Cumberland Center Vacations from $599
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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.
84 Main
$599
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.8/10 Exceptional! (58 reviews)
The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.
Reviewed on Jul 17, 2026
Waldo Emerson Inn
$987
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (357 reviews)
Our stay at the Waldo Emerson was nothing short of exceptional! From the moment we arrived, Amelia welcomed us with warm hospitality, and every detail of this charming property made us feel right at home.
The accommodations were comfortable and full of character, and the property itself is absolutely beautiful. Each morning, we looked forward to a delicious, fresh, and thoughtfully prepared breakfast that was the perfect start to our day.
What truly made our experience special were the wonderful sightseeing and dinner recommendations. Amelia and Ron are phenomenal hosts who go above and beyond to ensure their guests have a memorable stay. Their genuine warmth, local knowledge, and attention to detail made our visit to Kennebunkport even more enjoyable.
The Waldo Emerson is an outstanding choice for anyone looking for a charming bed and breakfast in Kennebunkport. We thoroughly enjoyed our stay and would gladly return. We highly recommend it to anyone seeking the perfect combination of comfort, charm, exceptional hospitality, and relaxation!
**A truly wonderful experience from start to finish!**
Reviewed on Oct 18, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cumberland Center
View all tripsStay near popular Cumberland Center attractions
Greely Center for the Arts
Enjoy an outing to Greely Center for the Arts during your stay in Cumberland.
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.
Golf Learning Center
All-grass driving range with two acres of practice space and target greens for all skill levels. Improve your swing with PGA Pro Paddy Badcock's lessons or visit the pro shop for custom club fittings.
What to do in Cumberland Center
Vintage Fire Truck Sightseeing Tour of Portland Maine
$45
per adult
98% of travellers recommend
Afternoon Windjammer Cruise Along the Coast of Portland Maine
$69
per adult
96% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
92% of travellers recommend
Cumberland Center Hotel Deals
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$108 nightly
$119 total
Nov 18 - Nov 19
Total with taxes and fees
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
$83 nightly
$92 total
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (1,807 reviews)
"Our first time to the area. Clean room, great amenities"
Reviewed on Oct 23, 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
$72 nightly
$79 total
Nov 11 - Nov 12
Total with taxes and fees
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 $599 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
