Long Island Holidays from £1,401

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Your Long Island Holiday

An easy way to experience this vibrant city is with a custom-made Long Island holiday package. Stay in the neighbourhood of Parkside, which is great for festivals, markets and walking or choose someplace else — our packages are all about you. Sand Beach, Fifth Maine Museum and Little Diamond Island are just some of the sights worth visiting during your trip to Long Island. Whoever you're going away with and whatever your bank balance, your dream Long Island holiday is just a few clicks away with Expedia.

Top Long Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
23 Oct - 30 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
We were pleased with the neighborhood and our actual room. The staff member who checked us in seemed intoxicated and smelled strongly of alcohol. We were told we had a credit to use in the hotel but were charged and never received the credit. The room was very clean and the bed was comfortable. We enjoyed the historic neighborhood.

Reviewed on 4 Aug 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
23 Oct - 30 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
The Cliff House is a one of a kind! Always a fantastic visit!

Reviewed on 1 Aug 2025

Inn By The Sea

Inn By The Sea

4 out of 5
per person
23 Oct - 30 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (274 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on 13 Jun 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
23 Oct - 30 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (598 reviews)
The breakfast each more was varied and delicious. There are bikes on the property which are great to ride around town

Reviewed on 29 Jul 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
23 Oct - 30 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (218 reviews)
Fantastic place to stay when visiting Portland. The location can't be beat -- within a couple of blocks to the ferry terminal and Old Town shops and restaurants. The building is next to a police station and my family and I felt very safe. The unit was immaculate, modern, and fully equipped. Onsite parking was a huge bonus, as was the friendly and helpful staff. I would, without hesitation, stay at The Docent's Collection again.

Reviewed on 31 Jul 2025

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
Higgins Beach, State Theatre and East End Beach

Top hotels in Long Island

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
The price is £90 per night from 24 Aug to 25 Aug
£90
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,110 reviews)
"I enjoyed my stay and thought was excellent value for the money. For old property it has been kept up well. I enjoyed they had pool and strong AC in the rooms."

Reviewed on 3 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 £88 per night from 12 Aug to 13 Aug
£88
12 Aug - 13 Aug
includes taxes & fees
7.4/10 Good! (116 reviews)
"They did not have my accessible room ready when I arrived at 3 pm. The WiFi setup was very clunky and only partial worked."

Reviewed on 2 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
The price is £110 per night from 1 Sept to 2 Sept
£110
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,046 reviews)
"I thought it was clean and well maintained. The pool and hot tub were nice. The pillows were too small though and I would have liked a bigger comforter."

Reviewed on 4 Aug 2025

Ramada Plaza by Wyndham Portland
See all 2,526 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Long Island travel package cost?
Maybe less than you imagined — from just £1,401, in fact! By bundling flights, hotels and car rentals into your own custom-built travel package, your Long Island escape is just clicks away.
If I'm not able to travel, can I cancel my Long Island travel package?
We totally get it — the universe can throw the odd curveball. If you've booked a Long Island travel package and need to amend or cancel it, we can help. We suggest browsing our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Long Island?
Bundle your hotels and flights with Expedia to save big bucks on your next trip. With over 550 partner airlines and 1,000,000 hotel options across the world, your Long Island travel package can be tailored exactly to suit your budget. With all that extra money, why not add one or two awesome tours and experiences? It's an easy way to unlock even more savings. Your dream getaway to Long Island is much closer than you thought!
Does Expedia offer Book Now, Pay Later Long Island holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you want to pay for your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

How far in advance should I book my Long Island holiday?
It depends on the air carrier, but you can normally look up international fares on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes find a cheaper seat just weeks prior to the date of departure.
What does an Expedia Long Island travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your perfect Long Island escape. You can also add on fun things like experiences and activities once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Long Island travel package?
You can save big by combining your hotels, flights and rental cars. Once you've made your booking, you can add on sightseeing tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Long Island Expedia travel package?
Yes, and with more than 550 airlines to pick from globally, you're not short on choice. Browse the available options and find out which airline suits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.