Winchester Hotels with Outdoor or Indoor Pools

Hampton Inn Winchester University / Mall Area - Winchester 640 East Jubal Early Dr., Winchester, VA 22601 Call
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway property
From$98 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Winchester 250 Front Royal Pike, Winchester, VA 22602 Call
  • Pool details: Indoor Pool 6am - 10pm
  • 3 star Suburban hotel
From$102 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester : 1055 Millwood Pike 1055 Millwood Pike, Winchester, VA 22602 Call
  • Pool in hotel: Our Indoor Pool is open 7am-10pm
  • 3-star Suburban property
From$96 total
Very Good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Winchester Near University 140 Costello Dr., Winchester, VA 22602 Call
  • Has swimming pool: 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 hotel
From$72 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602 Call
  • Includes a pool: Indoor
  • 3 star Suburban property
From$82 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites - Winchester 142 Fox Ridge Lane, Winchester, VA 22603 Call
  • Includes a pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • 3 star Rural property
From$90 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Winchester : 1601 Martinsburg Pike 1601 Martinsburg Pike, Winchester, VA 22603 Call
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Cheap Highway hotel
From$92 total
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va 141 Kernstown Commons Blvd., Winchester, VA 22602 Call
  • Pool in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban property
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester 103 East Piccadilly St., Winchester, VA 22601 Call
  • Includes a swimming pool
  • Three Star Downtown property
From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603 Call
  • We have a pool
  • Midscale Suburban property
From$88 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Winchester South-Stephens City by IHG : 165 Town Run Ln 165 Town Run Ln, Stephens City, VA 22655 Call ~7.28 miles south of Winchester
  • We have a pool
  • Midscale Rural hotel
From$81 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South : 167 Town Run Lane 167 Town Run Lane, Stephens City, VA 22655 Call ~7.30 miles south of Winchester
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Affordable Highway property
From$72 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Front Royal - Front Royal 9800 Winchester Rd., Front Royal, VA 22630 Call ~15.32 miles south of Winchester
  • Has swimming pool: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban property
From$128 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Strasburg in Strasburg 21 Signal Knob Dr., Strasburg, VA 22657 Call ~15.50 miles southwest of Winchester
  • Pool in hotel
  • Low-priced Rural property
From$75 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG 681 Flowing Springs Rd., Ranson, WV 25438 Call ~19.37 miles east of Winchester
  • Pool in hotel: Outdoor, seasonal
  • Midscale Mountain property
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites : 1937 Short Rd. 1937 Short Rd., Kearneysville, WV 25430 Call ~20.55 miles northeast of Winchester
  • Pool in hotel: Outdoor pool 10:00 am to 11:00PM.
  • Affordable property
From$66 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Martinsburg in Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401 Call ~20.84 miles northeast of Winchester
  • Includes a pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Mid-scale Highway hotel
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Martinsburg 301 Foxroft Ave., Martinsburg, WV 25401 Call ~21.70 miles northeast of Winchester
  • Has swimming pool: The indoor pool is open from 6:00am-11:00pm daily.
  • Affordable Suburban property
From$133 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 Call ~23.42 miles east of Winchester
  • Pool available: 10am-10pm indoor
  • 3-star Mountain property
From$86 total
Very Good 4.0 /5 Review Score Call BookMore Details
Salamander Resort And Spa 500 North Pendelton St., Middleburg, VA 20117 Call ~26.68 miles southeast of Winchester
  • Pool details: 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 Day Friday & Saturday: 10:00 a.m. - 8:00 p.m.
  • Luxurious Five Star Resort property
From$346 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites in Woodstock 1150 Motel Dr., Woodstock, VA 22664 Call ~28.86 miles southwest of Winchester
  • Pool in hotel
  • 3 star Highway property
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
SureStay Plus Hotel by Best Western Berkeley Springs 1776 Valley Rd., Berkeley Springs, WV 25411 Call ~29.70 miles north of Winchester
  • Has a pool!
  • 3 star Resort property
From$74 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG : 80 Prosperity Ave. 80 Prosperity Ave., Leesburg, VA 20175 Call ~33.44 miles east of Winchester
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Midscale property
From$130 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne 115 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~33.68 miles east of Winchester
  • Has swimming pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Affordable Downtown hotel
From$142 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne 117 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~33.71 miles east of Winchester
  • Pool details: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Mid-scale Suburban hotel
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Carradoc Hall Hotel & Conference Center by The Red Collection : 1500 East Market St. 1500 East Market St., Leesburg, VA 20176 Call ~34.97 miles east of Winchester
  • Pool in hotel: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
From$90 total
Poor 2.0 /5 Review Score Call BookMore Details
Country Inn & Suites Hagerstown Maryland 17612 Valley Mall Rd., Hagerstown, MD 21740 Call ~37.22 miles northeast of Winchester
  • Pool details: Indoor pool open daily until midnight.
