Long Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Long Island

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is 3.815.205 ₫ per night from 27 Jul to 28 Jul
3.815.205 ₫
4.221.123 ₫ total
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,561 reviews)
"The property is quite dated and that can be seen at the room furnishings, bathrooms and other stuff. Some paint chipping off, the sheer curtains ripped, base of the toilet missing a corner and the light over the bathroom mirror not working."

Reviewed on 18 Jul 2026

Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is 3.969.790 ₫ per night from 26 Jul to 27 Jul
3.969.790 ₫
4.392.270 ₫ total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"It was not really a hot tub. It was a large climb in bathtub. The breakfast was ridiculous a few prepackaged muffins and granola bars no water. When asked for water they said we had to pay for it."

Reviewed on 18 Jul 2026

Fireside Inn & Suites 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 9.440.739 ₫ per night from 26 Jul to 27 Jul
9.440.739 ₫
11.448.197 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9.4/10 Exceptional! (1,780 reviews)
"The location is unbeatable with so many shops and restaurants right outside the door. The team was incredibly kind, the room was super clean, and the à la carte breakfast was a delicious. My only constructive feedback is that the bathroom feels a bit dated. Also, heads-up on the valet parking—it’s ..."

Reviewed on 18 Jul 2026

Portland Harbor Hotel
See all 2,520 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.

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