Long Island Holidays

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    Better together
    Save up to S$134 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

Top hotels in Long Island

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 S$150 per night from 16 Jan to 17 Jan
S$150
includes taxes & fees
16 Jan - 17 Jan,2025
8.8/10 Excellent! (1,002 reviews)
"Very nice stay, staff very friendly"

Reviewed on 24 Dec,2024

The Westin Portland Harborview
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 S$141 per night from 1 Jan to 2 Jan
S$141
includes taxes & fees
1 Jan - 2 Jan,2025
7.6/10 Good! (1,008 reviews)
"The property was excellent. The only issue was the shower in the room. Also the vending machines were a bit tricky to operate. The staff was excellent. The room was clean and comfortable."

Reviewed on 23 Dec,2024

Ramada Plaza by Wyndham Portland
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$219 per night from 1 Jan to 2 Jan
S$219
includes taxes & fees
1 Jan - 2 Jan,2025
9/10 Wonderful! (1,426 reviews)
"Beautiful hotel with an amazing staff. We felt very welcome. The bed was very comfortable. Clean bathroom. It was also beautifully decorated for the holidays."

Reviewed on 24 Dec,2024

Portland Harbor Hotel
See all 2,237 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 holiday 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 holiday 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 holiday 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 holiday. 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 holiday package as early as possible.
Is it cheaper to book a Long Island holiday as a package?
Expedia holiday 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 holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 accommodation 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.