
Cumberland County Vacations & Trips from $511
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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

The Wylie Inn and Conference Center at Endicott College
Reviewed on Mar 24, 2026

The Langham, Boston
Reviewed on Mar 22, 2026

Boston Harbor Hotel
Reviewed on Mar 23, 2026

The Colonnade Hotel Back Bay
Reviewed on Mar 26, 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

The Westin Portland Harborview
I frequently stay at this property. It is a very clean property with kind and helpful staff and an excellent restaurant and spa. I was locked out of the next door parking garage and Dan (door man?) helped me get my car out. He ran out there in the freezing cold, called the garage mgmt and got me ...
Reviewed on Mar 26, 2026

Clarion Hotel Portland Airport ME
Great rooms and nice staff
Reviewed on Mar 26, 2026

Portland Harbor Hotel
We paid a little extra for a room with a Courtyard view. What we got was a 2nd floor room as far as possible from the elevator and when I pulled back the curtains I was looking at a giant kitchen exhaust fan that gave us a constant deep buzz in the room. The hotel did not seem busy and this room ...
Reviewed on Mar 27, 2026
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