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Upperville Hotel with Pool
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Our top choices for Upperville hotels with a pool
9.2 out of 10, Wonderful, (2239)
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
Jordyn
The price is HK$768
HK$835 total
includes taxes & fees
30 Dec - 31 Dec
9.4 out of 10, Exceptional, (788)
"Great staff, very clean room with a good breakfast "
Jim
The price is HK$832
HK$906 total
includes taxes & fees
4 Jan - 5 Jan 2026
9.0 out of 10, Wonderful, (775)
"Clean rooms, courteous staff"
Holly
The price is HK$567
HK$617 total
includes taxes & fees
26 Jan - 27 Jan 2026
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
9.0 out of 10, Wonderful, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
Dorothy
The price is HK$758
HK$836 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHGWinchester
9.0 out of 10, Wonderful, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
joyce
The price is HK$606
HK$683 total
includes taxes & fees
18 Jan - 19 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 HK$639
HK$696 total
includes taxes & fees
25 Jan - 26 Jan 2026
8.8 out of 10, Excellent, (994)
"Friendly staff, clean room, good breakfast "
Vivian
The price is HK$772
HK$880 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
9.0 out of 10, Wonderful, (802)
"We stay here a lot and it is always consistently clean and service is great. "
Kim
The price is HK$720
HK$783 total
includes taxes & fees
30 Dec - 31 Dec
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 Upperville Hotel Reviews
Hampton Inn & Suites Charles Town
10/10 Excellent
