Long Island Vacations

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Long Island Vacation Packages

Long Island Hotel Deals

La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
The price is ￥24,812 per night from Jun 30 to Jul 1
￥24,812
￥27,452 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (2,172 reviews)
"No surprises"

Reviewed on Jun 18, 2025

La Quinta Inn & Suites by Wyndham Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
The price is ￥31,913 per night from Jun 30 to Jul 1
￥31,913
￥35,307 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,144 reviews)
"Close to all shops and restaurants. Nice clean rooms and friendly staff."

Reviewed on Jun 22, 2025

Hyatt Place Portland Downtown - Old Port Square
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥34,581 per night from Jun 30 to Jul 1
￥34,581
￥38,834 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Our stay at the Westin in Portland was great. Staff was kind and helpful, room service was great, the hotel itself was beautiful and clean. The rooftop bar was gorgeous and had the best view of the town. My only complaint would be the small park right next door, it seems there is a lot of illegal ..."

Reviewed on Jun 23, 2025

The Westin Portland Harborview
See all 2,530 properties in Long Island
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 Long Island vacation package cost?
You'll find cheap prices on Expedia for your Long Island getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Long Island costs.
What are the cheapest months to go to Long Island?
You can usually find lower prices and better availability in January, February and March. Take a look at our cheap Long Island vacation packages and you could score some great off-season discounts.
How many days is enough for Long Island?
Usually, a handful of days is enough to visit the major attractions during your Long Island vacation. But if you want to have some time to unwind or take day tours, think about extending your itinerary.
How to find the best Long Island package deals?
Use Expedia's filter tool to help you find some fabulous Long Island package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Long Island package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Long Island vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Long Island vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Long Island?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Long Island break.
How to plan a trip to Long Island?

  1. Pick your travel dates: What you'd like to do in Long Island and your preferred season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the largest expense during your trip to Long Island.
  3. Decide how many days away: Start by listing all the activities and sights you'd like to experience in Long Island. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Long Island vacation package that brings all your bookings together.

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