Long Island Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Long Island
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
S$112
16 Sept - 17 Sept
includes taxes & fees
6.4/10 (1,127 reviews)
"Bedding was clean, soft and warm. Room had a working tv, coffee maker and microwave. Complimentary breakfast was warm and delicious. Parking area was clean. Air conditioner worked but was loud. Bathroom door squeaked and room carpet along with stairway carpet really needed replacement or a really ..."
Reviewed on 14 Sept, 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
S$198
27 Sept - 28 Sept
includes taxes & fees
8.4/10 Very good! (3,020 reviews)
"The room was very clean and bed was very comfortable Do wish they had breakfast View was outstanding"
Reviewed on 14 Sept, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
S$161
20 Sept - 21 Sept
includes taxes & fees
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?
- 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.
- 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.
- 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.
- 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.
