Cumberland Trips (flight + hotel)

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Top hotels in Cumberland

Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is P7,499 per night from 5 Mar to 6 Mar
P7,499
P10,510 total
includes taxes & fees
Mar 5 - Mar 6
9/10 Wonderful! (1,460 reviews)
"We always love our stays at the Portland Harbor Hotel. It's conveniently located in the Old Port though maintains a quiet ambience."

Reviewed on Feb 7, 2025

Portland Harbor Hotel
Holiday Inn Portland-By the Bay, an IHG Hotel
Holiday Inn Portland-By the Bay, an IHG Hotel
3 out of 5
88 Spring St, Portland, ME
Fully refundable
The price is P5,453 per night from 10 Feb to 11 Feb
P5,453
P6,033 total
includes taxes & fees
Feb 10 - Feb 11
8.8/10 Excellent! (1,140 reviews)
"Great modern super clean rooms . Super close to all things we wanted to do . Great water view from our room"

Reviewed on Feb 4, 2025

Holiday Inn Portland-By the Bay, an IHG 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
The price is P5,621 per night from 18 Feb to 19 Feb
P5,621
P7,800 total
includes taxes & fees
Feb 18 - Feb 19
9.2/10 Wonderful! (765 reviews)
"Wonderful stay. Property is clean and beautiful. Rooms immaculate. Staff was welcoming and helpful. On sight parking. Close to several restaurants. Area is safe and close to waterfront. Definitely will stay again on our next visit to Portland."

Reviewed on Feb 6, 2025

Cambria Hotel Portland Downtown-Old Port
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.

Frequently asked questions

How much does a Cumberland vacation package cost?
You’ll find cheap prices on Expedia for your Cumberland escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Cumberland costs.
What are the cheapest months to go to Cumberland?
The off-season is the best time to head to Cumberland if you’re on a budget. Another tip for scoring cheap Cumberland vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Cumberland?
Usually, a handful of days is enough to see the main attractions during your Cumberland vacation. However, if you’d like to have time to kick back or take day trips, think about extending your itinerary.
How to find the best Cumberland package deals?
Begin your search for a Cumberland package deal by entering your destination and preferred trip dates under our “Packages” tab. Then select some filters, like “Guest rating” and “Property type,” to fine-tune the results to your exact style. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the ideal Cumberland package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cumberland getaway off to a flying start.
Is it cheaper to book a Cumberland vacation as a package?
You can enjoy significant savings on your Cumberland retreat by booking a customized vacation package. Check the “Package” heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Cumberland?
If you’re considering a spur-of-the-moment Cumberland adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Cumberland?

  1. Choose when to travel: Check your schedule and pack your bags. Your favorite season and the type of activities on offer will also help you decide when to escape to Cumberland.
  2. Budget wisely: On top of the cost of your stay, you’ll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that could crop up during your trip to Cumberland.
  3. Set the duration of your trip: Start by listing all the attractions and activities you want to get to in Cumberland. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you’ve settled on your trip dates and duration, book the perfect Cumberland vacation package for you.

What to do in Cumberland

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