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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.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $1,066, price is now $909 per person
$909
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Amazing place. Great to go with family or friends. Many activities during the day. Amazing views and the cabins were excellent.

Reviewed on Sep 12, 2026

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $1,164, price is now $1,020 per person
$1,020
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 John Paul Jones Arena and Downtown Mall 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 $1,066, price is now $909 per person
$909
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $1,164, price is now $1,020 per person
$1,020
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)

Top Flight Deals

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

Frontier Airlines
Thu, Nov 12 - Mon, Nov 23
MCO
Orlando Intl.
RIC
Richmond Intl.
$83 Roundtrip, found 12 hours ago
$83
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Orlando Intl. to Richmond Intl., returning Mon, Nov 23, priced at $83 found 12 hours ago
United
Wed, Nov 4 - Tue, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$201 Roundtrip, found 12 hours ago
$201
Roundtrip
found 12 hours ago
Select United flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Tue, Nov 10, priced at $201 found 12 hours ago
Southwest Airlines
Wed, Dec 2 - Wed, Dec 16
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$236 Roundtrip, found 16 hours ago
$236
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Wed, Dec 16, priced at $236 found 16 hours ago
Bargain Flight
Sat, Oct 17 - Mon, Oct 19
BOS
Logan Intl.
RIC
Richmond Intl.
$239 Roundtrip, found 20 hours ago
$239
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Sat, Oct 17 from Logan Intl. to Richmond Intl., returning Mon, Oct 19, priced at $239 found 20 hours ago