Cumberland Vacations

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  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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Find the Best Cumberland Vacation Packages

Cumberland Hotel Deals

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
The price is AEDĀ 340 per night from Sep 6 to Sep 7
AEDĀ 340
AEDĀ 371 total
6 Sep - 7 Sep
includes taxes & fees
7.4/10 Good! (640 reviews)
"They canceled my booking, which was pre paid when are flight was delayed by 70 without notice. I did not find out until we tried to check in."

Reviewed on 6 August 2026

Clarion Pointe South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is AEDĀ 481 per night from Sep 1 to Sep 2
AEDĀ 481
AEDĀ 532 total
1 Sep - 2 Sep
includes taxes & fees
8.2/10 Very Good! (1,608 reviews)
"Clean, comfortable and walking distance to Thompson's Point!"

Reviewed on 6 August 2026

Clarion Hotel Portland Airport ME
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 AEDĀ 933 per night from Aug 30 to Aug 31
AEDĀ 933
AEDĀ 1,033 total
30 Aug - 31 Aug
includes taxes & fees
Portland Regency Hotel & Spa
See all 1,899 properties in Cumberland
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 attractions

Greely Center for the Arts

Enjoy an outing to Greely Center for the Arts during your stay in Cumberland.
See properties

Frequently asked questions

How much does a Cumberland vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Cumberland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Cumberland?
To score cheap Cumberland vacation packages, plan your getaway outside of peak times such as school holidays. You'll generally find lower prices and better availability when it's less busy.
How to find the best Cumberland package deals?
Finding a cheap Cumberland package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Cumberland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Cumberland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can customize your Cumberland trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cumberland?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Cumberland vacation.
How to plan a trip to Cumberland?

  1. Pick your dates: What you want to do in Cumberland and your favorite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Cumberland.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Cumberland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Cumberland vacation package that brings all your bookings together.