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

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Check availability on Upperville Hotels with a Pool

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, (2,270 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is ￥17,773
￥19,782 total
includes taxes & fees
Jul 26 - Jul 27
La Quinta Inn & Suites by Wyndham Winchester
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, (898 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is ￥15,057
￥16,758 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites by Marriott Winchester
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 ￥17,857
￥20,231 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn Winchester N/Conference Center, VA
Indoor pool

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,012 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is ￥15,015
￥16,712 total
includes taxes & fees
Jul 30 - Jul 31
TRU By Hilton Winchester
Indoor pool

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,440 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
The price is ￥16,060
￥17,876 total
includes taxes & fees
Aug 5 - Aug 6
Microtel Inn & Suites by Wyndham Winchester
Property amenity

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (877 reviews)
  • cleanliness
    Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.
The price is ￥18,448
￥20,532 total
includes taxes & fees
Aug 9 - Aug 10
SpringHill Suites by Marriott 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 ￥92,255
￥114,287 total
includes taxes & fees
Aug 19 - Aug 20
Salamander Resort And Spa
Room, 2 Queen Beds, Non Smoking | Premium bedding, pillowtop beds, desk, blackout drapes

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.2 out of 10, (1,003 reviews)
  • cleanliness
    Splash into summer at this Warrenton motel featuring a seasonal outdoor pool and 24-hour fitness center.
The price is ￥13,073
￥14,026 total
includes taxes & fees
Jul 26 - Jul 27
Baymont by Wyndham Warrenton
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, (1,001 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
The price is ￥13,556
￥15,577 total
includes taxes & fees
Aug 6 - Aug 7
Holiday Inn Winchester Se-Historic Gateway by IHG
Outdoor pool

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (516 reviews)
  • cleanliness
    Dive into mountain recreation at this hotel's outdoor pool and fitness center, just steps away from scenic hiking trails.
The price is ￥18,372
￥20,448 total
includes taxes & fees
Jul 26 - Jul 27
TownePlace Suites by Marriott Winchester
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

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"The hotel was very nice to stay in. Great location, quiet and very friendly staff. We loved the restaurant attached to the hotel the food and drinks were excellent."
Shannon 2-night trip
Posted 9 hours ago
Clarion Inn Harpers Ferry - Charles Town

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.