Cumberland Vacations from $763

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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.

The Latest Cumberland vacation packages

Price found within the past 48 hours. Click for updated prices.
Fox Run Resort

Fox Run Resort

2 out of 5
Price was $792, price is now $763 per person
$763
per person
Jun 19 - Jun 22
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Pikeville (PVL)
7.6/10 Good! (11 reviews)
Everything was great once we got inside but the outside is very creepy as a first impression. It dod not help that the 5 of us showed up at 12:15AM in the pitch black unfamiliar windy road mountains just to find an abandoned gas station! Definitely my first instinct was RUN. BUT the INSIDE WAS GORGEOUS and the guy running the place was plenty nice just half asleep as we arrived much later than planned. I think “resort” is a bit misleading but if you are in the middle of the mountains (or riding ATV’s as the place was intended for) it was a very cmfortable, all new, very nice craftsmanship place!:) We slept great and noone got murdered LOL!

Reviewed on Jul 5, 2024

Secluded Cabin With King Size bed

Secluded Cabin With King Size bed

2 out of 5
Price was $1,273, price is now $1,220 per person
$1,220
per person
Jun 19 - Jun 22
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Pikeville (PVL)
No reviews
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Discover the most popular places to visit in Cumberland

Kingdom Come State Park

Kingdom Come State Park

You can take time to visit Kingdom Come State Park during your travels to Cumberland. While you're in the area, wander around the parks.

Kingdom Come State Park

Cumberland Hotel Deals

The Inn at Wise

The Inn at Wise

3 out of 5
110 E Main Street Wise VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from May 14 to May 15
$123 total
May 14 - May 15
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
Yes

Reviewed on Apr 15, 2026

The Inn at Wise
Quality Inn Harlan

Quality Inn Harlan

2.5 out of 5
2608 South Highway 421 Harlan KY
Fully refundable
$96 nightly
The price is $108 total per night from Apr 30 to May 1
$108 total
Apr 30 - May 1
Total with taxes and fees
8.6/10 Excellent! (355 reviews)
Staff was excellent, super friendly and helpful. Room was clean, bed was very comfortable. Free breakfast was good. If we are back in Harlan we will definitely stay again.

Reviewed on Apr 18, 2026

Quality Inn Harlan
Hampton Inn Norton, VA

Hampton Inn Norton, VA

2.5 out of 5
1051 Park Ave SW Norton VA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $119 total per night from May 3 to May 4
$119 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (158 reviews)
The staff was fantastic. Breakfast was good. Very well located.

Reviewed on Apr 18, 2026

Hampton Inn Norton, VA
See all 78 properties in Cumberland
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 from $763 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.