Cumberland Vacations from $683

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Your Cumberland Vacation

Take the hassle out of planning your next epic adventure with a Cumberland vacation package. Whether you're here for its art, food, architecture or other highlights, there's an inexhaustible array of experiences to be had. Eager to sightsee? Spend some time enjoying top attractions such as Bear Creek Lake State Park during your trip to Cumberland. Whoever you're escaping with and whatever you want to spend, your dream Cumberland vacation is only clicks away with Expedia.

The Latest Cumberland vacation packages

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Save 100% on your flight
Price was $974, price is now $683 per person
$683
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (356 reviews)
This is advertised as a hotel but is a motel. My daughter and I arrived at 9:30pm and there was no one there and instead, a sign to call a sister hotel. The light in front was blinking and I didn’t feel safe staying. I tried to get a refund through the hotel and Expedia as we did not stay and both refused. Absolutely terrible

Reviewed on Jul 26, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Save 100% on your flight
Price was $1,106, price is now $742 per person
$742
per person
Sep 3 - Sep 7
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Charlottesville (CHO)
9.2/10 Wonderful! (587 reviews)
Great place to stay right next to UVA. Wonderful charm. It was a great stay for us and the staff was very accommodating to any of our requests.

Reviewed on Jul 26, 2026

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Save 100% on your flight
Price was $1,409, price is now $999 per person
$999
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Charlottesville (CHO)
8.4/10 Very Good! (1,009 reviews)
Really nice hotel in a great location. Stylish and clean rooms, great bedding and thoughtful bathroom layout. The lobby bar and restaurant availability could be better. Overall, we absolutely would stay again!

Reviewed on Jul 27, 2026

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $1,080, price is now $843 per person
$843
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Charlottesville (CHO)
9.2/10 Wonderful! (293 reviews)
This was one of the best stays we have ever had. A truly phenomenal place.

Reviewed on Jun 9, 2026

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $965, price is now $764 per person
$764
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Charlottesville (CHO)
9.6/10 Exceptional! (406 reviews)
The building and room were very charming and beautifully decorated. We loved our room, but if you have mobility issues or problems with stairs, it might be difficult to navigate. The staff was very communicative and the checkin process was easy. The location was perfect and the UVA grounds were easily accessible. The breakfast was delicious, and I can see why Farm Bell is a popular restaurant. Would definitely stay here again!

Reviewed on Jul 25, 2026

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Stay near popular Cumberland attractions

Bear Creek Lake State Park

8.0/10 (6 reviews)
This serene 40-acre lake in Cumberland State Forest offers excellent fishing, swimming, and boating. Hike trails through lush woodlands or unwind at the sandy beach with picturesque water views.
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Cumberland Hotel 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
Private Barndominium Style Lodge on 40 Acres/ Pets/ Fire Pit/River Access
Hotel Weyanoke

Hotel Weyanoke

3.5 out of 5
202 High Street Farmville VA
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $138 total per night from Jul 30 to Jul 31
$138 total
Jul 30 - Jul 31
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Inconvenient and confusing parking arrangement, confusing layout of the hotel and limited access to the restaurant at the hotel."

Reviewed on Jul 27, 2026

Hotel Weyanoke
Holiday Inn Express & Suites Farmville by IHG

Holiday Inn Express & Suites Farmville by IHG

2.5 out of 5
404 Sunchase Blvd Farmville VA
Fully refundable
$100 nightly
The price is $113 total per night from Aug 2 to Aug 3
$113 total
Aug 2 - Aug 3
Total with taxes and fees
Holiday Inn Express & Suites Farmville by IHG
See all 115 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
390
Max Temp Winter
45ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does a Cumberland vacation package cost?
You can pick up a vacation package to this top destination from $683 on Expedia. But how much your vacation to Cumberland costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Cumberland?
You can usually find reduced prices and greater availability in November, December and January. Browse our cheap Cumberland vacation packages and you could score some great off-season discounts.
How many days is enough for Cumberland?
With a well-organized itinerary, you can easily hit the top Cumberland attractions in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Cumberland vacation for longer.
How to find the best Cumberland package deals?
Start your search for a Cumberland package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Cumberland package deal right away, just change 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 underway.
Is it cheaper to book a Cumberland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customize your Cumberland trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Cumberland?
If you've got your Cumberland travel dates finalized, book as soon as you can to bag some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Cumberland vacation packages?
Your Cumberland getaway should be an escape from your busy life, not a source of money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.