Cumberland Vacations
Book a Hotel + Flight or Car together to unlock savings
Your Cumberland Vacation
Planning your next exciting travel adventure is a walk in the park with a Cumberland vacation package. The neighborhood of Oscaloosa, which is great for culture, makes a terrific base to uncover the treasures of this lively city. Like some inspiration on what to do or see first during your trip to Cumberland? Don't miss leading attractions such as Kingdom Come State Park. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Cumberland now.
Stay near popular Cumberland attractions
Kingdom Come State Park
8.4/10 (13 reviews)
Perched atop Pine Mountain, this Appalachian gem features dramatic sandstone formations like 290-foot Raven Rock. Hike scenic trails to breathtaking overlooks or enjoy tranquil paddle boating on the park's serene lake.
Cumberland Hotel Deals
Dan’s Den - Two bedroom home with outdoor firepit
Cumberland KY
$286 nightly
$315 total
Sep 1 - Sep 2
Total with taxes and fees
Nan’s Porch - 2 Bedroom home with outdoor firepit
Cumberland KY
$273 nightly
$300 total
Sep 6 - Sep 7
Total with taxes and fees
The Inn at Wise
110 E Main Street Wise VA
Fully refundableReserve now, pay when you stay
$114 nightly
$127 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Beautifully restored Inn. Room was lovely and the staff was very friendly and accommodating."
Reviewed on Aug 28, 2026
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 |
Population | 2,100 |
Top Sights | Black Mountain Offroad Adventure Area - Putney Trailhead, Black Mountain and Kingdom Come State Park |
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Frequently asked questions
How much does a Cumberland vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Cumberland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cumberland?
December, January and February are great times to look for cheap Cumberland vacation packages. Choosing to travel in quieter periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Cumberland?
Generally, a handful of days is enough to go to the major sights during your Cumberland vacation. However, if you prefer to have some time to relax or take day tours, consider extending your trip.
How to find the best Cumberland package deals?
Begin your search for a Cumberland package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Cumberland package deal straight away, just 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 adventure 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 tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight 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?
If you've got your Cumberland travel dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Cumberland vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Cumberland trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.