Cumberland Center Vacations from $414

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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 McKernan Inn

The McKernan Inn

3 out of 5
Price was $568, price is now $414 per person
$414
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!

Reviewed on Dec 27, 2025

84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $1,172, price is now $749 per person
$749
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $613, price is now $458 per person
$458
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Room was very clean, neat vibe, tons of space! Made coming back from

Reviewed on Jan 23, 2026

InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $756, price is now $565 per person
$565
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (356 reviews)
Always a great stay!!!

Reviewed on Feb 15, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $622, price is now $474 per person
$474
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.

Reviewed on Jan 3, 2026

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Discover the most popular places to visit in Cumberland Center

Twin Brook Recreation Area

Explore the great outdoors at Twin Brook Recreation Area, a lovely green space in Cumberland Center. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Twin Brook Recreation Area

What to do in Cumberland Center

Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

$17
per traveler
Portland Smartphone Audio Tour: Self-Guided Drive
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

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

$10
per traveler
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

$17
per traveler
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
See all activities in Cumberland Center

Cumberland Center Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Feb 19 to Feb 20
$85 total
Feb 19 - Feb 20
Total with taxes and fees
8/10 Very Good! (1,358 reviews)
Great staff. .. deal with me well .. thanks steven

Reviewed on Feb 12, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $164 total per night from Feb 19 to Feb 20
$164 total
Feb 19 - Feb 20
Total with taxes and fees
9.2/10 Wonderful! (1,760 reviews)
Nice decor and amenities (pantry)

Reviewed on Feb 11, 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
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Mar 2 to Mar 3
$128 total
Mar 2 - Mar 3
Total with taxes and fees
9.2/10 Wonderful! (1,162 reviews)
The staff is excellent - efficient, gracious and always available to manage whatever comes up for the guest.

Reviewed on Feb 2, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,692 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 $414 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.