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

Microtel Inn & Suites by Wyndham Winchester 150 Faraday Plaza, Winchester, VA 22603
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  • Pool available: Indoor Pool - 10a-10pm
  • Inexpensive Highway hotel
More Photos Pool image of Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Review Score Call BookMore Details
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Hampton Inn Winchester University / Mall Area in Winchester 640 East Jubal Early Dr., Winchester, VA 22601
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  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway hotel
More Photos Swimming pool at Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Winchester, VA 22602
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  • Pool available: Our Indoor Pool is open 6am-11pm
  • Affordable Suburban hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Winchester
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield & Suites by Marriott Winchester : 250 Front Royal Pike 250 Front Royal Pike, Winchester, VA 22602
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  • Has swimming pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Three Star Rural property
More Photos Pool image of Fairfield & Suites by Marriott Winchester
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University 140 Costello Dr., Winchester, VA 22602
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  • 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.
  • Two-star Suburban property
More Photos Photo of Sleep Inn & Suites Winchester Near University Pool
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602
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  • Pool in hotel: Indoor
  • Affordable Suburban hotel
More Photos Swimming pool at Holiday Inn Winchester Se Historic Gateway by IHG
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites - Winchester 142 Fox Ridge Lane, Winchester, VA 22603
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  • Has swimming pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Midscale Rural property
More Photos Photo of Holiday Inn Express & Suites Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Winchester - Winchester 1601 Martinsburg Pike, Winchester, VA 22603
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  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low-priced Highway hotel
More Photos Pool image of Quality Inn Winchester
From$77
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites - Winchester 141 Kernstown Commons Blvd., Winchester, VA 22602
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  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3 star Suburban hotel
More Photos Swimming pool at Country Inn & Suites
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601
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  • Has a pool!
  • Affordable Downtown property
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln 170 Getty Ln, Winchester, VA 22603
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  • Includes a pool
  • Affordable Suburban hotel
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va 2951 Valley Ave., Winchester, VA 22601
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  • With a pool!
  • Cheap Suburban property
More Photos Swimming pool at Motel 6 Winchester Va
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express 165 Town Run Ln, Stephens City, VA 22655
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~7.28 miles south of Winchester
  • We have a pool ready for use
  • Three Star Rural hotel
More Photos Pool image of Holiday Inn Express
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Quality Inn Stephens City - Winchester South 167 Town Run Lane, Stephens City, VA 22655
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~7.30 miles south of Winchester
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Three Star Highway hotel
More Photos Swimming pool at Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Strasburg 21 Signal Knob Dr., Strasburg, VA 22657
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~15.50 miles southwest of Winchester
  • Pool in hotel
  • Low Cost Rural hotel
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Holiday Inn Express Charles Town by IHG 681 Flowing Springs Rd., Ranson, WV 25438
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~19.37 miles east of Winchester
  • Includes a pool: Outdoor, seasonal
  • 3 star Mountain property
More Photos Pool image of Holiday Inn Express Charles Town by IHG
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites 1937 Short Rd., Kearneysville, WV 25430
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~20.55 miles northeast of Winchester
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • 3 star property
More Photos Swimming pool at Quality Inn & Suites
From$55
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401
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~20.84 miles northeast of Winchester
  • Pool available: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Midscale Highway hotel
More Photos Photo of Hampton Inn Martinsburg Pool
From$80
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Holiday Inn Martinsburg 301 Foxroft Ave., Martinsburg, WV 25401
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~21.70 miles northeast of Winchester
  • Pool available: The indoor pool is open from 6:00am-11:00pm daily.
