Esmont Vacations
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Esmont Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Staunton Conference Center by IHG
$594
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Weyers Cave (SHD)
Book a stay at this golf hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Factory Antique Mall and Bertie Murphy Deming Fine Arts Center are located nearby.
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.
Brand new property
Clean
Soacious
Reviewed on Sep 1, 2026
The Doyle Hotel
Starr Hill
$769
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.
Should not have to pay for parking
Reviewed on Aug 31, 2026
Little Mod Hotel at the University
Venable
$698
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.
Love dour stay at The Little Mod.
Reviewed on Sep 1, 2026
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.
I had a very enjoyable stay. Love the property. The room was small, but clean. Parking was easy.
My only suggestion is to move the check in time to 3pm from 4pm and move back the check out time from 10am to 11am. Also, it would be helpful to know the $26 resort fee up front, not at check in.
Reviewed on Aug 31, 2026
Top Hotel Deals
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 an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful ...
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 ...
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 ...
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 ...
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 ...
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 ...
Sleep Inn & Suites Monticello
1185 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 ...
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 27
MKE
General Mitchell Intl.
CHO
Charlottesville-Albemarle
$319
Roundtrip
found 11 hours ago
Sat, Oct 17 - Mon, Nov 2
MKE
General Mitchell Intl.
CHO
Charlottesville-Albemarle
$334
Roundtrip
found 11 hours ago
Sat, Oct 31 - Thu, Nov 5
DEN
Denver Intl.
CHO
Charlottesville-Albemarle
$339
Roundtrip
found 2 days ago
Sat, Oct 31 - Thu, Nov 5
DEN
Denver Intl.
CHO
Charlottesville-Albemarle
$339
Roundtrip
found 2 days ago
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