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

Upperville Hotels with Swimming Pool

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Our top choices for Upperville hotels with a pool

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (885 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is RM378
RM421 total
includes taxes & fees
6 Jul - 7 Jul
Fairfield Inn & Suites by Marriott Winchester

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, (2,274 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is RM444
RM495 total
includes taxes & fees
5 Jul - 6 Jul
La Quinta Inn & Suites by Wyndham Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (868 reviews)
  • cleanliness
    Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.
The price is RM463
RM516 total
includes taxes & fees
2 Aug - 3 Aug
SpringHill Suites by Marriott Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 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 RM534
RM594 total
includes taxes & fees
22 Jul - 23 Jul
Hampton Inn Front Royal

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.
The price is RM430
RM486 total
includes taxes & fees
9 Jul - 10 Jul
Holiday Inn Express Charles Town by IHG

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, (905 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is RM448
RM508 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (850 reviews)
  • cleanliness
    Relax in this rural retreat with an inviting indoor pool and hot tub, where clean comfort meets attentive service.
The price is RM498
RM554 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town
2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Take a dip in the pristine indoor pool at this Charles Town retreat, where aquatic relaxation meets comfortable luxury.
The price is RM565
RM633 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Charles Town

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,425 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness centre for all seasons.
The price is RM373
RM416 total
includes taxes & fees
5 Jul - 6 Jul
Microtel Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
The price is RM378
RM421 total
includes taxes & fees
26 Jul - 27 Jul
Quality Inn 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.

Choose what matters most at hotels with a pool in Upperville

Top Upperville Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Upperville?
Lansdowne Resort and Spa: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Spark by Hilton Winchester: Provides a health club, an indoor pool and daily. TRU By Hilton Winchester: Features a children's pool, a seasonal outdoor pool and 2 restaurants. Salamander Resort And Spa: Offers 2 restaurants, an indoor pool and a full-service spa. Travelodge by Wyndham Winchester: Provides a snack bar/deli, an indoor pool and complimentary high-speed (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 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.

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