Cumberland County Vacations & Trips from $1,174
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Your Cumberland County Vacation
When adventure calls, answer it with a tailor-made vacation package to Cumberland County. Wherever your journey takes you and whatever you have planned, get set to discover a destination with so much to offer. With so many things to explore on a trip to Cumberland County, it can be hard to know where to start. Kick off your journey in Portland at Maine Mall and Thompson's Point — two popular attractions here. Another city to add to your itinerary is Brunswick. Don't miss Maine Street and LL Bean Flagship Store. From the instant you book your Cumberland County vacation to the second you come back home, Expedia will take care of you every step of the way.
Top destinations in Cumberland County
South Portland
The Latest Cumberland County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Meco Hotel - Hostel
West End
Price was $3,452, price is now $1,666 per person
$1,666
per person
Jul 23 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
8.6/10 Excellent! (414 reviews)
1st time, felt safe. Towels were available. Bring your own lock. 1 block from train station. And good food and stores nearby
Reviewed on May 15, 2026
Hotel Ivy Boston Common
Bay Village
Save 100% on your flight
Price was $2,246, price is now $1,271 per person
$1,271
per person
Jul 23 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
Good for the price. Friendly staff.
Reviewed on May 15, 2026
The Atlas Hotel
Allston
Save 100% on your flight
Price was $2,027, price is now $1,260 per person
$1,260
per person
Jul 23 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.6/10 Exceptional! (77 reviews)
This was our first time staying here and we loved it. Rooms were super clean and comfortable. We were welcomed with a smile and thought all the staff members were very helpful and friendly. We come to Boston several times a year, we will definitely be staying at the Atlas again!
Reviewed on May 15, 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was $2,881, price is now $1,853 per person
$1,853
per person
Jul 23 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
8.8/10 Excellent! (1,462 reviews)
Staff on the front desk were absolutely fantastic! The hotel location perfect especially for the TD Gardens. Breakfast is available but we only had once. Shame the bar area wasn't open. Overall, a fantastic hotel that we would highly recommend if you are coming to Boston. Also, super close to the airport making transfers easy.
Reviewed on May 13, 2026
Find the Best Cumberland County Vacation Packages
Cumberland County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Top Sights | Sebago Lake, Higgins Beach and East End Beach |
Cumberland County Hotel Deals
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! (1,770 reviews)
This hotel was the perfect location for us near our destination downtime Portland and was beautiful. Staff was wonderful and the room was great. No complaints.
Reviewed on May 15, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $223 total per night from May 26 to May 27
$223 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,652 reviews)
A hotel has control over cleanliness, upkeep, and service. This hotel ranks very poorly in service. Not a single smile from any staff at check-in, check-out, or requests. They advertise pickup from the airport is available but after a call before flight, after landing, and then 3 more calls after ...
Reviewed on May 12, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
$177 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! (1,222 reviews)
Rooms are fantastic! Great view! Lots of nice small amenities.
Reviewed on May 16, 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.
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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.
