A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Find Hotels with a Pool in Upperville, VA

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Check availability on Upperville Hotels with a Pool

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9

Our top choices for Upperville hotels with a pool

Indoor pool

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,273 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is NT$3,526
NT$3,924 total
includes taxes & fees
Jul 26 - Jul 27
La Quinta Inn & Suites by Wyndham Winchester
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, (410 reviews)
  • cleanliness
    Luxury resort pools with spa-side indulgence beckon, from indoor lap pool to seasonal outdoor retreat, free cabanas await.
The price is NT$19,264
NT$23,769 total
includes taxes & fees
Aug 19 - Aug 20
Salamander Resort And Spa
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, (916 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is NT$3,547
NT$4,019 total
includes taxes & fees
Aug 6 - Aug 7
Hampton Inn Winchester N/Conference Center, VA
Indoor pool

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (899 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is NT$3,000
NT$3,339 total
includes taxes & fees
Aug 2 - Aug 3
Fairfield Inn & Suites by Marriott Winchester
Indoor pool

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,021 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is NT$3,154
NT$3,510 total
includes taxes & fees
Jul 30 - Jul 31
TRU By Hilton Winchester
Indoor pool

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
The price is NT$2,823
NT$3,142 total
includes taxes & fees
Jul 26 - Jul 27
Country Inn & Suites by Radisson, Winchester, VA
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, sun loungers

Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.4 out of 10, Exceptional, (52 reviews)
  • cleanliness
    Dive into a seasonal pool sanctuary at this upscale retreat, complete with soothing hot tub experiences.
The price is NT$10,933
NT$16,781 total
includes taxes & fees
Jul 26 - Jul 27
Goodstone Inn & Restaurant
Property amenity

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (878 reviews)
  • cleanliness
    Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.
The price is NT$3,675
NT$4,091 total
includes taxes & fees
Aug 5 - Aug 6
SpringHill Suites by Marriott Winchester
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, (179 reviews)
  • cleanliness
    Soak in seasonal sunshine at this serene pool retreat with loungers and garden views.
The price is NT$7,234
NT$7,979 total
includes taxes & fees
Jul 28 - Jul 29
L'Auberge Provencale Inn & Restaurant
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, sun loungers

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (591 reviews)
  • cleanliness
    Dive into seasonal splash sessions with 24-hour fitness access at this Front Royal escape.
The price is NT$4,500
NT$5,029 total
includes taxes & fees
Aug 11 - Aug 12
TownePlace Suites by Marriott Front Royal
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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Choose what matters most at hotels with a pool in Upperville

Breakfast included
4 stars

Top Upperville Hotel Reviews

Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"No hassle, friendly desk person, nice clean room."
Glenn 1-night trip
Posted 22 hours ago
Quality Inn Winchester

Frequently asked questions

What are some accommodations with pools in Upperville?
Hilton Garden Inn Dulles North: Features complimentary wired internet access, an indoor pool, and free self parking. Salamander Resort And Spa: Offers a children's pool, a seasonal outdoor pool, and 2 restaurants. Holiday Inn Winchester Se-Historic Gateway by IHG: Provides a snack bar/deli, an indoor pool, and complimentary wired internet access. Lansdowne Resort and Spa: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. TRU By Hilton Winchester: Offers a health club, an indoor pool, and daily.
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 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.