Cumberland Foreside Vacations from $367
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Your Cumberland Foreside Vacation
Lock in a Cumberland Foreside vacation package and get set to experience all this lively city has to offer. Consider basing yourself in the neighborhood of Parkside, which is good for festivals, markets and walking. Winslow Memorial Park, Gilsland Farm Audubon Center and Little John Island Preserve are just a few of the many attractions worth exploring during your trip to Cumberland Foreside. Stop daydreaming and start adventuring. Check out the multitude of options on Expedia today and put your Cumberland Foreside vacation plans into gear!
The Latest Cumberland Foreside vacation packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $564, price is now $367 per person
$367
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
We were only here 1 night, but our room was clean and cozy. We walked right down the street for dinner at $3 Deweys and had a great time! We used our destination fee credit to have breakfast delivered and were thourouly dissapointed. I took one bite and knew something was not right, the potatoes were fried in rancid grease and inedibile. My husband had an omlet that was at least edibile but nothing special.
Reviewed on Nov 24, 2025
The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $713, price is now $396 per person
$396
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
This is in a great location and room was very spacious. Blind in bedroom was broken in down position so it was always dark in there.
You are supposed to download an app that requires “always on” connection to Bluetooth to get in, but someone was available to give us card keys instead.
Reviewed on Nov 16, 2025
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $896, price is now $538 per person
$538
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!
Reviewed on Nov 23, 2025
The Docent's Collection - Boyd Block
Downtown Portland
Save 100% on your flight
Price was $889, price is now $559 per person
$559
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
10/10 Exceptional! (2 reviews)
Really nice and clean new hotel!
Reviewed on Oct 27, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $839, price is now $529 per person
$529
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Loved this place and would definitely stay here next time we go back.
Reviewed on Oct 15, 2025
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Cumberland Foreside Hotel Deals
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Dec 1 to Dec 2
$93 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,263 reviews)
clean, convenient. perfect place and close to portland.
Reviewed on Nov 26, 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,698 reviews)
Lovely old hotel in the heart of Portland. Loved the pantry, the staff were friendly and our room was quiet and comfortable. We got a great price from Hotels.com. We would love to stay here again but the normal rate is too steep for us.
Reviewed on Nov 26, 2025
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $81 total per night from Dec 7 to Dec 8
$81 total
Dec 7 - Dec 8
Total with taxes and fees
7.8/10 Good! (1,313 reviews)
The bathroom needed more cleaning. Baseboards hadn’t been dusted in a long time, looked like mold around sink and bath tub was very slippery.
Reviewed on Nov 22, 2025
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.
Find the Best Cumberland Foreside Vacation Packages
Cumberland Foreside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Top Sights | State Theatre, East End Beach and Portland Museum of Art |
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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.