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

Upperville Hotel Guide - Hotels with Pool in Upperville, Virginia

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Check availability on Upperville Hotels with Pool

Our top choices for Upperville hotels with a pool

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, (1,002 reviews)
  • cleanliness
    Splash into a refreshing mountain retreat where the indoor pool meets scenic golf views.
The price is €126
includes taxes & fees
28 Jul - 29 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness centre for active travellers.
The price is €127
includes taxes & fees
29 Jul - 30 Jul
Hampton Inn Front Royal
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, (895 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is €90
includes taxes & fees
29 Jul - 30 Jul
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, (1,009 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is €90
includes taxes & fees
30 Jul - 31 Jul
TRU By Hilton Winchester
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, (1,011 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is €121
includes taxes & fees
6 Aug - 7 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Seasonal outdoor pool, open 9 AM to 10 PM, pool 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, (874 reviews)
  • cleanliness
    Splash into seasonal fun at this rural retreat with a refreshing pool and loungers.
The price is €75
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Winchester South-Stephens City by IHG
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, (974 reviews)
  • cleanliness
    Summer bliss awaits at this refreshed hotel with seasonal pool near Shenandoah National Park.
The price is €62
includes taxes & fees
29 Jul - 30 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
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 €216
includes taxes & fees
22 Jul - 23 Jul
L'Auberge Provencale Inn & Restaurant
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, (2,281 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is €106
includes taxes & fees
26 Jul - 27 Jul
La Quinta Inn & Suites by Wyndham Winchester
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool 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 €439
includes taxes & fees
28 Jul - 29 Jul
Goodstone Inn & Restaurant
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

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Breakfast bar was clean and fresh but there wasn't much to choose from if you don't like bagels."
J. A. 1-night trip
Posted 12 hours ago
Spark by Hilton Winchester

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. 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 high-speed (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 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.