Long Island Holidays

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Your Long Island Holiday

Reserve a Long Island holiday package and prepare to experience all this city has to offer. Consider staying in the neighbourhood of Parkside, which is good for festivals, markets and walking. A trip to Long Island is a wonderful opportunity to take in the sights. Make sure you visit big-name attractions such as Portland Head Light, Portland Museum of Art and University of Southern Maine. A few clicks is all it takes to create the ultimate Long Island holiday on Expedia.

Long Island Holiday

Long Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
210
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC
Top Sights
State Theatre, Higgins Beach and Portland Museum of Art

Our pick of the best 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 AU$194 per night from 24 Aug to 25 Aug
AU$194
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,136 reviews)
"Room by exterior door to hotel very loud in morning"

Reviewed on 7 Aug. 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 AU$179 per night from 18 Aug to 19 Aug
AU$179
18 Aug - 19 Aug
includes taxes & fees
7.4/10 Good! (124 reviews)
"We loved the indoor pool, the breakfast, and the mural in the room!"

Reviewed on 6 Aug. 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 AU$219 per night from 1 Sept to 2 Sept
AU$219
1 Sept - 2 Sept
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 7 Aug. 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.