Cumberland County Vacations & Trips from $390

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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

The Latest Cumberland County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Boston Harbor Hotel
Four Seasons Hotel Boston
The Langham, Boston
Raffles Boston

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

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundable
$91 nightly
The price is $101 total per night from Dec 6 to Dec 7
$101 total
Dec 6 - Dec 7
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"Good but not as good as a typical Westin at all. Needs to be updated"

Reviewed on Nov 14, 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
$76 nightly
The price is $84 total per night from Nov 22 to Nov 23
$84 total
Nov 22 - Nov 23
Total with taxes and fees
8.2/10 Very Good! (1,874 reviews)
"Super easy check in and check out. They had Good coffee and microwave in room, which is always appreciated"

Reviewed on Nov 14, 2026

Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Nov 22 to Nov 23
$85 total
Nov 22 - Nov 23
Total with taxes and fees
Fireside Inn & Suites Portland
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.

Stay near popular Cumberland County attractions

What to do in Cumberland County

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.