Star Rating
Hotel Name
Price Range (USD)to
Amenities

Winchester Hotels with Outdoor or Indoor Pools

Hilton Garden Inn in Winchester 120 Wingate Dr., Winchester, VA 22601
  • Pool in hotel: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Mid-scale Highway property
Hampton Inn Winchester University / Mall Area 640 East Jubal Early Dr., Winchester, VA 22601
  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway property
Best Western Lee Jackson Inn 711 Millwood Ave., Winchester, VA 22601
  • Includes a pool: Labor day to Memorial DayOutdoor
  • Two-star Highway hotel
Travelodge Winchester
+1-888-690-5247
160 Front Royal Pike, Winchester, VA 22602
  • Pool details: 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.
  • Inexpensive Suburban property
Aloft Hotel - Winchester 1055 Millwood Pike, Winchester, VA 22602
  • Pool in hotel: Splash, our Indoor Pool is open 6am-11pm
  • Three Star Suburban property
From$70
Very Good 4.0 /5Review Score Call
Fairfield & Suites by Marriott Winchester in Winchester
+1-800-997-5149
250 Front Royal Pike, Winchester, VA 22601
  • Pool in hotel: Indoor pool open daily from 9:00AM - 10:00PM
  • Mid-scale Suburban hotel
Hampton Inn & Conference Center - Winchester 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
Sleep Inn & Suites - Winchester
+1-800-230-4134
140 Costello Dr., Winchester, VA 22602
  • 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.
  • Economy Suburban property
Courtyard by Marriott Winchester Medical Center - Winchester
+1-800-997-5148
300 Marriott Dr., Winchester, VA 22603
  • Pool details: Indoor Pool and Whirlpool (Heated)Hours are 6:00 am - 11:00 pm
  • 3 star Suburban property
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-888-690-5247
142 Fox Ridge Lane, Winchester, VA 22603
  • Pool details: 9am-10pmIndoor with Jacuzzi
  • Midscale Rural hotel
From$65
Very Good 4.0 /5Reviews Call
Country Inn & Suites by Carlson Winchester Va - Winchester
+1-888-305-3366
141 Kernstown Commons Blvd., Winchester, VA 22602
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Mountain hotel
Wingate by Wyndham : 150 Wingate Dr.
+1-800-997-5149
150 Wingate Dr., Winchester, VA 22601
  • We have a pool
  • 3-star Downtown property
Holiday Inn Winchester Se Historic Gateway 333 Front Royal Pike, Winchester, VA 22602
  • Our hotel comes with a pool
  • Three Star Suburban property
Towneplace Suites by Marriott Winchester - Winchester 170 Getty Ln, Winchester, VA 22603
  • Includes a pool
  • Midscale Suburban hotel
From$74
Very Good 4.0 /5Reviews Call
Comfort Inn
+1-800-997-5148
1601 Martinsburg Pike, Winchester, VA 22603
  • Our hotel comes with a pool
  • Economy Highway property
Holiday Inn Express Winchester South / Stephens Ci - Stephens City 165 Town Run Lane, Stephens City, VA 22655 ~7.35 miles south of Winchester
  • Includes a pool
  • 3-star Rural hotel
Hampton Inn Martinsburg South Inwood 4758 Gerrardstown Rd., Inwood, WV 25428 ~14.13 miles northeast of Winchester
  • Has swimming pool: 5ft. deep outdoor poolHours: 9am-10pm Memorial day - Labor Day
  • Midscale Rural hotel
From$79
Very Good 4.5 /5Reviews Call
Fairfield Inn & Suites Strasburg
+1-800-997-5149
33760 Old Valley Pike, Strasburg, VA 22657 ~15.23 miles southwest of Winchester
  • Has swimming pool: Indoor pool open 7 am - 11 pm
  • 3-star Rural property
From$60
Very Good 4.5 /5Review Score Call
Hampton Inn : 9800 Winchester Rd. 9800 Winchester Rd., Front Royal, VA 22630 ~15.34 miles south of Winchester
  • Includes a pool
  • Three Star Suburban hotel
From$83
Very Good 4.5 /5Reviews Call
Holiday Inn Hotel & Suites Front Royal Blue Ridge - Front Royal
+1-800-230-4134
111 Hospitality Dr., Front Royal, VA 22630 ~15.46 miles south of Winchester
  • Has swimming pool: Heated Indoor Pool and Hot Tub7:30am - 10:00 pm
  • Midscale Suburban hotel
From$83
Very Good 4.5 /5Reviews Call
Ramada Strasburg Va in Strasburg
+1-800-997-5148
21 Signal Knob Dr., Strasburg, VA 22657 ~15.53 miles southwest of Winchester
  • Includes a swimming pool
  • Cheap Rural hotel
Quality Inn Skyline Drive in Front Royal
+1-888-690-5247
10 South Commerce Ave., Front Royal, VA 22630 ~18.11 miles south of Winchester
  • Includes a pool: Outdoor poolOpen 10:00 a.m. to 10:00 p.m. End of May to First of September
  • Economical Downtown hotel
Holiday Inn Martinsburg
+1-888-305-3366
301 Foxcroft Ave., Martinsburg, WV 25401 ~21.69 miles northeast of Winchester
  • We have a pool ready for use
  • Three Star Suburban hotel
Quality Hotel Conference Center in Harpers Ferry 4328 William L Wilson Freeway, Harpers Ferry, WV 25425 ~23.43 miles east of Winchester
  • Includes a pool: 10am-10pm indoor
  • Midscale Mountain property
Comfort Inn in Martinsburg 1872 Edwin Miller Blvd., Martinsburg, WV 25401 ~24.22 miles northeast of Winchester
  • Has swimming pool: Seasonal Outdoor Pool is open from Memorial Day to Labor Day.
  • Affordable Highway property
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