Cumberland Center Vacations from $1,026

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Your Cumberland Center Vacation

The stress-free way to experience this exciting city is with a custom-made Cumberland Center vacation package. Stay in the neighborhood of Parkside, which is great for festivals, markets and walking or go someplace else — our package deals are all about you. You'll want to do a little exploring during your trip to Cumberland Center. Swing by popular attractions like Desert of Maine, Maine Wildlife Park and Capt Lyman Stuart, LLC. Don't put off exploring this destination any longer. Your dream Cumberland Center vacation is just a few clicks away with Expedia.

The Latest Cumberland Center vacation packages

Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,512, price is now $1,026 per person
$1,026
per person
Sep 25 - Sep 30
just found
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,003 reviews)
Had to wait 45 mins to get our room after arriving at 4:00…check in time. Not impressed with that and ours was not the only one not ready. Obviously, they have a staffing problem or so t know how to schedule. Also had three people at the front desk but only one seemed to be able to check in people at a time. Room was clean but the bathroom was so small it was hard to move around. Rooms were not sound proud either so we could constantly hear kids running up and down the halls. Overall the place was okay but wouldn’t go back again.

Reviewed on Jul 2, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,897, price is now $1,191 per person
$1,191
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
10/10 Exceptional! (5 reviews)
It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure.

Reviewed on Jun 28, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,665, price is now $1,080 per person
$1,080
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
8.8/10 Excellent! (198 reviews)
The manager and the staff were amazing - we had an issue with the air conditioning in our room and they were very helpful and got us moved to another room. I wish there were some more options for food, and was disappointed that the bar was not staffed, but the inn was beautiful and the atmosphere relaxing!

Reviewed on Jul 4, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,136, price is now $1,408 per person
$1,408
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.4/10 Exceptional! (1,771 reviews)
Great stay in the middle of everything! Easy to walk to restaurants and shopping as well as the piers!

Reviewed on Jul 4, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,476, price is now $1,681 per person
$1,681
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on Apr 23, 2026

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Stay near popular Cumberland Center attractions

Twin Brook Recreation Area

This 224-acre recreation area offers serene trails winding through woodlands and fields. Explore four miles of paths for walking or cross-country skiing, with athletic fields and picnic areas for family outings.
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What to do in Cumberland Center

Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

$79
per adult
100% of travellers recommend
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
See all activities in Cumberland Center

Cumberland Center Hotel Deals

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
$134 nightly
The price is $148 total per night from Jul 6 to Jul 7
$148 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (2,187 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 Jul 4, 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
$341 nightly
The price is $377 total per night from Jul 9 to Jul 10
$377 total
Jul 9 - Jul 10
Total with taxes and fees
9.4/10 Exceptional! (1,771 reviews)
"Great stay in the middle of everything! Easy to walk to restaurants and shopping as well as the piers!"

Reviewed on Jul 4, 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
$270 nightly
The price is $299 total per night from Jul 12 to Jul 13
$299 total
Jul 12 - Jul 13
Total with taxes and fees
9.4/10 Exceptional! (1,251 reviews)
"A decent place to stay in old port. Big room and nice staff. Room smelled like bleach and had a lightbulb burned out. Considering the price did not meet expectations."

Reviewed on Jul 5, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,901 properties in Cumberland Center
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.

Find the Best Cumberland Center Vacation Packages

Cumberland Center Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
2,500
Top Sights
State Theatre, East End Beach and Portland Museum of Art

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Frequently asked questions

How much does a Cumberland Center vacation package cost?
You'll find cheap prices from $1,026 on Expedia for your Cumberland Center getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Cumberland Center costs.
What are the cheapest months to go to Cumberland Center?
If you'd like to snag a cheap Cumberland Center vacation package, consider visiting in November, December and January. You'll generally find lower rates on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Cumberland Center?
Usually, a handful of days is enough to see the top attractions during your Cumberland Center vacation. But if you'd like to have time to kick back or go on day trips, think about extending your trip.
How to find the best Cumberland Center package deals?
Landing a cheap Cumberland Center package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Cumberland Center package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Cumberland Center vacation as a package?
You can enjoy significant savings on your next Cumberland Center retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cumberland Center?
If you're planning a spontaneous Cumberland Center adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Cumberland Center?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Cumberland Center.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the largest expense during your trip to Cumberland Center.
  3. Discover Cumberland Center using our trip planning tool: Gain insights into the leading attractions and best stays for your trip to Cumberland Center. You can also save your favorite places, collaborate with friends and family and manage your plans in one place.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Cumberland Center. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Cumberland Center vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Check out some of the best things to do in Cumberland Center and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Cumberland Center vacation packages?
Set off on your dream escape to Cumberland Center with our Book Now, Pay Later vacations. No need to scrimp and save or wait for payday — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.