Upperville Hotel with Pool

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Our top choices for Upperville hotels with a 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, (2,269 reviews)
  • cleanliness
    Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
"The indoor pool was great for the kids."
United States
Courtenay
The price is HK$956
HK$1,040 total
includes taxes & fees
24 May - 25 May
La Quinta Inn & Suites by Wyndham Winchester

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, (893 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
"Our room was first floor; very clean and welcoming. The pool area was very well maintained as were the public areas used for breakfast, etc. McDonald’s, Subway, and Dunkin’ Donuts as well as a gas station border the property so if you are interested in resting after a long trip, you don’t necessarily have to get right back into the car to get some sustenance. "
United States
Diane
The price is HK$841
HK$953 total
includes taxes & fees
4 Jun - 5 Jun
Hampton Inn Winchester N/Conference Center, VA

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (859 reviews)
  • cleanliness
    Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
"My kids loved the pool and gym they offer."
United States
Samantha
The price is HK$726
HK$790 total
includes taxes & fees
7 Jun - 8 Jun
Fairfield Inn & Suites by Marriott 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.
"Pool area is great to sit and read or swim."
United States
Margaret
The price is HK$659
HK$717 total
includes taxes & fees
28 May - 29 May
Quality Inn Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (853 reviews)
  • cleanliness
    Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.
"I got there too late to use the pool but I did check it out."
United States
Cynthia
The price is HK$889
HK$967 total
includes taxes & fees
28 May - 29 May
SpringHill Suites by Marriott Winchester

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, (1,000 reviews)
  • cleanliness
    Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.
"the outdoor pool was a nice spot to relax at after our drive"
Canada
Erin
The price is HK$924
HK$1,044 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Charles Town by IHG

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (877 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
"The pool was clean and warm."
United States
Julia
The price is HK$893
HK$971 total
includes taxes & fees
22 Jun - 23 Jun
TRU By Hilton Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness centre for active travellers.
"Also we appreciated the attention to a clean and warm pool room on a very cold January."
United States
kenneth
The price is HK$992
HK$1,104 total
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Front Royal

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town
2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Take a dip in the pristine indoor pool at this Charles Town retreat, where aquatic relaxation meets comfortable luxury.
"Friendly staff, great pool/hot tub"
United States
Melina
The price is HK$1,021
HK$1,144 total
includes taxes & fees
4 Jun - 5 Jun
Hampton Inn & Suites Charles Town

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, (1,002 reviews)
  • cleanliness
    Splash into a year-round swimming oasis with a refreshing indoor pool sanctuary at this Winchester hotel.
"Nice pool."
United States
Barbara
The price is HK$733
HK$798 total
includes taxes & fees
15 Jun - 16 Jun
Country Inn & Suites by Radisson, Winchester, VA
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?
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: Offers 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 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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