  • Mid-scale Suburban hotel
More Photos Pool image of Holiday Inn Martinsburg
From$111
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town 4328 William L Wilson Fwy, Harpers Ferry, WV 25425
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~23.42 miles east of Winchester
  • Pool details: 10am-10pm indoor
  • Mid-scale Mountain property
More Photos Photo of Clarion Inn Harpers Ferry Charles Town Pool
From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Goodstone Inn & Restaurant in Middleburg 36205 Snake Hill Rd., Middleburg, VA 20117
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~25.56 miles southeast of Winchester
  • Pool available: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Three Star Rural property
More Photos Pool image of Goodstone Inn & Restaurant
From$350
Average 3.0 /5 Latest Reviews Call BookMore Details
Salamander Resort And Spa - Middleburg 500 North Pendelton St., Middleburg, VA 20117
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~26.68 miles southeast of Winchester
  • Includes a pool: 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 5-star Resort hotel
More Photos Photo of Salamander Resort And Spa Pool
From$289
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah - Woodstock 1011 Motel Dr., Woodstock, VA 22664
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~28.51 miles southwest of Winchester
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Two star Highway hotel
More Photos Pool image of Comfort Inn Woodstock Shenandoah
From$81
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Hampton Inn & Suites 1150 Motel Dr., Woodstock, VA 22664
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~28.86 miles southwest of Winchester
  • Our hotel comes with a pool
  • 3-star Highway hotel
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG 80 Prosperity Ave., Leesburg, VA 20175
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~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.
  • 3 star hotel
More Photos Photo of Holiday Inn Express & Suites Leesburg - Historic District by IHG Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176
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~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
  • Midscale Downtown property
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg 1500 East Market St., Leesburg, VA 20176
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~34.97 miles east of Winchester
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • 3 star Suburban hotel
More Photos Pool image of Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland 17612 Valley Mall Rd., Hagerstown, MD 21740
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~37.22 miles northeast of Winchester
  • Includes a pool: Indoor pool open daily until midnight.
  • Mid-scale Suburban hotel
More Photos Photo of Country Inn & Suites Hagerstown Maryland Pool
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187
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~37.41 miles southeast of Winchester
  • Pool available: 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
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Hagerstown, MD 11321 Massey Blvd., Hagerstown, MD 21740
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~37.50 miles northeast of Winchester
  • Our hotel comes with a pool
  • Low priced hotel
More Photos Pool image of Motel 6 Hagerstown, MD
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG - Hagerstown 241 Railway Ln, Hagerstown, MD 21740
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~37.56 miles northeast of Winchester
  • Includes a pool: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • 3-star Highway hotel
More Photos Pool image of Holiday Inn Express & Suites Hagerstown by IHG
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown - Hagerstown 1650 Pullman Lane, Hagerstown, MD 21740
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~37.74 miles northeast of Winchester
  • Pool available: Pool open daily 6am -10pm-
  • Three Star Rural hotel
More Photos Pool image of Homewood Suites by Hilton Hagerstown
From$114
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Hagerstown - Hagerstown 1661 Pullman Lane, Hagerstown, MD 21740
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~37.74 miles northeast of Winchester
  • Pool details: Eco-friendly, chemical-free saline pool (indoor) 6:00am -10:00pm
  • Three Star Suburban property
More Photos Swimming pool at Home2 Suites by Hilton Hagerstown
From$95
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Aloft Dulles Airport North 22390 Flagstaff Plaza, Ashburn, VA 20148
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~38.72 miles east of Winchester
  • Pool available: Indoor pool
  • Midscale Airport hotel
More Photos Photo of Aloft Dulles Airport North Pool
From$80
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Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA 20148
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~38.77 miles east of Winchester
  • Pool in hotel: Indoor Pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Dulles North
From$64
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147
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~39.07 miles east of Winchester
  • Has swimming pool: Indoor pool open from 10am-10pm
  • Midscale Suburban hotel
More Photos Photo of Springhill Suites by Marriott Ashburn Dulles North Pool
From$79
