Hollymead Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Hollymead 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.
The room was clean and comfortable, however very basic. No frills. We did enjoy the extra space. The floor above was squeaky so when other guests were awake, it was difficult to sleep.
I would recommend the Oakhurst Inn's convenience to the University of VA. With accommodations so tight in Charlottesville, the Oakhurst provides a better stay for the price than many of the other hotels.
Reviewed on Aug 31, 2026
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
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 ...
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 ...
English Inn of Charlottesville
2000 Morton Drive 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 pool ...
Omni Charlottesville Hotel
212 Ridge McIntire Rd Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and ...
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
1600 Emmet Street 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 ...
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 ...
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 ...
Holiday Inn Charlottesville-Monticello by IHG
1200 5th St. SW Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Holiday Inn Charlottesville-Univ Area by IHG
1901 Emmet St N 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 ...
Days Inn by Wyndham Charlottesville/University Area
1610 Emmet St N Charlottesville VA
Book a stay at this business-friendly motel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
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 ...
Oakhurst Inn at the University
122 Oakhurst Cir Charlottesville VA
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 ...
Boar's Head Resort
200 Ednam Drive Charlottesville VA
Book a stay at this luxury hotel in Charlottesville. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the property ...
Sonesta ES Suites Charlottesville University
1111 Millmont St Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in ...
Kimpton The Forum Hotel by IHG
540 Massie Road Charlottesville VA
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 ...
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 Charlottesville
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