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Gordonsville Vacation Packages

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Gordonsville 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 $954, price is now $803 per person
$803
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $962, price is now $806 per person
$806
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.

The Estate at Meander

The Estate at Meander

4 out of 5
Price was $1,202, price is now $1,068 per person
$1,068
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this B&B in Locust Dale. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cedar Mountain and Rapidian Historic District are located nearby.

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $1,261, price is now $1,138 per person
$1,138
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
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Reviewed on Sep 6, 2026

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
Price was $1,186, price is now $1,149 per person
$1,149
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are located nearby.

Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

2.5 out of 5
Price was $1,241, price is now $1,205 per person
$1,205
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.

Gordonsville 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 $954, price is now $803 per person
$803
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $962, price is now $806 per person
$806
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
The Estate at Meander

The Estate at Meander

4 out of 5
Price was $1,202, price is now $1,068 per person
$1,068
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $1,261, price is now $1,138 per person
$1,138
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)

Top Flight Deals

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

Bargain Flight
Wed, Sep 16 - Wed, Sep 23
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$242 Roundtrip, found 2 days ago
$242
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, Sep 16 from LaGuardia to Charlottesville-Albemarle, returning Wed, Sep 23, priced at $242 found 2 days ago
Bargain Flight
Mon, Sep 14 - Sat, Sep 19
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$261 Roundtrip, found 7 hours ago
$261
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Mon, Sep 14 from Hartsfield-Jackson Atlanta Intl. to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $261 found 7 hours ago
American Airlines
Mon, Nov 2 - Mon, Nov 9
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$299 Roundtrip, found 17 hours ago
$299
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Mon, Nov 2 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $299 found 17 hours ago
American Airlines
Sat, Oct 31 - Wed, Nov 4
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301 Roundtrip, found 17 hours ago
$301
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Oct 31 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Nov 4, priced at $301 found 17 hours ago