Orange Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Round Hill Inn
750 Round Hill Dr. Orange VA
1.97 km from city center
Book a stay at this business-friendly hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Mayhurst Inn
12460 Mayhurst Lane Orange VA
1.37 km from city center
Stay at this B&B in Orange. Enjoy free breakfast, free WiFi, and free parking. Popular attractions James Madison Museum and The Arts Center in Orange are located ...
Holiday Inn Express & Suites Charlottesville by IHG
870 PANTOPS CORNER WAY Charlottesville VA
37.82 km from city center
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and ...
Extended Stay America Premier Suites - Charlottesville
3400 Berkmar Drive Charlottesville VA
35.58 km from city center
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 ...
DoubleTree by Hilton Hotel Charlottesville
990 Hilton Heights Rd Charlottesville VA
34.62 km from city center
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Comfort Inn & Suites Charlottesville Hollymead Town Center
1615 Timberwood Blvd Charlottesville VA
31.38 km from city center
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 helpful ...
Comfort Inn Monticello
2097 Inn Dr Charlottesville VA
37.33 km from city center
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monticello and Downtown ...
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2010 Madison Rd Stanardsville VA
27.9 km from city center
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are ...
Super 8 by Wyndham Charlottesville
390 Greenbrier Dr Charlottesville VA
37.9 km from city center
Stay at this motel in Charlottesville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Staybridge Suites Charlottesville Airport by IHG
3060 Laurel Park Lane Charlottesville VA
31.44 km from city center
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff ...
Microtel Inn & Suites by Wyndham Culpeper
885 Willis Ln Culpeper VA
24.7 km from city center
Book a stay at this business-friendly hotel in Culpeper. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hotel & Suites Culpeper by IHG
787 Madison Rd Culpeper VA
24.8 km from city center
Book a stay at this business-friendly hotel in Culpeper. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Keswick Hall
701 Club Drive Keswick VA
33.72 km from city center
Book a stay at this luxury hotel in Keswick. Enjoy 2 outdoor pools, a full-service spa, and a golf course. Popular attractions Monticello and Arcady Vineyard ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Jul 8 - Tue, Jul 21
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$269 Roundtrip, just found
$269
Roundtrip
just found
Wed, Jul 8 - Tue, Jul 21
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$279 Roundtrip, just found
$279
Roundtrip
just found
Wed, Jul 8 - Tue, Jul 21
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$289 Roundtrip, just found
$289
Roundtrip
just found
Wed, Jul 8 - Tue, Jul 21
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$289 Roundtrip, just found
$289
Roundtrip
just found