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Embassy Suites by Hilton Dulles North Loudoun 44610 Waxpool Rd., Ashburn, VA 20147
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~39.41 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Expensive Airport property
More Photos Pool image of Embassy Suites by Hilton Dulles North Loudoun
From$125
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Homewood Suites by Hilton Dulles North / Loudoun - Dulles 44620 Waxpool Rd., Dulles, VA 20147
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~39.44 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • Mid-scale Airport property
More Photos Pool image of Homewood Suites by Hilton Dulles North / Loudoun
From$95
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Hampton Inn by Hilton Gainesville Haymarket 7300 Atlas Walk Way, Gainesville, VA 20155
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~39.93 miles southeast of Winchester
  • Includes a swimming pool
  • Midscale Rural property
More Photos Swimming pool at Hampton Inn by Hilton Gainesville Haymarket
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport - Sterling 21611 Atlantic Blvd., Sterling, VA 20166
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~41.13 miles east of Winchester
  • Pool in hotel: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3-star Airport hotel
More Photos Swimming pool at Doubletree by Hilton Sterling Dulles Airport
From$59
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Washington Dulles Airport Marriott 45020 Aviation Dr., Dulles, VA 20166
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~41.34 miles east of Winchester
  • Pool in hotel: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Three Star Airport hotel
More Photos Photo of Washington Dulles Airport Marriott Pool
From$80
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Hampton Inn & Suites Washington-Dulles International Airport 22700 Holiday Park Dr., Sterling, VA 20166
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~41.59 miles east of Winchester
  • Has swimming pool: We offer a large indoor swimming pool and hot tub. Both equipped with handicapped lifts for guests who would like it. The pool is open every day from 6am until 11pm. Key card required for entry
  • 3-star Airport property
More Photos Photo of Hampton Inn & Suites Washington-Dulles International Airport Pool
From$80
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Holiday Inn Washington Dulles 1000 Sully Rd., Dulles, VA 20166
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~41.66 miles east of Winchester
  • Pool in hotel: 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
  • 3-star Airport property
More Photos Swimming pool at Holiday Inn Washington Dulles
From$79
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Holiday Inn Washington-Dulles International Airport by IHG in Sterling 45425 Holiday Dr., Sterling, VA 20166
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~41.76 miles east of Winchester
  • Has swimming 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
  • 3-star Airport property
More Photos Swimming pool at Holiday Inn Washington-Dulles International Airport by IHG
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North - Sterling 21481 Ridgetop Circle, Sterling, VA 20166
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~41.90 miles east of Winchester
  • Pool in hotel: Outdoor Pool
  • Affordable Airport property
More Photos Pool image of Hyatt Place Sterling Dulles Airport North
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North 45520 Dulles Plaza, Sterling, VA 20166
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~41.99 miles east of Winchester
  • Includes a pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport hotel
More Photos Swimming pool at Hyatt House Sterling Dulles Airport North
From$80
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Home2 Suites by Hilton Frederick 4850 Buckeystown Pike, Frederick, MD 21703
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~42.02 miles east of Winchester
  • Includes a pool: We offer an indoor pool. Pool hours are 7:00AM-10:00PM
  • Affordable Suburban property
More Photos Swimming pool at Home2 Suites by Hilton Frederick
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Historic Frederick in Frederick 420 Prospect Blvd., Frederick, MD 21701
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~42.38 miles east of Winchester
  • Has swimming pool: We have seasonal outdoor pool that is open from 8am until 10pm.
  • 2-star Downtown property
More Photos Swimming pool at Best Western Historic Frederick
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Dulles Cascades in Sterling 46331 Mcclellan Way, Sterling, VA 20165
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~42.39 miles east of Winchester
  • Pool available: 10am-10pm Medium Indoor Pool Max. depth 4 feet
  • Midscale Airport property
More Photos Photo of Hampton Inn Dulles Cascades Pool
From$65
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Hyatt Regency Dulles - Herndon 2300 Dulles Corner Blvd., Herndon, VA 20171
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~42.56 miles east of Winchester
  • Pool in hotel: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • 4 star Airport property
More Photos Photo of Hyatt Regency Dulles Pool
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details

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