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Upperville Hotels with Outdoor or Indoor Pools

Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows in Front Royal 111 Hospitality Dr., Front Royal, VA 22630 ~15.68 miles west of Upperville
  • Includes a pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Mid-scale Suburban property
From$104
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton - Front Royal 9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • 3-star Suburban property
  • Tasty breakfast
  • Accessible parking
From$80
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Quality Inn Skyline Drive - Front Royal 10 South Commerce Ave., Front Royal, VA 22630 ~16.71 miles west of Upperville
  • Pool available: Outdoor pool Open 10:00 a.m. to 10:00 p.m. End of May to First of September
  • Good pool
  • Great pool
  • Two-star Downtown property
From$65
Average 3.0 /5 Latest Reviews Call BookMore Details
Aloft Winchester : 1055 Millwood Pike 1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Pool in hotel: Splash, our Indoor Pool is open 6am-11pm
  • Pool in need of cleaning
  • Dirty pool, said 67%
  • 3 star Suburban hotel
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites - Winchester 140 Costello Dr., Winchester, VA 22602 ~18.37 miles northwest of Upperville
  • Pool in hotel: 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.
  • Low priced Suburban property
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway in Winchester 333 Front Royal Pike, Winchester, VA 22602 ~18.46 miles northwest of Upperville
  • Pool available: Indoor
  • 3 star Suburban property
From$83
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield & Suites by Marriott Winchester in Winchester
+1-888-690-5281
250 Front Royal Pike, Winchester, VA 22601 ~18.46 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 /5 Reviews Call BookMore Details
Comfort Inn Stephens City 167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway hotel
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express Winchester South / Stephens Ci in Stephens City 165 Town Run Lane, Stephens City, VA 22655 ~18.50 miles west of Upperville
  • Has swimming pool
  • Affordable Rural hotel
From$67
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge Winchester 160 Front Royal Pike, Winchester, VA 22602 ~18.54 miles northwest of Upperville
  • Has swimming pool: 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
  • Low Cost Suburban property
From$58
Average 3.5 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Carlson Winchester Va 141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Pool is good
  • Great pool
  • Nice pool
  • Heated pool
  • Mid-scale Mountain hotel
From$65
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln 170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • We have a pool
  • Affordable Suburban hotel
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Lee Jackson Inn & Conference Center in Winchester 711 Millwood Ave., Winchester, VA 22601 ~18.79 miles northwest of Upperville
  • Has swimming pool: Labor day to Memorial Day Outdoor
  • Low-priced Highway property
From$49
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area 640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 miles northwest of Upperville
  • Pool in hotel: 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 property
From$70
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Conference Center in Winchester 1204 Berryville Ave., Winchester, VA 22601 ~18.98 miles northwest of Upperville
  • Pool in hotel: 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.
  • 3 star Highway property
From$60
Very Good 4.5 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites 7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.06 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.
  • Three Star Suburban property
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Wingate by Wyndham - Winchester
+1-800-881-1523
150 Wingate Dr., Winchester, VA 22601 ~19.15 miles northwest of Upperville
  • Has swimming pool
  • Excellent pool
  • Great pool
  • Nice pool
  • 3-star Downtown hotel
From$95
Very Good 4.5 /5 Reviews Call BookMore Details
Hilton Garden Inn 120 Wingate Dr., Winchester, VA 22601 ~19.21 miles northwest of Upperville
  • Includes a pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3-star Highway property
From$87
Very Good 4.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites 410 Holiday Court, Warrenton, VA 20186 ~19.44 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 property
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The George Washington Hotel a Wyndham Grand Hotel in Winchester 103 East Piccadilly St., Winchester, VA 22601 ~19.91 miles northwest of Upperville
  • We have a pool ready for use
  • 3 star Downtown property
From$99
Very Good 4.5 /5 Read Reviews Call BookMore Details
Comfort Suites Leesburg 80 Prosperity Ave., Leesburg, VA 20175 ~19.93 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Mid-scale hotel
From$100
Very Good 4.5 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St. 726 East Market St., Leesburg, VA 20176 ~20.10 miles east of Upperville
  • Pool details: 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 hotel
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va 115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Pool available: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Mid-scale Downtown property
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Leesburg Va 117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.26 miles east of Upperville
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Inexpensive Suburban hotel
From$98
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn
+1-888-283-3404
1601 Martinsburg Pike, Winchester, VA 22603 ~20.59 miles northwest of Upperville
  • Our hotel comes with a pool
  • Excellent pool
  • Great pool
  • Low priced Highway property
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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