Photo by Michael Gibson
Find hotels in Upperville, VA from Rp1.106.886
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Our top choices for Upperville hotels
9.4 out of 10, Exceptional, (1088)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
Patsy
The price is Rp1.614.720
Rp1.756.816 total
includes taxes & fees
25 Jan - 26 Jan 2026
7.8 out of 10, Good, (1000)
"Rooms were clean, staffs were friendly and the breakfast was good."
Mouleeswaran
The price is Rp1.494.491
Rp1.673.831 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
8.2 out of 10, Very good, (807)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
Rose
The price is Rp1.239.130
Rp1.348.174 total
includes taxes & fees
30 Dec - 31 Dec
9.0 out of 10, Wonderful, (775)
"Very nice room and common spaces. Breakfast was good and the price was very fair."
Joseph
The price is Rp1.222.050
Rp1.329.590 total
includes taxes & fees
26 Jan - 27 Jan 2026
9.0 out of 10, Wonderful, (1003)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
Michael
The price is Rp1.290.705
Rp1.462.368 total
includes taxes & fees
25 Jan - 26 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
8.8 out of 10, Excellent, (1002)
"Have stayed here multiple times -always good"
Robert
The price is Rp1.377.779
Rp1.499.023 total
includes taxes & fees
25 Jan - 26 Jan 2026
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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Stay near popular Upperville attractions
Learn more about Upperville
Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.
Photo by Michael Gibson
Open Photo by Michael Gibson
More cheap stays in Upperville
Baymont by Wyndham Warrenton
7379 Comfort Inn Drive Warrenton VA
The price is Rp1.031.580 per night from 8 Jan to 9 Jan
Rp1.031.580
Rp1.106.886 total
8 Jan - 9 Jan 2026
includes taxes & fees
6.4/10 (1,001 reviews)
