Star Rating
Hotel Name
Price Range (USD)to
Amenities

Upperville Hotels with Outdoor or Indoor Pools

Hampton Inn by Hilton in Front Royal 9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Includes a pool: We have an indoor pool which is open from 8am-10pm
  • Midscale Suburban hotel
  • Great and affordable breakfast
  • All guests were happy with the price of the breakfast
Quality Inn Skyline Drive
+1-800-230-4134
10 South Commerce Ave., Front Royal, VA 22630 ~16.71 miles west of Upperville
  • Pool details: Outdoor poolOpen 10:00 a.m. to 10:00 p.m. End of May to First of September
  • Good pool
  • Great pool
  • Cheap Downtown property
Aloft Winchester 1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Has swimming pool: Splash, our Indoor Pool is open 6am-11pm
  • Pool in need of cleaning
  • Dirty pool, said 67%
  • Three Star Suburban hotel
Sleep Inn & Suites : 140 Costello Dr. 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 Cost Suburban property
Holiday Inn Winchester Se Historic Gateway : 333 Front Royal Pike 333 Front Royal Pike, Winchester, VA 22602 ~18.46 miles northwest of Upperville
  • We have a pool
  • Mid-scale Suburban hotel
Fairfield & Suites by Marriott Winchester : 250 Front Royal Pike
+1-800-881-1523
250 Front Royal Pike, Winchester, VA 22601 ~18.46 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
  • 3 star Suburban property
From$93
Very Good 4.0 /5Review Score Call
Comfort Inn Stephens City 167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway property
Holiday Inn Express Winchester South / Stephens Ci 165 Town Run Lane, Stephens City, VA 22655 ~18.50 miles west of Upperville
  • With a pool!
  • Midscale Rural hotel
From$60
Very Good 4.0 /5Read Reviews Call
Travelodge Winchester 160 Front Royal Pike, Winchester, VA 22602 ~18.54 miles northwest of Upperville
  • Pool in hotel: 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 property
Country Inn & Suites by Carlson Winchester Va 141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Pool details: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Pool is good
  • Great pool
  • Nice pool
  • Heated pool
  • 3-star Mountain property
Towneplace Suites by Marriott Winchester - Winchester 170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • Our hotel comes with a pool
  • 3 star Suburban property
Best Western Lee Jackson Inn : 711 Millwood Ave. 711 Millwood Ave., Winchester, VA 22601 ~18.78 miles northwest of Upperville
  • Pool available: Labor day to Memorial DayOutdoor
  • Inexpensive Highway property
From$49
Very Good 4.0 /5Review Score Call
Hampton Inn Winchester University / Mall Area 640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 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
  • Midscale Highway hotel
From$65
Very Good 4.5 /5Read Reviews Call
Hampton Inn & Conference Center : 1204 Berryville Ave. 1204 Berryville Ave., Winchester, VA 22601 ~18.98 miles northwest of Upperville
  • Has swimming pool: 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$50
Very Good 4.5 /5Read Reviews Call
Wingate by Wyndham
+1-888-283-3404
150 Wingate Dr., Winchester, VA 22601 ~19.15 miles northwest of Upperville
  • Has a pool!
  • Excellent pool
  • Great pool
  • Nice pool
  • 3 star Downtown property
From$95
Very Good 4.0 /5Read Reviews Call
Hilton Garden Inn - Winchester 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$89
Very Good 4.5 /5Read Reviews Call
Holiday Inn Express Hotel & Suites 410 Holiday Court, Warrenton, VA 20186 ~19.44 miles south of Upperville
  • Pool in hotel: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Affordable Suburban hotel
Comfort Suites Leesburg in Leesburg 80 Prosperity Ave., Leesburg, VA 20175 ~19.93 miles east of Upperville
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Midscale hotel
From$100
Very Good 4.5 /5Review Score Call
Best Western Leesburg Hotel - Leesburg 726 East Market St., Leesburg, VA 20176 ~20.03 miles east of Upperville
  • Includes a pool: Seasonal outdoor swimming pool open Memorial Day to Labor Day (pool may be opened earlier than Memorial Day and stay open beyond Labor Day if weather allows).
  • Excellent pool
  • Great pool
  • Pool was a joy
  • Lovely pool
  • Three Star Suburban property
From$66
Very Good 4.0 /5Review Score Call
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne 115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Pool details: Outdoor PoolOpen from 8:00 AM to 10:00 PMPool open every year from Memorial Day to Labor Day
  • Midscale Downtown hotel
Hampton Inn & Suites Leesburg Va 117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.26 miles east of Upperville
  • Pool available: Indoor Heated Pool524 square feet 3-5ft DeepOpen 6am-10pm
  • Two-star Suburban hotel
Hampton Inn Gainesville / Haymarket - Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155 ~20.29 miles southeast of Upperville
  • Our hotel comes with a pool
  • Three Star Rural property
Comfort Inn
+1-888-283-3404
1601 Martinsburg Pike, Winchester, VA 22603 ~20.59 miles northwest of Upperville
  • We have a pool ready for use
  • Excellent pool
  • Great pool
  • Economy Highway hotel
Clarion Inn Leesburg 1500 East Market St., Leesburg, VA 20176 ~20.86 miles east of Upperville
  • Pool available: 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
  • Mid-scale Highway property
Holiday Inn Express & Suites in Winchester
+1-888-690-5281
142 Fox Ridge Lane, Winchester, VA 22603 ~21.51 miles northwest of Upperville
  • Has swimming pool: 9am-10pmIndoor with Jacuzzi
  • Pool is good
  • Great pool
  • Wonderful swimming pool
  • Nice pool
  • 3 star Rural hotel
From$68
Very Good 4.0 /5Reviews Call
 [1 - 25 of 50]    
Next: Show All Available Upperville Hotels with Pricing
Back to Top