Find Hotels with a Pool in Upperville, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Upperville Hotels with a Pool

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14

Our top choices for Upperville hotels with a pool

Indoor pool

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Scenic indoor pool provides year-round escape for travelers seeking relaxation after park adventures.
The price is ₩148,840
₩166,702 total
includes taxes & fees
Jun 22 - Jun 23
Clarion Inn Harpers Ferry - Charles Town
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, (1,002 reviews)
  • cleanliness
    Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
The price is ₩196,153
₩222,240 total
includes taxes & fees
Jun 24 - Jun 25
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,456 reviews)
  • cleanliness
    Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
The price is ₩145,783
₩158,616 total
includes taxes & fees
Jun 2 - Jun 3
Microtel Inn & Suites by Wyndham Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into relaxation at this mountain hotel's pristine pool, just steps from a 24-hour fitness center for active travelers.
The price is ₩189,984
₩211,453 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Front Royal
Lobby

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.4 out of 10, (1,000 reviews)
  • cleanliness
    Splash into summer at this Warrenton motel featuring a seasonal outdoor pool and 24-hour fitness center.
The price is ₩104,440
₩112,064 total
includes taxes & fees
Jun 6 - Jun 7
Baymont by Wyndham Warrenton
Seasonal outdoor 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, (895 reviews)
  • cleanliness
    Splash into summer with panoramic mountain views from this seasonal outdoor pool experience.
The price is ₩160,430
₩181,766 total
includes taxes & fees
Jun 10 - Jun 11
Hampton Inn Winchester N/Conference Center, VA
Outdoor pool

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 ₩157,969
₩178,505 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Charles Town by IHG
Indoor pool

Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Year-round aquatic bliss at this hotel with an indoor pool and fitness options.
The price is ₩157,980
₩180,098 total
includes taxes & fees
Jun 10 - Jun 11
Hampton Inn by Hilton Gainesville-Haymarket
Seasonal outdoor pool

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 ₩135,944
₩147,907 total
includes taxes & fees
Jun 21 - Jun 22
Quality Inn Winchester
Indoor pool

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (897 reviews)
  • cleanliness
    Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
The price is ₩162,408
₩176,701 total
includes taxes & fees
Jun 30 - Jul 1
TRU By Hilton 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.
View all properties

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
"Clean room, friendly staff. A light breakfast that wasn't anything really special. Traffic in the area around the hotel can be intense, especially if you need to make a left turn on S. Pleasant Valley Road on the way out."
Robert 1-night trip
Posted 12 hours ago
Spark by Hilton Winchester

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.