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Cumberland Vacation Packages

Build your package with 2 more options

Cumberland Flight + Hotel 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
Price was $331, price is now $260 per person
$260
per person
Mar 6 - Mar 8
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $498, price is now $399 per person
$399
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Stay at this hotel in Gordonsville. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Price was $515, price is now $418 per person
$418
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $498, price is now $410 per person
$410
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Book a stay at this family-friendly hotel in Gordonsville. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Price was $540, price is now $448 per person
$448
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Book a stay at this business-friendly B&B in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $556, price is now $463 per person
$463
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Stay at this B&B in Orange. Enjoy free breakfast, free WiFi, and free parking. Popular attractions James Madison Museum and The Arts Center in Orange are located nearby.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $312, price is now $261 per person
$261
per person
Mar 6 - Mar 8
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.

Cumberland Vacation Packages 3-4 Night Stays

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

Shenandoah Wilderness Traveler

2 out of 5
Price was $498, price is now $399 per person
$399
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $498, price is now $410 per person
$410
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $649, price is now $544 per person
$544
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $579, price is now $489 per person
$489
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Thu, Feb 5 - Mon, Feb 9
MCO
Orlando Intl.
RIC
Richmond Intl.
$51 Roundtrip, found 2 days ago
$51
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Feb 5 from Orlando Intl. to Richmond Intl., returning Mon, Feb 9, priced at $51 found 2 days ago
Spirit Airlines
Wed, Mar 4 - Sat, Mar 14
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$79 Roundtrip, found 1 day ago
$79
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Mar 4 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Sat, Mar 14, priced at $79 found 1 day ago
Spirit Airlines
Wed, Feb 4 - Sat, Feb 7
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$88 Roundtrip, found 14 hours ago
$88
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Dallas-Fort Worth Intl. to Richmond Intl., returning Sat, Feb 7, priced at $88 found 14 hours ago
Spirit Airlines
Tue, Feb 24 - Tue, Mar 3
EWR
Newark Liberty Intl. Airport
RIC
Richmond Intl.
$89 Roundtrip, found 3 days ago
$89
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Newark Liberty Intl. Airport to Richmond Intl., returning Tue, Mar 3, priced at $89 found 3 days ago