Upperville Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
36.69 km from city center
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
29.56 km from city center
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
35 km from city center
Stay at this 3-star business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
29.75 km from city center
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
29.77 km from city center
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
12.56 km from city center
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
Clarion Inn Harpers Ferry - Charles Town
4328 William L Wilson Fwy, Harpers Ferry, WV
37.58 km from city center
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
32.95 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Leesburg Hotel & Conference Center
726 E Market St, Leesburg, VA
32 km from city center
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Red Roof Inn Leesburg, VA
721 East Market Street, Leesburg, VA
31.8 km from city center
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Baymont by Wyndham Front Royal Near Shenandoah National Park
10 S Commerce Ave, Front Royal, VA
27.26 km from city center
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Clarion Hotel & Conference Center Leesburg
1500 E Market St, Leesburg, VA
33.23 km from city center
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Baymont by Wyndham Warrenton
7379 Comfort Inn Drive, U.S. 29, Warrenton, VA
30.67 km from city center
Book a stay at this business-friendly motel in Warrenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Thu, Sep 4 - Thu, Sep 11
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$121 Roundtrip, found 3 days ago
$121
Roundtrip
found 3 days ago
Sun, Aug 24 - Sat, Sep 6
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Sat, Aug 16 - Sun, Aug 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Sat, Jul 5 - Mon, Jul 14
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Tue, Sep 2 - Tue, Sep 9
DEN
Denver Intl.
DCA
Ronald Reagan Washington National
$187 Roundtrip, found 7 hours ago
$187
Roundtrip
found 7 hours ago
Best points of interest in Upperville
- Shenandoah National Park Vacations
- Jiffy Lube Live Vacations
- Hollywood Casino at Charles Town Races Vacations
- Shenandoah River Vacations
- Summit Point Motorsports Park Vacations
- Front Royal Entrance Shenandoah National Park Vacations
- Shenandoah University Vacations
- George Washington National Forest Vacations
- Winchester Medical Center Vacations
- Potomac River Vacations
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