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Search Hotels with Pool in Upperville

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Check availability on Upperville Hotels with Pool

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Upperville hotels with a pool

Indoor pool, seasonal outdoor pool
Lansdowne Resort and Spa

Lansdowne Resort and Spa

Lansdowne Resort and Spa
4.0 star property
Leesburg
8.8 out of 10, Excellent, (1003)
"Great place"
United States
Joyce
The price is ฿5,293
฿7,188 total
includes taxes & fees
1 Jan - 2 Jan 2026
Lansdowne Resort and Spa
Indoor pool
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1006)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is ฿3,037
฿3,350 total
includes taxes & fees
29 Dec - 30 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Indoor pool
Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
8.8 out of 10, Excellent, (993)
"Friendly staff, clean room, good breakfast "
United States
Vivian
The price is ฿3,048
฿3,475 total
includes taxes & fees
30 Dec - 31 Dec
Hampton Inn by Hilton Gainesville-Haymarket
Indoor pool
SpringHill Suites by Marriott Gainesville Haymarket

SpringHill Suites by Marriott Gainesville Haymarket

SpringHill Suites by Marriott Gainesville Haymarket
2.5 star property
Gainesville
9.4 out of 10, Exceptional, (346)
"Convenient location, easy access to dining (big variety)."
United States
Alexander
The price is ฿5,214
฿5,944 total
includes taxes & fees
4 Jan - 5 Jan 2026
SpringHill Suites by Marriott Gainesville Haymarket
Indoor pool
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ฿3,548
฿3,948 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Front Royal
Indoor pool, outdoor pool
Holiday Inn Express & Suites Leesburg - Historic District by IHG

Holiday Inn Express & Suites Leesburg - Historic District by IHG

Holiday Inn Express & Suites Leesburg - Historic District by IHG
2.5 star property
Leesburg
9.0 out of 10, Wonderful, (1003)
"Great stay! The king suite was spacious and clean! Would definitely stay at this location again. "
United States
Kaitlin
The price is ฿3,298
฿3,793 total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Leesburg - Historic District by IHG
Free daily full breakfast
Inn at Evergreen

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (132)
"Very nice cozy place and the breakfast was included and very delicious. Only issue I had was the footsteps of upstairs guests came through."
United States
Chiharu
Inn at Evergreen
View from property
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (556)
"Very good overall experience."
United States
Douglas
The price is ฿3,673
฿4,113 total
includes taxes & fees
28 Dec - 29 Dec
TownePlace Suites by Marriott Front Royal
Indoor pool
Home2 Suites by Hilton Leesburg

Home2 Suites by Hilton Leesburg

Home2 Suites by Hilton Leesburg
3.0 star property
Leesburg
9.8 out of 10, Exceptional, (213)
"Clean room, great staff, great food, nice pool!"
United States
Jeff
The price is ฿3,832
฿4,407 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Leesburg
Property amenity
Holiday Inn Express Hotel & Suites Warrenton by IHG

Holiday Inn Express Hotel & Suites Warrenton by IHG

Holiday Inn Express Hotel & Suites Warrenton by IHG
2.5 star property
Warrenton
8.6 out of 10, Excellent, (770)
"Convenient location for my business trip spacious, and clean, thank you"
United States
Robert
The price is ฿3,047
฿3,330 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Warrenton by IHG
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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Top Upperville Hotel Reviews

Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"We’ve stayed there multiple times over the years and it seems better than ever. So well kept. We live locally so "
David 1-night trip
Posted 9 days ago
Lansdowne Resort and Spa

Frequently asked questions

What are some accommodation options with pools in Upperville?
Hilton Garden Inn Dulles North: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Lansdowne Resort and Spa: Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Salamander Resort And Spa: Provides a children's pool, a seasonal outdoor pool and 2 restaurants. Microtel Inn & Suites by Wyndham Winchester: Features daily, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham Winchester: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Upperville?
Surround yourself with nature at Upperville Park. Discover sights such as Sky Meadows State Park during your stay.
When is the best time to book a hotel with a pool in Upperville?
You may want to think about a place to stay that has an outdoor pool if you're planning to visit Upperville in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 3°C.