Search Deals onWintergreen Vacation Packages
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Wintergreen Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
English Inn of Charlottesville
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Charlottesville (CHO)
Stay at this 3-star 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 Monticello and Barracks Road Shopping Center are located nearby.
Little Mod Hotel at the University
per person
Apr 19 - Apr 24
found 16 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Charlottesville (CHO)
Stay at this 3-star 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.
Dinsmore Boutique Inn
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Charlottesville (CHO)
Stay at this 4-star 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.
Oakhurst Inn at the University
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Charlottesville (CHO)
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Monticello and Scott Stadium are located nearby.
Afton Mountain Vineyards
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Charlottesville (CHO)
Stay at this cabin in Afton. Enjoy free WiFi and free parking. Popular attractions Afton Mountain Vineyards and Veritas Vineyard and Winery are located nearby.
Boar's Head Resort
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Charlottesville (CHO)
Stay at this 4-star spa hotel in Charlottesville. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Lafayette Inn
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Charlottesville (CHO)
Stay at this 3-star B&B in Stanardsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Greene County Library and Greene County Park are located nearby.
Postcard Cabins Shenandoah
per person
Mar 22 - Mar 26
found 4 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) 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.
Wintergreen Vacation Packages 5-7 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.
Wed, Mar 26 - Tue, Apr 1
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Tue, Apr 8 - Tue, Apr 15
MKE
General Mitchell Intl.
CHO
Charlottesville-Albemarle
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Sat, Nov 15 - Sun, Nov 23
TPA
Tampa Intl.
CHO
Charlottesville-Albemarle
$300 Roundtrip, found 4 days ago
$300
Roundtrip
found 4 days ago
Sat, May 17 - Wed, May 21
DEN
Denver Intl.
CHO
Charlottesville-Albemarle
$380 Roundtrip, found 5 days ago
$380
Roundtrip
found 5 days ago
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