Hotels with Swimming Pool, Upperville Virginia

Q: What are some accommodations 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 a snack bar/deli, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG : Offers 2 restaurants, an indoor pool, and a full-service spa.

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

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Our top choices for Upperville hotels with a pool

Fairfield Inn & Suites by Marriott Winchester

Winchester

Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.

P6,348 total

includes taxes & fees

Jul 6 - Jul 7

La Quinta Inn & Suites by Wyndham Winchester

Winchester

Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.

P7,462 total

includes taxes & fees

Jul 5 - Jul 6

SpringHill Suites by Marriott Winchester

Winchester

Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.

P7,778 total

includes taxes & fees

Jul 19 - Jul 20

Hampton Inn Front Royal

Front Royal

Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness center for active travelers.

P8,934 total

includes taxes & fees

Jul 14 - Jul 15

Holiday Inn Express Charles Town by IHG

Charles Town

Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.

P7,374 total

includes taxes & fees

Aug 3 - Aug 4

Hampton Inn Winchester N/Conference Center, VA

Winchester

Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.

P7,664 total

includes taxes & fees

Aug 2 - Aug 3

Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

Relax in this rural retreat with an inviting indoor pool and hot tub, where clean comfort meets attentive service.

P8,359 total

includes taxes & fees

Aug 2 - Aug 3

Hampton Inn & Suites Charles Town

Charles Town

Take a dip in the pristine indoor pool at this Charles Town retreat, where aquatic relaxation meets comfortable luxury.

P9,000 total

includes taxes & fees

Jul 9 - Jul 10

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Choose what matters most at hotels with a pool in Upperville

Breakfast included

4 stars

Top Upperville Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"The George Washington Hotel was amazing! Our room was immaculate, the beds were fabulous, bathroom and all amenities exactly what we needed. Every person that we encountered was helpful, friendly and very kind. The hotel clearly pays attention to the smallest of details to make sure that your stay is perfect. We definitely hope to return! We recommend this hotel 100%!"

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent

"Breakfast selection was good, although the scrambled eggs were disappointing in texture and slightly in taste. Good breakfast otherwise. Good bed, clean room. Bathroom sink water drain was very slow. Outside hallway rug (4th floor) sticking up in many spots like speed bumps, making walking dangerous. Was told new rug was ready to install. "

Frequently asked questions

What are some accommodations 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 a snack bar/deli, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG: Offers 2 restaurants, an indoor pool, and a full-service spa.

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.

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Our top choices for Upperville hotels with a pool

Fairfield Inn & Suites by Marriott Winchester