Cumberland County Holidays

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Top destinations in Cumberland County

A brick building with green shutters, a tree with red leaves, and a street with people walking.
FlightsFlightsHotelsHotels

Freeport

Freeport
A lighthouse, a white house with a red roof, and rocky coastline at sunset.
FlightsFlightsHotelsHotels

Portland

Portland

Top hotels in Cumberland County

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is Rp2.676.487 per night from 6 Jul to 7 Jul
Rp2.676.487
Rp2.961.380 total
6 Jul - 7 Jul
includes taxes & fees
8.6/10 Excellent! (2,184 reviews)
"Bathroom was extremely small, shower floor was gross and water pressure in sink was basically just more than a trickle. Room was clean and comfortable otherwise. Parking was $10."

Reviewed on 4 Jul 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is Rp5.223.460 per night from 8 Jul to 9 Jul
Rp5.223.460
Rp6.464.524 total
8 Jul - 9 Jul
includes taxes & fees
9.4/10 Exceptional! (1,770 reviews)
"Great stay in the middle of everything! Easy to walk to restaurants and shopping as well as the piers!"

Reviewed on 4 Jul 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
The price is Rp4.660.860 per night from 12 Jul to 13 Jul
Rp4.660.860
Rp5.646.310 total
12 Jul - 13 Jul
includes taxes & fees
9.4/10 Exceptional! (1,249 reviews)
"Great location!"

Reviewed on 3 Jul 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,330 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.

Frequently asked questions

How much does a Cumberland County holiday package cost?
Custom build your Cumberland County holiday package from an affordable . Choose from any combination of flights, hotels and rental cars to put together the escape you've been dreaming about. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Cumberland County?
Bundling your hotel and flight with Expedia won't just save precious time — it'll save you dollars too. A Cumberland County holiday package makes it a breeze to create the perfect trip. With more than 550 airlines across the world to select from, finding flights that fit your schedule won't be a hassle. Not only that, we've got over 1,000,000 properties globally to take your pick of. Now that's what you call choice. Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Cumberland County?
If you've always wanted to explore Portland Head Light and University of Southern Maine, the city of Portland is calling your name.
What are the top hotels in Cumberland County?
The Westin Portland Harborview and La Quinta Inn & Suites by Wyndham Portland know how to make their guests feel at home in Portland. If your travel plans also include Bridgton, look up Portland Harbour Hotel and Casco Bay Hotel, Ascend Hotel Collection. Both are popular with travellers.
How far in advance should I book my Cumberland County holiday?
Travellers are usually able to compare international airfares on Expedia up to 12 months prior to departure. Booking late? With a little bit of luck, it's still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia Cumberland County travel package include?
Hotels, car rentals and flights — we bring you the best deals. All you have to do is figure out your preferred combination. After you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to put together an unforgettable Cumberland County escape.
What should I know before booking a Cumberland County travel package?
An Expedia travel package can be customized for your budget and is a terrific way to make your hard-earned dollars stretch further. How little or much you include is totally up to you. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Cumberland County Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just choose the airline you want and craft the perfect Cumberland County escape.
If I'm not able to travel, can I cancel my Cumberland County holiday package?
Yes, it's possible to cancel your Cumberland County booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Stay near popular Cumberland County attractions

A multi-story brick building with a large arched window and a sign that reads "STATE".

State Theatre

8.8/10 (392 reviews)
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
See properties

What to do in Cumberland County

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Rp172.777
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Ultimate Portland Self-Guided Driving GPS Audio Tour

Ultimate Portland Self-Guided Driving GPS Audio Tour

Rp303.424
per traveller
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
Self-Guided Driving & Walking Bundle of Maine Tours

Maine Tour Bundle: Self-Guided Driving & Walking Audio Tour Bundle

Rp714.181
per traveller
Maine Tour Bundle: Self-Guided Driving & Walking Audio Tour Bundle
See all activities in Cumberland County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.