Cumberland Foreside Vacations from $891
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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.
84 Main
Price was $1,245, price is now $891 per person
$891
per person
Jun 30 - Jul 3
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.8/10 Exceptional! (57 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $1,951, price is now $1,432 per person
$1,432
per person
Jul 31 - Aug 3
found 15 hours ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless,
Great location. Would stay here again
Reviewed on Apr 23, 2026
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Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $266 total per night from May 25 to May 26
$266 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (1,762 reviews)
Best location in Portland. The free bikes were the highlight, We went everywhere with them. Very convenient! The staff was very nice.
Reviewed on May 10, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $186 total per night from May 17 to May 18
$186 total
May 17 - May 18
Total with taxes and fees
9.4/10 Exceptional! (1,646 reviews)
The spa was amazing. Very friendly staff.
Reviewed on May 10, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
$178 nightly
The price is $196 total per night from May 26 to May 27
$196 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,213 reviews)
Clean rooms, spacious, great location
Reviewed on May 11, 2026
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.
