Find Hotels with a Pool in Upperville, VA

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Our top choices for Upperville hotels with a 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, (897 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is NT$3,369
NT$3,817 total
includes taxes & fees
Jun 9 - Jun 10
Hampton Inn Winchester N/Conference Center, VA

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, (1,002 reviews)
  • cleanliness
    Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.
The price is NT$3,294
NT$3,722 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Express Charles Town by IHG

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, (1,005 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is NT$4,673
NT$5,294 total
includes taxes & fees
Jun 18 - Jun 19
The George Washington Hotel, A Wyndham Grand Hotel

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, (2,272 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
The price is NT$4,047
NT$4,403 total
includes taxes & fees
Jun 3 - Jun 4
La Quinta Inn & Suites by Wyndham Winchester

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,003 reviews)
  • cleanliness
    Scenic indoor pool provides year-round escape for travelers seeking relaxation after park adventures.
The price is NT$2,907
NT$3,255 total
includes taxes & fees
Jun 30 - Jul 1
Clarion Inn Harpers Ferry - Charles Town

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (871 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
The price is NT$2,907
NT$3,162 total
includes taxes & fees
Jun 14 - Jun 15
Fairfield Inn & Suites by Marriott Winchester

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (581 reviews)
  • cleanliness
    Dive into seasonal splash sessions with 24-hour fitness access at this Front Royal escape.
The price is NT$3,984
NT$4,457 total
includes taxes & fees
Jun 7 - Jun 8
TownePlace Suites by Marriott Front Royal

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$2,936
NT$3,195 total
includes taxes & fees
Jun 22 - Jun 23
Country Inn & Suites by Radisson, Winchester, VA

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (901 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is NT$3,579
NT$3,894 total
includes taxes & fees
Jun 14 - Jun 15
TRU By Hilton Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (989 reviews)
  • cleanliness
    Experience refreshing swims any season at this indoor pool hotel with comfy beds and onsite dining.
The price is NT$3,357
NT$3,652 total
includes taxes & fees
Jun 16 - Jun 17
Courtyard 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.

Choose what matters most at hotels with a pool in Upperville

Top Upperville Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Upperville?
Spark by Hilton Winchester: Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Lansdowne Resort and Spa: Provides a children's pool, a seasonal outdoor pool, and 2 restaurants. Salamander Resort And Spa: Features a health club, an indoor pool, and daily. TRU By Hilton Winchester: Offers 2 restaurants, an indoor pool, and a full-service spa. The George Washington Hotel, A Wyndham Grand Hotel: Features daily, an indoor pool, and free self parking.
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.