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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is NT$4,215
NT$4,776 total
includes taxes & fees
Aug 12 - Aug 13
The George Washington Hotel, A Wyndham Grand Hotel
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, (1,001 reviews)
  • cleanliness
    Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
The price is NT$4,367
NT$4,817 total
includes taxes & fees
Aug 5 - Aug 6
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (972 reviews)
  • cleanliness
    Summer bliss awaits at this refreshed hotel with seasonal pool near Shenandoah National Park.
The price is NT$2,034
NT$2,264 total
includes taxes & fees
Aug 9 - Aug 10
Baymont by Wyndham Front Royal Near Shenandoah National Park
Indoor pool

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is NT$2,945
NT$3,277 total
includes taxes & fees
Jul 26 - Jul 27
TRU By Hilton Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness center for active travelers.
The price is NT$4,206
NT$4,681 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Inn Front Royal
Seasonal outdoor pool, open 9 AM to 10 PM, sun loungers

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (872 reviews)
  • cleanliness
    Splash into seasonal fun at this rural retreat with a refreshing pool and loungers.
The price is NT$2,499
NT$2,781 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Winchester South-Stephens City by IHG
Indoor pool

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
The price is NT$2,685
NT$3,086 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Winchester Se-Historic Gateway by IHG
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, (894 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is NT$2,989
NT$3,327 total
includes taxes & fees
Jul 23 - Jul 24
Fairfield Inn & Suites by Marriott Winchester
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, (2,275 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is NT$3,513
NT$3,910 total
includes taxes & fees
Aug 2 - Aug 3
La Quinta Inn & Suites by Wyndham Winchester
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, (589 reviews)
  • cleanliness
    Dive into seasonal splash sessions with 24-hour fitness access at this Front Royal escape.
The price is NT$4,484
NT$5,011 total
includes taxes & fees
Aug 9 - Aug 10
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

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

10/10 Excellent
"Awesome"
VINCENT JOEL 1-night trip
Posted 11 hours ago
Hilton Garden Inn Dulles North

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. TRU By Hilton Winchester: Offers a health club, an indoor pool, and daily. Salamander Resort And Spa: Provides a children's pool, a seasonal outdoor pool, and 2 restaurants. Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Holiday Inn Winchester Se-Historic Gateway by IHG: Offers a snack bar/deli, an indoor pool, and complimentary 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 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.