Long Island Vacations

Book a Hotel + Flight or Car together to unlock savings

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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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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Long Island Vacation Packages

Long Island Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥17,152 per night from Aug 24 to Aug 25
￥17,152
￥18,696 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,131 reviews)
"Excellent I recommend it..Great Experience"

Reviewed on Aug 7, 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is ￥15,823 per night from Aug 17 to Aug 18
￥15,823
￥17,247 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (126 reviews)
"Very old hotel. No good air because the windows don't open."

Reviewed on Aug 8, 2025

Germaine Inn South Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥19,088 per night from Sep 1 to Sep 2
￥19,088
￥21,119 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (1,038 reviews)
"I would have like to have the hotel provide a continental breakfast. There was a restaurant attached to the hotel called "Stacks" that was a rip off they charged me for the milk in my tea."

Reviewed on Aug 7, 2025

Ramada Plaza by Wyndham Portland
See all 2,529 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.