![](https://mediaim.expedia.com/destination/1/e4a6b1b412662f557ec45267f6320f34.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Long Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Plan, book, travel with confidence
Better together
Save up to CA $775 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
An easy way to experience this vibrant city is with a custom-made Long Island vacation package. Stay in the neighborhood 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 vacation is just a few clicks away with Expedia.
Top Long Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
![Days Inn by Wyndham Airport/Maine Mall](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/a6b086a7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Days Inn by Wyndham Airport/Maine Mall
per person
Aug. 22 - Aug. 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
7.8/10 Good! (1,003 reviews)
I made reservation sitting in car not familiar with area. After realizing I was already past Portland on my way home I tried to cancel. Called Hotel they refused because booked through Expedia, contacted Expedia and refused by them as well. Rather than lose my money I had to backtrack my travel. I was then awaken by people fighting in the hallway at 4:45 a.m. let's say this was not exactly a dream evening.
Reviewed on Jun. 18, 2024
![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/2dbce532_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Canopy by Hilton Portland Waterfront
Downtown Portland
Save 100% on your flight
per person
Aug. 22 - Aug. 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (670 reviews)
We loved the people and the decor/layout of the hotel, and its rooms. The location was perfect for us. We enjoyed both the rooftop bar and downstairs restuarant/coffee area. The only negative for us was the $40 parking fee per night. Service by the valets was excellent, however.
Reviewed on Jun. 17, 2024
![Ocean Gate Resort](https://images.trvl-media.com/lodging/1000000/900000/893200/893144/90fb01a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Ocean Gate Resort
per person
Aug. 15 - Aug. 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.6/10 Excellent! (991 reviews)
We paid extra for an ocean front room. Our view was very different from the pictures- it was mostly blocked by trees so our balcony was not worth using. Views from other parts of the property were much better. We were given a handicap accessible room so our bathroom was huge and room was much smaller. Overall just not a great experience. Office smelled like cigarettes.
Reviewed on Oct. 3, 2023
![Spinneys Guesthouse & Beach Cottages](https://images.trvl-media.com/lodging/83000000/82950000/82945500/82945407/5d9682fc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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 CA $159 per night from Jun. 23 to Jun. 24
CA $159
CA $174 total
includes taxes & fees
Jun 23 - Jun 24
8.4/10 Very Good! (1,620 reviews)
"Room was comfortable. It had a decent fitness room. Staff was very helpful. Breakfast was very lacking, to say the least. Other than the shopping mall, there's not much by this hotel. You pretty much are taking an Uber downtown for any food or drink options."
Reviewed on Jun. 17, 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 CA $348 per night from Jun. 23 to Jun. 24
CA $348
CA $396 total
includes taxes & fees
Jun 23 - Jun 24
8.4/10 Very Good! (1,050 reviews)
"All the staff were so helpful and kind."
Reviewed on Jun. 16, 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 CA $399 per night from Jul. 2 to Jul. 3
CA $399
CA $493 total
includes taxes & fees
Jul 2 - Jul 3
9/10 Wonderful! (1,208 reviews)
"Good location and walkable."
Reviewed on Jun. 17, 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
Hotels
Best Hotels in MauiKittery Outlets hotelsBest Hotels in Key WestBest Hotels in KauaiBest Hotels in OahuMaine Mall hotelsCross Insurance Center hotelsBangor Mall hotelsMaui All Inclusive Resorts and HotelsBest Hotels in Wells BeachSugarloaf Ski Resort hotelsBest Hotels in Presque IsleDarling's Waterfront Pavilion hotels
Flights
Packages
Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.