Cumberland Vacations from $265
Book a Hotel + Flight or Car together to unlock savings
Your Cumberland Vacation
When you choose a Cumberland vacation package, you can relax and enjoy your adventure to the fullest. Uncover the best things about this vibrant city knowing that everything has been organized in advance. Levoy Theater, Wheaton Village and Riverfront Renaissance Center for the Arts are just a few of the attractions worth exploring during your trip to Cumberland. Whoever you're escaping with and whatever the size of your budget, your ultimate Cumberland vacation is just a few clicks away with Expedia.
The Latest Cumberland vacation packages
Price found within the past 48 hours. Click for updated prices.
Valley Forge Casino Resort
$265
per person
Dec 3 - Dec 6
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.4/10 Very Good! (1,333 reviews)
Very disappointed. There is a 4 pm check-in, We arrived at 4:10 could complete everything BUT get our room keys because the room was not ready. We were told that they would send a text when we could check in. We had reservations at 6 pm, still didn't receive a text. Went back to the hotel ~7:30, and were told that they sent a text ~ 5:30 indicating our room was ready. WE NEVER RECEIVED a text until AFTER we were in our room.
Also, a lot of construction going on which made the environment 'messy'. The room itself was nice.
Reviewed on Sep 21, 2026
Cozy Home near City Center with Hot tub
South Philadelphia
$4,644
per person
Dec 2 - Dec 7
found 12 hours ago
Roundtrip flight included
San Juan (SJU) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!
Reviewed on Mar 2, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Cumberland
View all tripsCumberland Hotel Deals
Oceanside Lodge
119 South Shore Road Marmora NJ
Fully refundableReserve now, pay when you stay
$64 nightly
$72 total
Sep 29 - Sep 30
Total with taxes and fees
The Aventis Inn
6 MacArthur Blvd Somers Point NJ
$60 nightly
$68 total
Sep 22 - Sep 23
Total with taxes and fees
Econo Lodge Somers Point
21 Macarthur Blvd Somers Point NJ
Fully refundableReserve now, pay when you stay
$65 nightly
$75 total
Sep 22 - Sep 23
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 Vacation Packages
Cumberland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Atlantic City Intl. Airport (ACY) |
Top Sights | Riverfront Renaissance Center for the Arts, Wheaton Village and Levoy Theater |
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Frequently asked questions
How much does a Cumberland vacation package cost?
You'll find cheap prices from $265 on Expedia for your Cumberland break. 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?
December, January and February are the best times to search for cheap Cumberland vacation packages. Traveling in quieter months means you can generally find better prices on flights and hotels.
How many days is enough for Cumberland?
Typically, a handful of days is enough to explore the top sights during your Cumberland vacation. But if you prefer to have time to relax or take day tours, think about extending your itinerary.
How to find the best Cumberland package deals?
Start your search for a Cumberland package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Cumberland package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cumberland adventure off to a flying start.
Is it cheaper to book a Cumberland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations separately. Better still, you can personalize your Cumberland trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Cumberland?
If you're considering a spur-of-the-moment Cumberland vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Cumberland?
- Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Cumberland.
- Set your budget: Factor in costs like flights, food and transportation when calculating how much to set aside for your trip to Cumberland. Then, choose a hotel that matches your budget, whether that's a wallet-friendly stay or a lavish getaway.
- Organize your Cumberland escape with our trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Cumberland together.
- Decide how long to go for: Now that you're up to speed on Cumberland, you can figure out the ideal length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to see.
- Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal Cumberland vacation package for you.
- Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on Cumberland's highlights. Find all the exciting things to do in Cumberland with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Cumberland vacation packages?
Your Cumberland getaway is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.