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Upperville Hotels with Outdoor or Indoor Pools

Salamander Resort & Spa 500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • Includes a pool: Chill out. Cool off. Immerse yourself in the great outdoors. This is what summer is all about. Welcome to Splash Pool & Cafe, Salamander Resort & Spa’s new reprieve tucked away in the Virginia countryside. Bring the shades. Lather on the sunscreen. Settle into a comfy lounge chair with a specialty drink and your favorite summer read. At Splash Pool & Cafe, relaxation is key. The intimate surroundings make it easy to lay back and soak up some glorious sunshine.When the sun begins to notch up the temperature, there’s plenty of ways to keep cool. Take a comfortable swim in the pool or make your way over to the two cascading water features where kids (big and small) will undoubtedly find refreshing jets of shooting water endlessly entertaining. Throughout the day, the Splash team will be on hand to offer delicious complimentary frozen berries, grapes and other summer amenities including free sunglass polishing and Evian face misting.Memorial Day through Labor DayFriday & Saturday: 10:00 a.m. - 8:00 p.m.
  • Nice outdoor family pool
  • Luxurious 5 Star Resort hotel
From$285
Very Good 4.5 /5Latest Reviews CallBookMore Details
Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows 111 Hospitality Dr., Front Royal, VA 22630 ~15.65 miles west of Upperville
  • Pool in hotel: Heated Indoor Pool and Hot Tub7:30am - 10:00 pm
  • Midscale Suburban property
From$104
Very Good 4.5 /5Read Reviews CallBookMore Details
Hampton Inn by Hilton in Front Royal 9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • Pool available: We have an indoor pool which is open from 8am-10pm
  • 3-star Suburban hotel
Aloft Winchester : 1055 Millwood Pike 1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Pool in hotel: Our Indoor Pool is open 6am-11pm
  • Pool in need of cleaning
  • Dirty pool, said 67%
  • 3-star Suburban hotel
From$74
Very Good 4.0 /5Read Reviews CallBookMore Details
Sleep Inn & Suites 140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Pool available: We have indoor heated pool, open all year round. Open 09:00am to 10:00pm. There is a pool lift available with a battery and a remote control.Size: 15 x 28 feet.
  • 2 star Suburban property
From$60
Very Good 4.0 /5Review Score CallBookMore Details
Holiday Inn Winchester Se Historic Gateway in Winchester 333 Front Royal Pike, Winchester, VA 22602 ~18.44 miles northwest of Upperville
  • Includes a pool: Indoor
  • Affordable Suburban hotel
Fairfield & Suites by Marriott Winchester
+1-888-690-5281
250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • Includes a pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Horrible pool
  • Pool should be renewed
  • Indoor pool doesn't open
  • Only complaint was the pool
  • Three Star Suburban property
Comfort Inn Stephens City 167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Pool details: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway hotel
From$61
Average 3.5 /5Reviews CallBookMore Details
Holiday Inn Express Winchester South / Stephens Ci : 165 Town Run Lane 165 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Our hotel comes with a pool
  • Three Star Rural hotel
From$67
Very Good 4.0 /5Read Reviews CallBookMore Details
Travelodge Winchester 160 Front Royal Pike, Winchester, VA 22602 ~18.52 miles northwest of Upperville
  • Pool available: Pool is outdoor. It generally opens by middle of May and closes by end of September. Again it depends on weather conditions at that time.
  • Clean pool area
  • Cheap Suburban property
From$51
Average 3.5 /5Reviews CallBookMore Details
Country Inn & Suites by Carlson Winchester Va 141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.57 miles west of Upperville
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Pool is good
  • Great pool
  • Nice pool
  • Heated pool
  • Affordable Mountain hotel
Towneplace Suites by Marriott Winchester in Winchester 170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Includes a pool
  • Midscale Suburban property
Best Western Lee Jackson Inn & Conference Center in Winchester 711 Millwood Ave., Winchester, VA 22601 ~18.78 miles northwest of Upperville
  • Pool available: Labor day to Memorial DayOutdoor
  • Low priced Highway hotel
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr. 640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Excellent pool
  • Great pool
  • Dip in the pool which was very clean
  • Lovely outdoor pool
  • Nice pool
  • Midscale Highway property
Hampton Inn & Conference Center 1204 Berryville Ave., Winchester, VA 22601 ~18.97 miles northwest of Upperville
  • Pool available: We feature a beautiful outdoor pool and sundeck, which is open Memorial Day through Labor Day. The pool is open in season from 9 am - 10 pm.
  • Affordable Highway property
From$69
Very Good 4.5 /5Reviews CallBookMore Details
Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.04 miles south of Upperville
  • Pool available: We have a seasonal 15x25ft in ground pool. Plenty of sitting area, umbrellas and lounge chairs. Pool is equipped with a ADA lift for easy access to the pool. open 10am-10pm usually May through September. Complimentary Pool Towels provided.
  • 3 star Suburban property
From$59
Average 3.0 /5Reviews CallBookMore Details
Hilton Garden Inn : 120 Wingate Dr. 120 Wingate Dr., Winchester, VA 22601 ~19.20 miles northwest of Upperville
  • Has swimming pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Three Star Highway hotel
Holiday Inn Express Hotel & Suites 410 Holiday Court, Warrenton, VA 20186 ~19.41 miles south of Upperville
  • Pool available: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • 3 star Suburban hotel
The George Washington a Wyndham Grand Hotel - Winchester 103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a pool
  • Midscale Downtown hotel
Comfort Suites Leesburg - Leesburg 80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3 star hotel
From$109
Very Good 4.5 /5Guest Reviews CallBookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St. 726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Has swimming pool: Our lovely seasonal outdoor swimming pool sits in a private courtyard. The pool is open Memorial Day to Labor Day as a minimum; we open prior to Memorial Day and keep the pool beyond Labor Day, weather permitting.
  • Excellent pool
  • Great pool
  • Pool was a joy
  • Lovely pool
  • Affordable Suburban property
Homewood Suites by Hilton Leesburg Va in Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool available: Outdoor PoolOpen from 8:00 AM to 10:00 PMPool open every year from Memorial Day to Labor Day
  • Midscale Downtown property
From$104
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hampton Inn & Suites Leesburg Va in Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Includes a pool: Indoor Heated Pool524 square feet 3-5ft DeepOpen 6am-10pm
  • Two-star Suburban property
Comfort Inn in Winchester
+1-800-881-1523
1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Has swimming pool
  • Excellent pool
  • Great pool
  • Cheap Highway property
From$83
Very Good 4.0 /5Reviews CallBookMore Details
Clarion Inn Leesburg 1500 East Market St., Leesburg, VA 20176 ~20.84 miles east of Upperville
  • Has swimming pool: Large outdoor pool. Private and intimate seating areas on porches and verandas.9am-10pm Memorial Day to Labor Day
  • Outdoor pool was big and very clean
  • Horrible pool
  • Pool should be renewed
  • No indoor pool
  • Swimming pool closed
  • Pool was not open even
  • Three Star Highway hotel
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