 to Sep 30
4.5/5Wonderful! (309 reviews)

"Restaurant was closed and hotel had no coffee/tea station available. Entrance was far from parking lot- got soaked going in. Otherwise the Pool was great, rooms very clean. Nice place!"…"

Reviewed on Sep 3, 2020

Montauk Manor

Top things to do in Long Island

Brooklyn Group Graffiti Workshop
Image for Brooklyn Group Graffiti Workshop

Brooklyn Group Graffiti Workshop

$40
Per adult
96% of travellers recommend
Best of Brooklyn Walking Tour in Williamsburg
Image for Best of Brooklyn Walking Tour in Williamsburg

Best of Brooklyn Walking Tour in Williamsburg

$32
Per adult
Brooklyn Street Art Tour
Image for Brooklyn Street Art Tour

Brooklyn Street Art Tour

$20
Per adult
88% of travellers recommend

What are the advantages of a road trip to Long Island? 

There’s nothing quite like a Long Island road trip. And Expedia makes it easy for you to turn all those road trip ideas into reality. You can find cheap deals on hotels in Long Island or bundle your hotels with car rentals to save even more. With our Long Island packages, you’ll find hitting the highway for that road trip adventure is more affordable than ever.  

How to plan a road trip to Long Island? 

Planning a road trip can feel daunting, especially when you’ll be making multiple bookings for your itinerary. But you can find car rentals and low rates on hotels all in one place— Expedia. How you plan your road trip depends on what’s important to you. People love to take road trips to experience the great outdoors, bond with friends or family and see more of the world. When planning, bundle your car rental and hotel into one discounted package to maximize savings on both. Or, leave room for spontaneity, booking what you need when you need it with our last-minute deals.  

What to do on a road trip to Long Island? 

When taking a road trip adventure, it’s best to plan how you want to spend your time on your road trip itinerary. We don’t want you to miss out on any of the best things to do in Long Island. You can book all the road trip activities on your Long Island wishlist, and even plan activities along your route as well.  

How to rent a car for a road trip to Long Island? 

For an epic road trip, you'll need the perfect car. Renting a car for a road trip is the best option that doesn’t put miles or strain on your vehicle, and especially when it's also so affordable. Because when you book on Expedia, it doesn't need to be expensive. You can pick up a cheap car rental and head out to one of these incredible vacation rentals in Long Island. And when you bundle car rentals with hotel stays, you'll save even more on each part of your journey.

Frequently asked questions

Q: Which airports can I fly in to for a vacation to Long Island?
A: There are a couple of options. Whichever one of these two leading international airports you land at in Long Island, you’re sure to receive a warm welcome when you step off the plane:
  • New York, NY (JFK-John F. Kennedy Intl.): 7,724 international flights per month.
  • New York, NY (LGA-LaGuardia): 1,188 international flights per month.
Q: What are the most popular types of hotels for a vacation to Long Island?
A: Many visitors spend their getaways in hotels. Some like the amenities and comfort of apartments or bed & breakfasts, while others prefer private vacation homes. Whatever you’re after, Long Island has ample options for all budgets.
Q: What does a Long Island vacation booking with Expedia include?
A: It comes down to what kind of vacation in Long Island you want to have. Choose a flight and hotel, or hotel, car and flight, or hotel and car — or any one of these by themselves. If you like, you can also throw in some attractions and experiences.
Q: What is the best way to save money on my vacation to Long Island?
A: We work hard to help you find the best deals. So, when you combine your Flight and Hotel into a package, you can be sure you stand to save a few dollars. Lock in your escape with us today and get to Long Island with a little extra spending money.