Search Deals onGreenwood Vacation Packages
Greenwood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Shenandoah Wilderness Traveler
Price was $545, price is now $505 per person
$505
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
Well equipped and comfortable lodge. Plenty of activities on site.
Reviewed on Nov 4, 2026

Oakhurst Inn at the University
Price was $765, price is now $658 per person
$658
per person
Dec 19 - Dec 22
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 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.
Wonderful! The room, staff, location, cleanliness…. All wonderful! I’ll definitely come back!
Reviewed on Nov 8, 2026

Virginia Guesthouse Hotel
Price was $769, price is now $663 per person
$663
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Downtown Mall and Monticello are located nearby.
Property was outstanding. Incredibly pleased with our stay!
Reviewed on Nov 9, 2026

The Doyle Hotel
Price was $684, price is now $599 per person
$599
per person
Dec 19 - Dec 22
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 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.
The Doyle property is amazing and the rooftop is spectacular. Bartenders are attentive and amusing! Highly recommend the Doyle. Short walk to downtown mall. Hours of fun
Reviewed on Nov 9, 2026

Dinsmore Boutique Inn
Price was $912, price is now $807 per person
$807
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 Scott Stadium and Downtown Mall are located nearby.
We spent three days in Charlottesville and stayed at the Dinsmore. The location was excellent, with free public bus service to downtown and the mall within steps of the Inn. Our room was very large, immaculate and well appointed. We were greeted by the manager who made it clear he was available if there was anything we needed (we need a wine opener). Parking was free and immediately adjacent to the Inn. Breakfast was amazing. We couldn't have asked for a better place to stay.
Reviewed on Nov 5, 2026

Omni Charlottesville Hotel
Price was $777, price is now $690 per person
$690
per person
Dec 19 - Dec 22
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 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.
Very nice hotel. Recommended if you’re staying in Charlottesville.
Reviewed on Nov 10, 2026

Kimpton The Forum Hotel by IHG
Price was $804, price is now $725 per person
$725
per person
Dec 19 - Dec 22
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 WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.
Absolutely beautiful hotel with exceptional standards on cleanliness and ambiance. A gem! Wonderful experience!
Reviewed on Nov 9, 2026

Little Mod Hotel at the University
Price was $658, price is now $595 per person
$595
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
Simply the best! So cute, so affordable, such a great location- so close to campus! The rooms were so clean and had such nice touches! The staff were so helpful, the lobby had free coffee, and a cute little mini bar.
Reviewed on Nov 5, 2026
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, just found
$234
Roundtrip
just found

Mon, Nov 23 - Mon, Nov 30
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$257 Roundtrip, found 6 hours ago
$257
Roundtrip
found 6 hours ago

Mon, Apr 19 - Sat, Apr 24
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago

Tue, Nov 17 - Fri, Nov 27
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
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