Deals on vacations and trips to Cumberland

Save when you book Cumberland package deals

Choose two or more items and save on your trip:

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
per person
Oct 5 - Oct 9
found 12 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A terrace and wedding services are also provided.
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
per person
Oct 5 - Oct 9
found 13 hours ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and valet parking. Enjoy the gym and perks like free self parking.
Wintergreen Retreat Jacuzzi Sauna dog Friendly

Wintergreen Retreat Jacuzzi Sauna dog Friendly

2 out of 5
Treeloft
per person
Oct 17 - Oct 19
found 3 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Charlottesville (CHO)
This vacation home includes free WiFi in public areas and barbecue grills.
Retreat at Wintergreen Pool Access Grill

Retreat at Wintergreen Pool Access Grill

2 out of 5
Deer Springs
per person
Oct 17 - Oct 19
found 3 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Charlottesville (CHO)
This vacation home includes free WiFi in public areas and barbecue grills.
111 Hickory Springs in Wintergreen Resort

111 Hickory Springs in Wintergreen Resort

2 out of 5
per person
Oct 17 - Oct 19
found 3 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Charlottesville (CHO)
This vacation home includes free WiFi in public areas and barbecue grills.

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
$121 nightly
The price is $135 total per night
$135 total
Jul 27 - Jul 28
Total includes 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
$128 nightly
The price is $144 total per night
$144 total
Jul 29 - Jul 30
Total includes taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a picnic area, and luggage storage are also 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
$61 nightly
The price is $69 total per night
$69 total
Aug 1 - Aug 2
Total includes 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
Quality Inn Burkeville Hwy 360 & 460

Quality Inn Burkeville Hwy 360 & 460

2.5 out of 5
419 N Agnew St, Burkeville, VA
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $68 total per night
$68 total
Aug 3 - Aug 4
Total includes taxes and fees
A restaurant and an indoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast 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
$80 nightly
The price is $90 total per night
$90 total
Aug 4 - Aug 5
Total includes 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
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
$59 nightly
The price is $67 total per night
$67 total
Aug 2 - Aug 3
Total includes 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
Don't see what you're looking for?
See all available properties in Cumberland
View all properties
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

4/5(2 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.

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 $886. 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