![](https://mediaim.expedia.com/destination/1/e4a6b1b412662f557ec45267f6320f34.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Long Island Vacations from $509
Book a Hotel + Flight or Car together to unlock savings
Plan, book, travel with confidence
Better together
Save up to $580 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Long Island Vacation
The best way to experience this vibrant city is with a customized Long Island vacation package. Base yourself in the neighborhood of Parkside, which is good for festivals, markets and walking or go someplace else — our package deals are all about you. Like to explore your new surroundings? Portland Head Light, Portland Museum of Art and University of Southern Maine are just three of the top places to visit during a trip to Long Island. A couple of clicks is all it takes to build a customized Long Island vacation on Expedia.
The Latest Long Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
![Super 8 by Wyndham Portland ME](https://images.trvl-media.com/lodging/1000000/60000/50600/50553/3cbdc95b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Super 8 by Wyndham Portland ME
Save 100% on your flight
per person
Aug 20 - Aug 27
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
6.2/10 (1,002 reviews)
Many homeless camping out behind the property. While nobody bothered us, it did make for an uncomfortable feeling.
Reviewed on Jun 11, 2024
![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/c27bf7ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![River View Resort](https://images.trvl-media.com/lodging/1000000/40000/35600/35544/4b09a11d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
River View Resort
per person
Aug 1 - Aug 5
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
8.8/10 Excellent! (256 reviews)
This property was very clean with modern updates. The staff was kind and helpful, pool and hot tub were amazing. Highly recommend River View.
Reviewed on Mar 11, 2024
![Ramada Plaza by Wyndham Portland](https://images.trvl-media.com/lodging/1000000/10000/3000/2908/90cf91e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Ramada Plaza by Wyndham Portland
Nasons Corner
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Washington (IAD) to Portland (PWM)
7.6/10 Good! (1,000 reviews)
The key importance was that we were safe and the staff were very friendly. I will definitely be going back there next time.
Reviewed on Jun 14, 2024
Long Island Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Population | 210 |
Max Temp Winter | 30ºF |
Max Temp Summer | 70ºF |
Top Sights | State Theatre, Higgins Beach and East End Beach |
Long Island Hotel Deals
![Casco Bay Hotel, Ascend Hotel Collection](https://images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/94dd4950_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Casco Bay Hotel, Ascend Hotel Collection
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is $99 per night from Jun 16 to Jun 17
$99
$108 total
includes taxes & fees
Jun 16 - Jun 17
8.4/10 Very Good! (1,594 reviews)
"Solid stay and easy check in process"
Reviewed on Jun 12, 2024
![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Westin Portland Harborview
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $249 per night from Jun 16 to Jun 17
$249
$283 total
includes taxes & fees
Jun 16 - Jun 17
8.4/10 Very Good! (1,045 reviews)
"Kids love the cookies right by the entrance."
Reviewed on Jun 11, 2024
![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/c27bf7ea_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Portland Harbor Hotel
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $279 per night from Jun 16 to Jun 17
$279
$346 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (1,201 reviews)
"Gorgeous garden. Good food."
Reviewed on Jun 14, 2024
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
Other vacations you might like
- Destinations similar to Long Island
- Vacations from
- Best vacation destinations by month
- Expedia's Latest Trends
- Vacations from Atlanta
- Vacations from Austin
- Vacations from Boston
- Vacations from Chicago
- Vacations from Dallas
- Vacations from Houston
- Vacations from Las Vegas
- Vacations from Los Angeles
- Vacations from Miami
- Vacations from New York
- Vacations from Orlando
- Vacations from Philadelphia
- Vacations from Phoenix
- Vacations from Pittsburgh
- Vacations from Seattle
- Vacations from Washington
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Hotels
Hotels in Peaks IslandHotels in Deer IsleCheap Hotels in Mount Desert IslandHotels in Ogunquit - WellsHotels in Chebeague IslandHotels in Presque IsleLuxury Hotels in Ogunquit - WellsHotels in Monhegan IslandHotels in Mount Desert IslandFishing Resorts & Hotels in Ogunquit - WellsHotels in Bailey IslandHotels in South CoastCheap Hotels in Ogunquit - WellsOceanfront Hotels in Ogunquit - WellsOceanfront Hotels in Mount Desert IslandPet-friendly Hotels in Ogunquit - Wells
Flights
Cars
Activities
Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.