Hotels with Pool

Winchester Hotels with Pools - Outdoor/Indoor Pools in Winchester VA

Winchester hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winchester, VA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winchester Virginia hotel and motel rooms for children. Review the list of Winchester hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winchester Hotels with Outdoor or Indoor Pools

Image of Hilton Garden InnHilton Garden Inn : 120 Wingate Dr.
+1-800-230-4134Check Rates
120 Wingate Dr., Winchester, VA 22601
  • Has swimming pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Midscale Highway hotel
Exterior of Best Western Lee Jackson InnBest Western Lee Jackson Inn
+1-800-997-5148Check Rates
711 Millwood Ave., Winchester, VA 22601
  • Pool in hotel: Labor day to Memorial DayOutdoor
  • Economy Highway hotel
Photo of Travelodge WinchesterTravelodge Winchester
+1-800-997-5149Check Rates
160 Front Royal Pike, Winchester, VA 22602
  • Includes a 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.
  • Cheap Suburban property
Photo of Fairfield & Suites by Marriott WinchesterFairfield & Suites by Marriott Winchester : 250 Front Royal Pike
+1-800-230-4134Check Rates
250 Front Royal Pike, Winchester, VA 22601
  • Pool details: Indoor pool open daily from 9:00AM - 10:00PM
  • 3-star Suburban property
Exterior of Hampton Inn & Conference CenterHampton Inn & Conference Center - Winchester
+1-800-997-5148Check Rates
1204 Berryville Ave., Winchester, VA 22601
  • Pool details: 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.
  • Three Star Highway property
Exterior of Sleep Inn & SuitesSleep Inn & Suites
+1-800-997-5149Check Rates
140 Costello Dr., Winchester, VA 22602
  • 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
Exterior of Courtyard by Marriott Winchester Medical CenterCourtyard by Marriott Winchester Medical Center in Winchester
+1-800-230-4134Check Rates
300 Marriott Dr., Winchester, VA 22603
  • Pool in hotel: Indoor PoolHours are 6:00 am - 11:00 pm
  • 3-star Suburban property
Photo of Country Inn & Suites by Carlson Winchester VaCountry Inn & Suites by Carlson Winchester Va in Winchester
+1-800-997-5148Check Rates
141 Kernstown Commons Blvd., Winchester, VA 22602
  • Pool in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Mountain hotel
Wingate by Wyndham : 150 Wingate Dr.
+1-800-997-5149Check Rates
150 Wingate Dr., Winchester, VA 22601
  • Our hotel comes with a pool
  • Midscale Downtown hotel
Hampton Inn Winchester University / Mall Area
+1-800-230-4134Check Rates
1655 Apple Blossom Dr., Winchester, VA 22601
  • We have a pool ready for use
  • Three Star Highway hotel
Holiday Inn Winchester Se Historic Gateway : 333 Front Royal Pike
+1-800-997-5148Check Rates
333 Front Royal Pike, Winchester, VA 22602
  • Includes a pool
  • Mid-scale Suburban property
Holiday Inn Express & Suites
+1-800-997-5149Check Rates
142 Fox Ridge Lane, Winchester, VA 22603
  • Our hotel comes with a pool
  • Affordable Rural property
Comfort Inn : 1601 Martinsburg Pike
+1-800-230-4134Check Rates
1601 Martinsburg Pike, Winchester, VA 22603
  • We have a pool
  • Cheap Highway hotel
Holiday Inn Express Winchester South / Stephens Ci - Stephens City
+1-800-997-5148Check Rates
165 Town Run Lane, Stephens City, VA 22655
  • We have a pool
  • Three Star Rural property
~7.35 Miles from Winchester
Hampton Inn Martinsburg South Inwood in Inwood
+1-800-997-5149Check Rates
4758 Gerrardstown Rd., Inwood, WV 25428
  • Pool available: 5ft. deep outdoor poolHours: 9am-10pm Memorial day - Labor Day
  • Mid-scale Rural hotel
~14.13 Miles from Winchester
Fairfield Inn & Suites Strasburg in Strasburg
+1-800-230-4134Check Rates
33760 Old Valley Pike, Strasburg, VA 22657
  • Includes a pool: 7am-11pm
  • Midscale Rural property
~15.23 Miles from Winchester
Hampton Inn in Front Royal
+1-800-997-5148Check Rates
9800 Winchester Rd., Front Royal, VA 22630
  • Our hotel comes with a pool
  • Three Star Suburban hotel
~15.34 Miles from Winchester
Holiday Inn Hotel & Suites Front Royal Blue Ridge - Front Royal
+1-800-997-5149Check Rates
111 Hospitality Dr., Front Royal, VA 22630
  • Pool in hotel: Heated Indoor Pool and Hot Tub7:30am - 10:00 pm
  • Three Star Suburban property
~15.46 Miles from Winchester
Ramada Strasburg Va
+1-800-230-4134Check Rates
21 Signal Knob Dr., Strasburg, VA 22657
  • Has a pool!
  • Economy Rural property
~15.53 Miles from Winchester
Quality Inn Skyline Drive - Front Royal
+1-800-997-5148Check Rates
10 South Commerce Ave., Front Royal, VA 22630
  • We have a pool
  • 2-star Downtown property
~18.11 Miles from Winchester
Holiday Inn Martinsburg in Martinsburg
+1-800-997-5149Check Rates
301 Foxcroft Ave., Martinsburg, WV 25401
  • We have a pool ready for use
  • Three Star Suburban hotel
~21.69 Miles from Winchester
Clarion Hotel & Conference Center : 233 Lowe Dr.
+1-800-230-4134Check Rates
233 Lowe Dr., Shepherdstown, WV 25443
  • Pool in hotel
  • Affordable Rural hotel
~25.38 Miles from Winchester
Comfort Inn Woodstock - Woodstock
+1-800-997-5148Check Rates
1101 Motel Dr., Woodstock, VA 22664
  • Includes a pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Low Cost Highway property
~28.69 Miles from Winchester
Holiday Inn Express Falling Waters
+1-800-997-5149Check Rates
1220 Tj Jackson Dr., Falling Waters, WV 25419
  • Includes a swimming pool
  • Three Star Highway hotel
~28.72 Miles from Winchester
Holiday Inn Express Woodstock in Woodstock
+1-800-230-4134Check Rates
1130 Motel Dr., Woodstock, VA 22664
  • Pool in hotel: Seasonal outdoor pool.
  • 3 star Highway hotel
~28.73 Miles from Winchester



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