Photo by Michael Gibson

Find Hotels with a Pool in Upperville, VA

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Upperville Hotels with a Pool

Top Upperville Hotels with a Pool

Couples treatment rooms, sauna, hot tub, steam room, hot springs
Salamander Resort And Spa

Salamander Resort And Spa

5.0 star property
Middleburg
9.2 out of 10, Wonderful, (369)
"The property is at a close proximity to the downtown area. We were able to walk everywhere. Our room was spacious and immaculate. "
United States
Cedric
$566 nightly
The price is $645
Nov 17 - Nov 18
Total with taxes and fees
Salamander Resort And Spa
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (172)
"Wonderful staff and service!"
United States
Eliel Constantine
$281 nightly
The price is $310
Nov 19 - Nov 20
Total with taxes and fees
L'Auberge Provencale Inn & Restaurant
Free daily full breakfast
Inn at Evergreen

Inn at Evergreen

3.5 star property
Haymarket
9.4 out of 10, Exceptional, (131)
"This is a lovely property. We were lucky to have a suite - so restful and quiet. The breakfast across the street at the golf club was delicious. There is a lot to do in the area if you're not into golf."
United States
Valerie
$195 nightly
The price is $223
Dec 12 - Dec 13
Total with taxes and fees
Inn at Evergreen
Seasonal outdoor pool
Glen Gordon Manor

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (92)
"Such a beautiful property. Dinner and breakfast was scrumptious. It is perfect :DC getaway. Highly recommended. "
United States
Nitin
$249 nightly
The price is $272
Nov 19 - Nov 20
Total with taxes and fees
Glen Gordon Manor
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, sun loungers
Goodstone Inn & Restaurant

Goodstone Inn & Restaurant

4.0 star property
Middleburg
9.6 out of 10, Exceptional, (47)
"Absolutely beautiful property, Virginia Countryside at its finest. A wonderful retreat from modern day life."
United States
Johan Oliver
$457 nightly
The price is $521
Nov 18 - Nov 19
Total with taxes and fees
Goodstone Inn & Restaurant
Outdoor pool, sun loungers
Airlie Hotel

Airlie Hotel

3.5 star property
Warrenton
8.6 out of 10, Excellent, (329)
"Gorgeous grounds. Worth the visit. "
United States
mary lynne
$177 nightly
The price is $189
Nov 17 - Nov 18
Total with taxes and fees
Airlie Hotel
Seasonal outdoor pool
Twi-Lite Inn

Twi-Lite Inn

2.0 star property
Front Royal
8.2 out of 10, Very Good, (535)
"Quiet, convenient, clean and quaint. Highly recommend."
United States
Ben
$65 nightly
The price is $72
Nov 16 - Nov 17
Total with taxes and fees
Twi-Lite Inn
Indoor pool
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, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
$109 nightly
The price is $120
Nov 23 - Nov 24
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Seasonal outdoor pool
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
9.2 out of 10, Wonderful, (834)
"The hotel was clean, and the staff was friendly. "
United States
Brett
$103 nightly
The price is $117
Nov 19 - Nov 20
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA
Indoor pool
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Clean, nice breaksfast service"
United States
George
$73 nightly
The price is $79
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway 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.
View all properties

Top Upperville Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Nice place "
Phillip 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

What are some accommodations with pools in Upperville?
Travelodge by Wyndham Winchester: Offers complimentary wired internet access, an indoor pool, and free self parking. Hilton Garden Inn Dulles North: Provides buffet, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Winchester: Features a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa: Hotel located near Harpers Ferry National Historical Park. Offers buffet, an indoor pool, and free self parking. Clarion Inn Harpers Ferry - Charles Town: Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts.
What is there to see and do in Upperville?
Make a point to visit attractions like Shenandoah Lake Beach and Glenwood Park. Discover sights such as Sky Meadows State Park and Upperville 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 with an outdoor swimming pool if you will be visiting Upperville in the hottest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 37°F.

Explore a world of travel with Expedia