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Cheap Upperville Hotels

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
$88 nightly
The price is $100 total per night
$100 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.74 mi from city center
Located in Ashburn, Hilton Garden Inn Dulles North is in the business district, within a 10-minute drive of 1757 Golf Club and Ashburn Ice House.
Pool
Free airport shuttle
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
$203 nightly
The price is $231 total per night
$231 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
22.78 mi from city center
Located in Leesburg, Lansdowne Resort and Spa is a 1-minute drive from The Golf Club at Lansdowne and 6 minutes from Village at Leesburg.
Pool
Pet friendly
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
$576 nightly
The price is $656 total per night
$656 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.8 mi from city center
Located in Middleburg, Salamander Resort And Spa is in the historical district, within a 15-minute drive of Greenhill Winery & Vineyards and Chrysalis Vineyards.
Pool
Spa
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
$71 nightly
The price is $77 total per night
$77 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.46 mi from city center
Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Jim Barnett Park and Winchester Medical Center.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
$102 nightly
The price is $111 total per night
$111 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.35 mi from city center
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University and 12 minutes by foot from Jim Barnett Park.
Pool
Breakfast included
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy Harpers Ferry WV
$89 nightly
The price is $100 total per night
$100 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.33 mi from city center
A stay at Clarion Inn Harpers Ferry - Charles Town places you in the heart of Harpers Ferry, within a 5-minute drive of Appalachian Trail Conservancy Headquarters and Harpers Ferry National Historical Park.
Pool
Breakfast included
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
$98 nightly
The price is $107 total per night
$107 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.65 mi from city center
Located in Winchester, Comfort Inn & Suites Winchester is in a shopping district, within a 10-minute drive of The Kernstown Battlefield and Shenandoah University.
Breakfast included
Pet friendly
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
$127 nightly
The price is $143 total per night
$143 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.92 mi from city center
The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from Shenandoah Valley Discovery Museum.
Pool
Spa
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr Charles Town WV
$102 nightly
The price is $114 total per night
$114 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.33 mi from city center
A stay at Hampton Inn & Suites Charles Town places you in the heart of Charles Town, within a 5-minute drive of Hollywood Casino at Charles Town Races and Old Opera House.
Pool
Breakfast included
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive Winchester VA
$99 nightly
The price is $112 total per night
$112 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19 mi from city center
With a stay at Hampton Inn Winchester-University/Mall Area, you'll be centrally located in Winchester, steps from Shenandoah University and within a 5-minute walk of Jim Barnett Park.
Pool
Breakfast included
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

2 out of 5
642 E Washington Street Charles Town WV
$66 nightly
The price is $74 total per night
$74 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.72 mi from city center
Located in Charles Town, Days Inn by Wyndham Charles Town/Harpers Ferry is in the entertainment district, within a 15-minute walk of Charles Town Library and Jefferson County Courthouse.
Breakfast included
Parking included
Hotel Burg

Hotel Burg

4 out of 5
208 S King Street Leesburg VA
$303 nightly
The price is $349 total per night
$349 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.12 mi from city center
With a stay at Hotel Burg in Leesburg (Leesburg's Old and Historic District), you'll be steps from Catoctin Valley and Gleedsville Art Gallery.
Spa
Pet friendly
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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.

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Upperville hotels essential information

Accommodation
713 hotels
Lowest Price
$74
Highest Price
$656
Popular hotels
Hilton Garden Inn Dulles North, Lansdowne Resort and Spa, Salamander Resort And Spa, Microtel Inn & Suites by Wyndham Winchester, La Quinta Inn & Suites by Wyndham Winchester, Clarion Inn Harpers Ferry - Charles Town, Comfort Inn & Suites Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Hampton Inn & Suites Charles Town, Hampton Inn Winchester-University/Mall Area, Days Inn by Wyndham Charles Town/Harpers Ferry, Hotel Burg

Most Recent Upperville Hotel Reviews

Hotel Burg

Hotel Burg

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Great place "
A verified traveler stayed at Hotel Burg
Hotel Burg