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Upperville Hotels with Outdoor or Indoor Pools

Salamander Resort & Spa : 500 North Pendelton St. 500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • Pool in hotel: 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
  • Luxury 5 star Resort property
From$285
Very Good 4.5 /5Read Reviews CallBookMore Details
Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows - Front Royal 111 Hospitality Dr., Front Royal, VA 22630 ~15.65 miles west of Upperville
  • Pool available: Heated Indoor Pool and Hot Tub7:30am - 10:00 pm
  • 3 star Suburban property
From$104
Very Good 4.5 /5Recent Reviews CallBookMore Details
Hampton Inn by Hilton 9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • Affordable Suburban hotel
From$107
Very Good 4.5 /5Latest Reviews CallBookMore Details
La Quinta Inn & Suites Winchester 1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Includes a pool: Our Indoor Pool is open 6am-11pm
  • Pool in need of cleaning
  • Dirty pool, said 67%
  • 3 star Suburban hotel
Holiday Inn Winchester Se Historic Gateway - Winchester 333 Front Royal Pike, Winchester, VA 22602 ~18.39 miles northwest of Upperville
  • Includes a pool: Indoor
  • Midscale Suburban hotel
Fairfield & Suites by Marriott Winchester : 250 Front Royal Pike
+1-866-429-5787
250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • Has swimming 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
  • 3 star Suburban hotel
From$88
Very Good 4.0 /5Reviews CallBookMore Details
Quality Inn Stephens City : 167 Town Run Lane 167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway hotel
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
  • Includes a swimming pool
  • 3 star Rural property
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
  • 2 star Suburban hotel
Country Inn & Suites by Carlson Winchester Va 141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.57 miles west of Upperville
  • Pool available: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Pool is good
  • Great pool
  • Nice pool
  • Heated pool
  • Affordable Mountain property
From$85
Very Good 4.5 /5Review Score CallBookMore Details
Clarion Inn & Conference Center - Winchester 711 Millwood Ave., Winchester, VA 22601 ~18.74 miles northwest of Upperville
  • Pool details: Labor day to Memorial DayOutdoor
  • Two-star Highway hotel
From$55
Very Good 4.0 /5Reviews CallBookMore Details
Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • With a pool!
  • 3-star Suburban property
Hampton Inn Winchester University / Mall Area - Winchester 640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Pool available: 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
  • 3-star Highway hotel
Hampton Inn & Conference Center : 1204 Berryville Ave. 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.
  • Midscale Highway hotel
Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.04 miles south of Upperville
  • Pool details: 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 - Winchester 120 Wingate Dr., Winchester, VA 22601 ~19.20 miles northwest of Upperville
  • Pool in hotel: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Affordable Highway hotel
Holiday Inn Express Hotel & Suites in Warrenton 410 Holiday Court, Warrenton, VA 20186 ~19.41 miles south of Upperville
  • Pool details: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Midscale Suburban hotel
From$94
Very Good 4.0 /5Read Reviews CallBookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St. 103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a swimming pool
  • Midscale Downtown hotel
Comfort Suites Leesburg in Leesburg 80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Pool available: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3-star property
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg 726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Pool in hotel: 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
  • Three Star Suburban property
Homewood Suites by Hilton Leesburg Va 115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool in hotel: Outdoor PoolOpen from 8:00 AM to 10:00 PMPool open every year from Memorial Day to Labor Day
  • 3-star Downtown property
From$129
Very Good 4.5 /5Reviews CallBookMore Details
Comfort Inn
+1-888-690-5247
1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Excellent pool
  • Great pool
  • Economy Highway property
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
  • Affordable Highway property
Holiday Inn Express & Suites in Winchester
+1-800-881-1523
142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Pool in hotel: 9am-10pmIndoor with Jacuzzi
  • Pool is good
  • Great pool
  • Wonderful swimming pool
  • Nice pool
  • Mid-scale Rural property
Courtyard by Marriott Winchester Medical Center in Winchester 300 Marriott Dr., Winchester, VA 22603 ~21.73 miles northwest of Upperville
  • Includes a pool: Indoor Pool and Whirlpool (Heated)Hours are 6:00 am - 11:00 pm
  • Pool is good
  • Great pool
  • Pool was open
  • Midscale Suburban property
From$89
Very Good 4.0 /5Reviews CallBookMore Details
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