Long Island Holidays from £858

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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.
Midway Lodging

Midway Lodging

2.5 out of 5
Price was £893, price is now £858 per person
£858
per person
18 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LON) to Portland (PWM)
9/10 Wonderful! (4 reviews)
Very easygoing feeling. Great orientation at check-in, room cozy and clean, with a super green view out the back window for the delight of our urban eyes. Close to stores (nice sheet listing the local amenities with directions). Easy access to wifi. We will be back next year!

Reviewed on 28 Aug 2023

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Price was £991, price is now £910 per person
£910
per person
18 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LON) to Portland (PWM)
8.8/10 Excellent! (51 reviews)
Really enjoyed our stay. Found the home to be very authentic and interesting. Lots of space and the outdoor area was wonderful. Clean room, with lots of extras in the room from a Roku TV to wine glasses. Nice host as well, who went out of her way in assisting us with our needs. AC worked excellent during that hot spell. A+!

Reviewed on 6 Jul 2026

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was £1,432, price is now £1,346 per person
£1,346
per person
17 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LON) to Portland (PWM)
9.4/10 Exceptional! (720 reviews)
This hotel is in a fantastic location, within walking distance to everything Kennebunkport has to offer. What makes it truly special is that the property is made up of distinct, beautifully restored historic sea captains' homes that you can book for your stay — a charming and unique experience you won't find just anywhere. The staff was incredibly helpful, offering great recommendations on local sights and dining. We will definitely be returning on our next visit to Kennebunkport!

Reviewed on 30 Jun 2026

Snowvillage Inn

Snowvillage Inn

4 out of 5
Price was £941, price is now £886 per person
£886
per person
18 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LON) to Portland (PWM)
8.8/10 Excellent! (293 reviews)
Dmstaff was great. Helped with everything. Rooms and property need a bit of a redo but it is an Inn in the mountains. Views gorgeous and very nice breakfast!

Reviewed on 28 Jun 2026

The White Gables Inn

The White Gables Inn

3 out of 5
Price was £977, price is now £944 per person
£944
per person
18 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LON) to Portland (PWM)
10/10 Exceptional! (3 reviews)
This is a very small and intimate B & B: well-kept and with on-top-of-it innkeepers. My room was comfortable, attractive, had everything I needed - and more than I needed. The house was built in 1820, so you need to love old places; they have warmth and personality. If you prefer futuristic decor, I suppose you would prefer a large hotel chain.

Reviewed on 1 Jun 2026

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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is £123 per night from 8 Jul to 9 Jul
£123
8 Jul - 9 Jul
includes taxes & fees
8.6/10 Excellent! (2,190 reviews)
"."

Reviewed on 6 Jul 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is £290 per night from 9 Jul to 10 Jul
£290
9 Jul - 10 Jul
includes taxes & fees
9.4/10 Exceptional! (1,773 reviews)
"food is good, room is ok, hotel location is good."

Reviewed on 6 Jul 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
The price is £235 per night from 12 Jul to 13 Jul
£235
12 Jul - 13 Jul
includes taxes & fees
9.4/10 Exceptional! (1,252 reviews)
"Facilities are in good condition because they are new and location is good. Limited amenities and services, and unreasonable resort fee."

Reviewed on 7 Jul 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,553 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 £858, 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.

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* 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.