Search Deals onGreenwood Vacation Packages
Greenwood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Doyle Hotel
Price was $695, price is now $600 per person
$600
per person
Dec 17 - Dec 21
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.
Massanutten Resort
Price was $806, price is now $643 per person
$643
per person
Dec 17 - Dec 21
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Book a stay at this spa hotel in McGaheysville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massanutten Water Park and Massanutten Resort are located nearby.
Little Mod Hotel at the University
Price was $782, price is now $658 per person
$658
per person
Dec 17 - Dec 21
found 7 hours ago
Roundtrip flight included
Chicago (ORD) 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 Scott Stadium and Downtown Mall are located nearby.
Cute, clean, close the the Corner
Reviewed on Nov 14, 2026
Oakhurst Inn at the University
Price was $836, price is now $718 per person
$718
per person
Dec 17 - Dec 21
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.
Omni Charlottesville Hotel
Price was $853, price is now $762 per person
$762
per person
Dec 17 - Dec 21
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
English Inn of Charlottesville
Price was $792, price is now $708 per person
$708
per person
Dec 19 - Dec 22
found 18 hours 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 Downtown Mall and Scott Stadium are located nearby.
Clarion Pointe Harrisonburg
Price was $788, price is now $704 per person
$704
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Weyers Cave (SHD)
Book a stay at this golf hotel in Harrisonburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Massanutten Resort and Regal Harrisonburg are located nearby.
A short overnight stay, but the room was clean, the staff were pleasant, and the breakfast was more than adequate.
Reviewed on Nov 15, 2026
Motel 6 Harrisonburg, VA - South
Price was $745, price is now $681 per person
$681
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Weyers Cave (SHD)
Stay at this motel in Harrisonburg. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shenandoah Heritage Market and Rockingham Fairgrounds are located nearby.
Greenwood Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Nov 30 - Sat, Dec 5
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$234 Roundtrip, found 5 days ago
$234
Roundtrip
found 5 days ago
Mon, Nov 23 - Mon, Nov 30
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Thu, Jan 14 - Sun, Jan 17
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$291 Roundtrip, found 16 hours ago
$291
Roundtrip
found 16 hours ago
Tue, Jan 5 - Wed, Jan 6
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$334 Roundtrip, found 14 hours ago
$334
Roundtrip
found 14 hours ago
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