  • 3-star Suburban hotel
From$94 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 Call ~37.41 miles southeast of Winchester
  • Includes a pool: 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.
  • 2 star Suburban hotel
From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Hagerstown, MD in Hagerstown 11321 Massey Blvd., Hagerstown, MD 21740 Call ~37.50 miles northeast of Winchester
  • Has swimming pool
  • Inexpensive hotel
From$72 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG - Hagerstown 241 Railway Ln, Hagerstown, MD 21740 Call ~37.56 miles northeast of Winchester
  • Pool in hotel: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Midscale Highway hotel
From$120 total
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown - Hagerstown 1650 Pullman Lane, Hagerstown, MD 21740 Call ~37.74 miles northeast of Winchester
  • Has swimming pool: Pool open daily 6am -10pm-
  • 3-star Rural property
From$136 total
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Hagerstown 1661 Pullman Lane, Hagerstown, MD 21740 Call ~37.74 miles northeast of Winchester
  • Includes a pool: Eco-friendly, chemical-free saline pool (indoor) 6:00am -10:00pm
  • Mid-scale Suburban property
From$114 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aloft by Marriott Dulles Airport North in Ashburn 22390 Flagstaff Plaza, Ashburn, VA 20148 Call ~38.72 miles east of Winchester
  • Has swimming pool: Indoor pool
  • Midscale Airport property
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147 Call ~39.07 miles east of Winchester
  • Includes a pool: Indoor pool open from 10am-10pm
  • Affordable Suburban hotel
From$94 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun 44610 Waxpool Rd., Ashburn, VA 20147 Call ~39.41 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 4 star Airport hotel
From$150 total
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Homewood Suites by Hilton Dulles North / Loudoun 44620 Waxpool Rd., Dulles, VA 20147 Call ~39.42 miles east of Winchester
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Mid-scale Airport property
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Home 2 Chantilly 43340 Defender Dr., Chantilly, VA 20152 Call ~39.69 miles east of Winchester
  • Includes a pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High end Airport property
From$130 total
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket in Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155 Call ~39.93 miles southeast of Winchester
  • We have a pool
  • Midscale Rural property
From$106 total
Very Good 4.0 /5 Review Score Call BookMore Details
DoubleTree by Hilton Sterling - Dulles Airport : 21611 Atlantic Blvd. 21611 Atlantic Blvd., Sterling, VA 20166 Call ~41.13 miles east of Winchester
  • Pool available: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3 star Airport hotel
From$70 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Washington Dulles Airport Marriott 45020 Aviation Dr., Dulles, VA 20166 Call ~41.34 miles east of Winchester
  • Has swimming pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Affordable Airport hotel
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Dulles Airport 22595 Shaw Rd., Sterling, VA 20166 Call ~41.52 miles east of Winchester
  • Includes a pool: Our pool is open from 6am to 10pm daily. It is an indoor pool with a patio connected to go outside when the weather is nice.
  • Midscale Airport hotel
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Washington Dulles - Dulles 1000 Sully Rd., Dulles, VA 20166 Call ~41.66 miles east of Winchester
  • Includes a pool: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Affordable Airport hotel
From$94 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North : 21481 Ridgetop Circle 21481 Ridgetop Circle, Sterling, VA 20166 Call ~41.90 miles east of Winchester
  • Pool details: Outdoor Pool
  • Midscale Airport property
From$70 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North : 45520 Dulles Plaza 45520 Dulles Plaza, Sterling, VA 20166 Call ~41.99 miles east of Winchester
  • Pool details: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Three Star Airport property
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Historic Frederick : 420 Prospect Blvd. 420 Prospect Blvd., Frederick, MD 21701 Call ~42.38 miles east of Winchester
  • Includes a pool: We have seasonal outdoor pool that is open from 8am until 10pm.
  • 2-star Downtown hotel
From$72 total
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Dulles - Cascades 46331 Mcclellan Way, Sterling, VA 20165 Call ~42.39 miles east of Winchester
  • Pool details: 10am-10pm Medium Indoor Pool Max. depth 4 feet
  • Midscale Airport property
From$78 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Frederick - Frederick 5050 Westview Dr., Frederick, MD 21703 Call ~42.51 miles east of Winchester
  • We have a pool ready for use
  • Midscale property
From$108 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Dulles : 2300 Dulles Corner Blvd. 2300 Dulles Corner Blvd., Herndon, VA 20171 Call ~42.56 miles east of Winchester
  • Pool available: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • 4 star Airport property
From$90 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Frederick in Frederick 5220 Westview Dr., Frederick, MD 21703 Call ~42.59 miles east of Winchester
  • Has a pool!
  • Three Star Suburban property
From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South - Chantilly 4050 Westfax Dr., Chantilly, VA 20151 Call ~42.65 miles east of Winchester
  • With a pool!
  • Three Star Airport property
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
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