Deals on vacations and trips to Cumberland

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Cumberland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $586, price is now $433 per person
$433
per person
Feb 20 - Feb 23
found 15 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, concierge services, and wedding services are also on offer.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,630, price is now $1,248 per person
$1,248
per person
Apr 3 - Apr 5
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Self parking, a coffee shop, and a terrace are also offered.
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
Venable
Price was $1,311, price is now $1,021 per person
$1,021
per person
Apr 3 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
Condo Wintergreen pet Friendly Pool Access

Condo Wintergreen pet Friendly Pool Access

2 out of 5
Price was $1,576, price is now $1,323 per person
$1,323
per person
Mar 2 - Mar 5
found 7 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Charlottesville (CHO)
Free WiFi in public areas is available at this apartment.
Condo at Wintergreen Walk to Slope Pool Access

Condo at Wintergreen Walk to Slope Pool Access

2 out of 5
Price was $1,853, price is now $1,561 per person
$1,561
per person
Mar 2 - Mar 5
found 7 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Charlottesville (CHO)
Free WiFi in public areas is available at this apartment.

Top Cumberland hotels deals

Hotel Weyanoke

Hotel Weyanoke

3.5 out of 5
202 High Street Farmville VA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Jan 15 - Jan 16
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A safe deposit box and concierge services are also provided.
Pet friendly
Parking included
Holiday Inn Express & Suites Farmville by IHG

Holiday Inn Express & Suites Farmville by IHG

2.5 out of 5
404 Sunchase Blvd Farmville VA
Free Cancellation
$89 nightly
The price is $100 total per night
$100 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Self parking, a business center, and a picnic area are also offered.
Pool
Breakfast included
Days Inn by Wyndham Farmville

Days Inn by Wyndham Farmville

2 out of 5
2015 South Main St. Farmville VA
Free Cancellation
Reserve now, pay when you stay
$56 nightly
The price is $63 total per night
$63 total
Jan 19 - Jan 20
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this motel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A safe deposit box is also provided.
Breakfast included
Pet friendly
Super 8 by Wyndham Farmville

Super 8 by Wyndham Farmville

2 out of 5
Highway 15 South And Us 460 Byp Farmville VA
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $67 total per night
$67 total
Jan 15 - Jan 16
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area is also provided.
Breakfast included
Pet friendly
Tru by Hilton Farmville

Tru by Hilton Farmville

2.5 out of 5
1913 South Main Street Farmville VA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $110 total per night
$110 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free English breakfast is served.
Pool
Breakfast included
Quality Inn University Area

Quality Inn University Area

2.5 out of 5
2108 S Main St Farmville VA
Free Cancellation
Reserve now, pay when you stay
$57 nightly
The price is $65 total per night
$65 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Free buffet breakfast is served. A business center, a terrace, and a garden are also on offer.
Breakfast included
Parking included
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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.

Popular places to visit

Bear Creek Lake State Park

You can take time to visit Bear Creek Lake State Park during your travels to Cumberland. While you're in the area, wander around the natural setting.

Bear Creek Lake State Park

Frequently asked questions

How much are vacation packages to Cumberland?
With a Travelocity vacation package, you could live it up in Cumberland for a mere $433. Flights, tours and hotels — we have it all. You'll save loads just for bundling your bookings. With all of that taken care of before you set off, you can sit back, relax and not worry about a thing.
Where can I get the best vacation package deals for Cumberland?
For the perfect Cumberland package deal, head straight to Travelocity. Select from 400 partner airlines and 1,000,000 properties around the world to create your ideal escape — it's as easy as that.
Why should I purchase my Cumberland vacation package with Travelocity?
Because we believe in creating one-of-a-kind vacation experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer care is on hand 24/7 to make sure you're being well taken care of. We also have an amazing Price Match Guarantee, so you can book your getaway knowing you've scored the best deal possible.
Can I save money on my Cumberland car rental if I combine it with my hotel or flight?
You sure can — combine your flight, car and hotel into a Cumberland vacation package and you'll save a handsome sum. With so many places to explore in the Cumberland area, that rental car will come in handy. Once you've buckled yourself in, crank up the music and make your way to White House, an unmissable attraction roughly 120 mi from Cumberland.
Which airport is best for Cumberland?
It's likely you'll land at Richmond Intl. Airport (RIC), located 50 mi east of downtown Cumberland. Charlottesville-Albemarle Airport (CHO) (45 mi away from central Cumberland) and Lynchburg Regional Airport (LYH) (55 mi away from central Cumberland) are your other options.
What is there to do in Cumberland?
Click away at the excellent photo opportunities at Bear Creek Lake State Park, one of the most well-known attractions in Cumberland. There's a whole lot more to discover in this exciting destination, so give yourself enough time to experience some of its lesser-known gems.
Where should I stay when visiting Cumberland?
If you're looking for a place to lay your head, have a look at the Tentrr Signature Site - Open Sky Retreat. It's the top pick for many visitors.

Photos of local treasures

Browse Cumberland vacation photos for more inspiration

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Cumberland Gap National Historical Park
Middlesboro View from Pinnacle Overlook in Kentucky