Cumberland Vacation Packages 2026 from $533

Cumberland flight + hotel vacation packages

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

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Meadows

$533

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

New York (LGA) to Charlottesville (CHO)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Dinsmore Boutique Inn

Venable

$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

Venable

$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

Jefferson Park Avenue

$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

Ednam

$659

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

Cumberland VA

Get rates

This lodge includes a garden and laundry facilities.

Pet friendly

Air conditioning

Hotel Weyanoke

202 High Street Farmville VA

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$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

16092 W Colonial Trail Hwy Crewe VA

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$81 total

Oct 4 - Oct 5

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

2015 South Main St. Farmville VA

Free Cancellation

Reserve now, pay when you stay

$56 nightly

$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

1913 South Main Street Farmville VA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$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

404 Sunchase Blvd Farmville VA

Free Cancellation

$115 nightly

$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 $533. 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.