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Long Island Vacation Packages
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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)
![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/c27bf7ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Portland Harbor Hotel
Downtown Portland
per person
Jul. 21 - Jul. 27
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (1,194 reviews)
had a wonderful stay. hotel is lovely and we were upgraded to a beautiful comfortable room. breakfast was delicious. right in town -convenient.
Reviewed on Jun. 18, 2024
![Hidden Pond](https://images.trvl-media.com/lodging/26000000/25010000/25007300/25007294/db7153e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hidden Pond
Save 100% on your flight
per person
Jul. 28 - Aug. 3
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
8.4/10 Very Good! (7 reviews)
The service was not top notch for the price. Family pool was too small. Spa lacked a sauna and steam and had a small waiting area.
We liked the overall ambiance, charming main lobby and outdoor shower in the room. The room overall was good. But other than the person at checkout who was great, we did not feel the other service people were excited to have us there.
Reviewed on Jun. 17, 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
per person
Jul. 21 - Jul. 27
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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
![The Press Hotel, Marriott Autograph Collection](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/a4706f13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Press Hotel, Marriott Autograph Collection
Downtown Portland
Save 100% on your flight
per person
Jul. 28 - Aug. 3
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (866 reviews)
Just spent a week here for our first trip to Maine. The location was amazing as there were dozens of shops and restaurants just outside the front door and within a two to three block radius. Many of the attractions we had planned on visiting were just blocks away and the Casco boat ferry shipyard was less than a ten minute walk. We felt safe in the area and the quality of the area was great. Our room was spacious and comfortable. We declined housekeeping service during our stay but the hallways, lobby and front desk areas were spotless. Having worked in hotels for 35 years I can say this property is exceptional and everyone from the hotel we encountered were friendly and welcoming. Highly recommend.
Reviewed on Jun. 7, 2024
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 $184 per night from Jun. 23 to Jun. 24
CA $184
CA $200 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 $410 per night from Jun. 23 to Jun. 24
CA $410
CA $505 total
includes taxes & fees
Jun 23 - Jun 24
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.
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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.