Cumberland Foreside Vacations from $613

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Your Cumberland Foreside Vacation

Lock in a Cumberland Foreside vacation package and get set to experience all this lively city has to offer. Consider basing yourself in the neighborhood of Parkside, which is good for festivals, markets and walking. Winslow Memorial Park, Gilsland Farm Audubon Center and Little John Island Preserve are just a few of the many attractions worth exploring during your trip to Cumberland Foreside. Stop daydreaming and start adventuring. Check out the multitude of options on Expedia today and put your Cumberland Foreside vacation plans into gear!

The Latest Cumberland Foreside vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
The Docent's Collection
Inn By The Sea
Kennebunkport Captains Collection
Cliff House Maine
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Cumberland Foreside Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Sep 2 to Sep 3
$168 total
Sep 2 - Sep 3
Total with taxes and fees
Clarion Hotel Portland
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
$116 nightly
The price is $127 total per night from Aug 31 to Sep 1
$127 total
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (1,248 reviews)
"the breakfast was great"

Reviewed on Aug 25, 2025

Days Inn by Wyndham Airport/Maine Mall
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $134 total per night from Sep 1 to Sep 2
$134 total
Sep 1 - Sep 2
Total with taxes and fees
Ramada Plaza by Wyndham Portland
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.

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Frequently asked questions

How much does a Cumberland Foreside vacation package cost?
You'll find cheap prices from $613 on Expedia for your Cumberland Foreside getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cumberland Foreside costs.
What are the cheapest months to go to Cumberland Foreside?
November, December and January are the best times to search for cheap Cumberland Foreside vacation packages. Traveling in less busy periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Cumberland Foreside?
The ideal length for your Cumberland Foreside vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to check out all the major attractions and discover some hidden gems along the way.
How to find the best Cumberland Foreside package deals?
Start your search for a Cumberland Foreside package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cumberland Foreside package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cumberland Foreside escape off to a flying start.
Is it cheaper to book a Cumberland Foreside vacation as a package?
You can enjoy significant savings on your Cumberland Foreside break by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a great-value 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 Foreside?
If you're planning a spontaneous Cumberland Foreside adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Cumberland Foreside vacation packages?
Jet off on your perfect trip to Cumberland Foreside with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up travel deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.