Orange Vacations
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Orange Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler
$600
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Awesome atmosphere, great place!
Reviewed on Aug 25, 2026
Oakhurst Inn at the University
Jefferson Park Avenue
$735
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 John Paul Jones Arena and Downtown Mall are located nearby.
Virginia Guesthouse Hotel
Lewis Mountain
$811
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
For alumni returning for events at Scott Stadium or JPJ, excellent location.
Reviewed on Aug 30, 2026
The Doyle Hotel
Starr Hill
$773
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 John Paul Jones Arena are located nearby.
To start, there was no valet when we arrived. They never cleaned rooms or brought towels. There appears to be no staff so it is very difficult to get assistance with things. Beds were comfy though.
Reviewed on Aug 30, 2026
Little Mod Hotel at the University
Venable
$706
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 John Paul Jones Arena and Downtown Mall are located nearby.
The Crossroads Inn
$1,028
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Charlottesville (CHO)
Book a stay at this luxury B&B in North Garden. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pippin Hill Farm & Vineyards and Albemarle CiderWorks are located nearby.
It was such a beautiful, historic site to stay. It was centrally located to everything we wanted to do hiking, tubing, sightseeing. The breakfast was outstanding. The vineyard next door is one of the best places I have ever eaten.
Reviewed on Aug 28, 2026
Top Hotel Deals
Round Hill Inn
750 Round Hill Dr. Orange VA
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 ...
Comfort Inn & Suites Charlottesville Hollymead Town Center
1615 Timberwood Blvd Charlottesville VA
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 ...
Holiday Inn Express & Suites Charlottesville by IHG
870 PANTOPS CORNER WAY Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the breakfast ...
DoubleTree by Hilton Hotel Charlottesville
990 Hilton Heights Rd Charlottesville VA
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 Monticello
2097 Inn Dr Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monticello and Downtown ...
Super 8 by Wyndham Charlottesville
390 Greenbrier Dr Charlottesville VA
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 ...
Boardwalk Hotel on Lake Anna by Kasa
200 Boardwalk Way Louisa VA
Stay at this aparthotel in Louisa. Enjoy free WiFi, free parking, and air conditioning. Popular attractions Hunters Landing and Belmont Park are located ...
Keswick Hall
701 Club Drive Keswick VA
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 ...
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2010 Madison Rd Stanardsville VA
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are ...
Wilderness Presidential Resort
9220 Plank Rd Spotsylvania VA
Book a stay at this family-friendly cabin in Spotsylvania. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hazel Grove Lake Boat Launch ...
Courtyard by Marriott Charlottesville
638 Hillsdale Dr Charlottesville VA
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 ...
Motel 6 Culpeper, VA
13065 James Madison Hwy Culpeper VA
Stay at this motel in Culpeper. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lake Pelham and The State Theatre are located ...
Microtel Inn & Suites by Wyndham Culpeper
885 Willis Ln Culpeper VA
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 ...
Staybridge Suites Charlottesville Airport by IHG
3060 Laurel Park Lane Charlottesville VA
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 ...
Hilton Garden Inn Charlottesville
1793 Richmond Rd Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
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.
Tue, Oct 6 - Tue, Oct 13
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$299
Roundtrip
found 6 days ago
Tue, Oct 20 - Sat, Oct 31
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301
Roundtrip
found 4 days ago
Tue, Oct 20 - Sat, Oct 31
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301
Roundtrip
found 4 days ago
Tue, Oct 20 - Sat, Oct 31
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301
Roundtrip
found 4 days ago
Best points of interest in Orange
- James Madison's Montpelier Vacations
- Rapidan River Vacations
- James Madison Museum Vacations
- The Arts Center in Orange Vacations
- St. Thomas Episcopal Church Vacations
- Shenandoah National Park Vacations
- Lake Anna Vacations
- Lake Anna State Park Vacations
- Swift Run Gap Entrance Shenandoah Vacations
- Keswick Vineyards and Winery Vacations
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