Cumberland County Holidays

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Your Cumberland County Holiday

When adventure calls, answer it with a tailor-made holiday 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 holiday to the second you come back home, Expedia will take care of you every step of the way.

Top destinations in Cumberland County

FlightsFlightsHotelsHotels

Portland

Portland

Top Cumberland County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was £2,091, price is now £1,344 per person
£1,344
per person
26 Jun - 1 Jul
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
Great accommodations if you are simply looking for just a place to lay your head without the bell and whistles of the major hotels. The location is walking distance to the a lot of major locations in the city.

Reviewed on 12 May 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was £2,270, price is now £1,484 per person
£1,484
per person
30 Jul - 6 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9/10 Wonderful! (1,003 reviews)
Very convenient and helpful staff.

Reviewed on 10 May 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was £3,145, price is now £2,107 per person
£2,107
per person
30 Jul - 6 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on 23 Apr 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was £2,134, price is now £1,509 per person
£1,509
per person
13 Jun - 20 Jun
found 13 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (77 reviews)
Very clean rooms. House service actually came twice one to clean up and the other to restock - Luisa and Dilicia were very warm and nice. Staff are very hospitable, right from my arrival to departure

Reviewed on 12 May 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was £2,371, price is now £1,690 per person
£1,690
per person
30 Jul - 6 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Portland (PWM)
9.4/10 Exceptional! (1,753 reviews)
Great hotel with great staff!

Reviewed on 12 May 2026

Cumberland County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Top Sights
Sebago Lake, Higgins Beach and Sebago Lake State Park

Top hotels in Cumberland County

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is £179 per night from 25 May to 26 May
£179
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (1,767 reviews)
Great hotel with great staff!

Reviewed on 12 May 2026

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is £124 per night from 27 May to 28 May
£124
27 May - 28 May
includes taxes & fees
9.4/10 Exceptional! (1,651 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 12 May 2026

Portland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
The price is £156 per night from 26 May to 27 May
£156
26 May - 27 May
includes taxes & fees
9.4/10 Exceptional! (1,214 reviews)
Very clean and modern design, spacious room and overall the place was very quiet and made for a good night's sleep. Convenient to have the garage attached to the hotel, you just have to have your ticket validated by the front desk, but allows you to come and go as you please for the parking fee.

Reviewed on 12 May 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,243 properties in Cumberland County
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.
All Inclusive Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Cumberland County travel package cost?
Starting from only £1,344, a travel package is your portal to low-cost travel. Create your own Cumberland County adventure by choosing from our wide range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Cumberland County travel package?
If your travel plans in Cumberland County have been upended, it's comforting to know that it's possible to cancel your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Cumberland County?
Bundle your bookings with Expedia to save big on your next exciting adventure. With over 550 partner airlines and 1,000,000 hotel options worldwide, your Cumberland County holiday package can be tailored exactly to suit your budget. With all those extra dollars, why not throw in a few fun experiences and tours? It's an easy way to unlock even more savings. Your dream holiday in Cumberland County is closer than you thought!
Does Expedia offer Book Now, Pay Later Cumberland County holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Remember to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Just put down a small deposit on your escape and then start packing your bags.

Where should I stay in Cumberland County?
You can't go wrong in Portland. Popular sights, such as Portland Head Light and University of Southern Maine, will keep you on the go in this exciting city.
What are the top hotels in Cumberland County?
When it comes to hotels in Portland, The Westin Portland Harborview and Portland Sheraton at Sable Oaks are two great options. If you're also visiting Bridgton, The Westin Portland Harborview and Portland Sheraton at Sable Oaks look forward to welcoming you.
How far in advance should I book my Cumberland County holiday?
While not all airlines release tickets early, you can normally compare international airfares on Expedia up to 12 months in advance. This is the time you'll bag some fantastic bargains. If you're booking last minute, you could still be in luck. Low prices occasionally become available only weeks prior to departure.
What does an Expedia Cumberland County travel package include?
Rental cars, flights and hotels — we've got them well covered. With Expedia, you can shape your Cumberland County package just the way you want. All you have to do is determine what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the bigger your savings!
What should I know before booking a Cumberland County travel package?
Whether it's adventure or relaxation you're seeking, a Cumberland County travel package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Cumberland County Expedia travel package?
Yes, you're in charge. We have access to over 550 partner airlines around the world, so you can design your Cumberland County holiday according to your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.