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Cumberland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $641, price is now $511 per person
$511
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
2 outdoor pools, a hot tub, and a gym are all featured at this hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $1,008, price is now $803 per person
$803
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $715, price is now $574 per person
$574
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
This hotel features a restaurant, free WiFi in public areas, and a picnic area. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in and express check-out are also provided.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $731, price is now $593 per person
$593
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the sauna and conveniences like a 24-hour front desk and concierge services.
Boar's Head Resort

Boar's Head Resort

4 out of 5
Ednam
Price was $762, price is now $634 per person
$634
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
This luxury hotel features a golf course, a full-service spa, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and perks like free self parking and free WiFi.

Top Cumberland hotels deals

Private Barndominium Style Lodge on 40 Acres/ Pets/ Fire Pit/River Access

Private Barndominium Style Lodge on 40 Acres/ Pets/ Fire Pit/River Access

Cumberland VA
Get rates
This lodge includes a garden and laundry facilities.
Pet friendly
Air conditioning
Hotel Weyanoke

Hotel Weyanoke

3.5 out of 5
202 High Street Farmville VA
$103 nightly
The price is $115 total per night
$115 total
Oct 19 - Oct 20
Total with taxes and fees
This smoke-free hotel features 3 restaurants and 2 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and a safe deposit box are also provided.
Pet friendly
Parking included
Crewe Boutique Inn

Crewe Boutique Inn

2.5 out of 5
16092 W Colonial Trail Hwy Crewe VA
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $81 total per night
$81 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
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 $64 total per night
$64 total
Oct 11 - Oct 12
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
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
$111 nightly
The price is $125 total per night
$125 total
Oct 11 - Oct 12
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
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
$115 nightly
The price is $130 total per night
$130 total
Oct 4 - Oct 5
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
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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.

Stay near popular Cumberland attractions

Bear Creek Lake State Park

8.0/10 (6 reviews)
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.
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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 $511. 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

A snowy landscape with a wooden cabin and a barn.
A sunlit path through a wooded area with a wooden fence.
A lush green valley with winding roads and dense forests.
A mountainous landscape with a river, dense forests, and a clear blue sky.
A snow-covered landscape with wooden cabins and a wooden fence.