Cumberland Center Vacations from $280

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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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $366, price is now $280 per person
$280
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Great location Friendly very good Easy everything

Reviewed on Jan 1, 2026

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $441, price is now $307 per person
$307
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
This was a great stay! Had everything we wanted. Location was excellent.

Reviewed on Dec 24, 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $405, price is now $311 per person
$311
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (1,512 reviews)
The hotel has that old fashioned quiet atmosphere with unobtrusive but attentive staff members. It is quietly and comfortably luxurious, perfect for exploring downtown on foot and within a short distance of most interesting restaurants

Reviewed on Dec 31, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $617, price is now $477 per person
$477
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected

Reviewed on Nov 16, 2025

InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $656, price is now $511 per person
$511
per person
Feb 1 - Feb 7
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PWM)
9.4/10 Exceptional! (356 reviews)
Pool was fine; unfortunately sauna was not working.

Reviewed on Dec 2, 2025

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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

$15
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
$80 nightly
The price is $88 total per night from Jan 11 to Jan 12
$88 total
Jan 11 - Jan 12
Total with taxes and fees
7.8/10 Good! (1,307 reviews)
The airport shuttle was very convenient and appreciated on an early and snowy Christmas Eve morning. Night and morning desk staff were very helpful and friendly.

Reviewed on Dec 26, 2025

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Jan 25 to Jan 26
$108 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Staff was so friendly and had great dining recommendations. Room was super clean. Hotel was quiet and located in a perfect spot around the corner from the comedy show we went to see. Everything was so nice and good luck to the ginger bread house decoration competitors! We hope our choice wins!

Reviewed on Dec 22, 2025

The Westin Portland Harborview
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
$137 nightly
The price is $152 total per night from Jan 5 to Jan 6
$152 total
Jan 5 - Jan 6
Total with taxes and fees
9.4/10 Exceptional! (1,558 reviews)
Perfect location- lovely little hotel bar, nice room - friendly staff

Reviewed on Dec 29, 2025

Portland Regency Hotel & Spa
See all 2,670 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 $280 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.