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

Hampton Inn Winchester University / Mall Area 640 East Jubal Early Dr., Winchester, VA 22601
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  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Winchester, VA 22602
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  • Includes a pool: Our Indoor Pool is open 7am-10pm
  • Midscale Suburban property
More Photos Photo of La Quinta Inn & Suites by Wyndham Winchester Pool
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield & Suites by Marriott Winchester - Winchester 250 Front Royal Pike, Winchester, VA 22602
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  • Pool available: Indoor pool open daily from 9:00AM - 10:00PM
  • 3-star Rural property
More Photos Swimming pool at Fairfield & Suites by Marriott Winchester
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Winchester Near University : 140 Costello Dr. 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.
  • Low-priced Suburban property
More Photos Pool image of Sleep Inn & Suites Winchester Near University
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG : 333 Front Royal Pike 333 Front Royal Pike, Winchester, VA 22602
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  • Pool details: Indoor
  • Mid-scale Suburban hotel
More Photos Photo of Holiday Inn Winchester Se Historic Gateway by IHG Pool
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites 142 Fox Ridge Lane, Winchester, VA 22603
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  • Includes a pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Midscale Rural hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Winchester 1601 Martinsburg Pike, Winchester, VA 22603
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  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Economy Highway property
More Photos Swimming pool at Quality Inn Winchester
From$77
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites : 141 Kernstown Commons Blvd. 141 Kernstown Commons Blvd., Winchester, VA 22602
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  • Pool in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3 star Suburban property
More Photos Swimming pool at Country Inn & Suites
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester 103 East Piccadilly St., Winchester, VA 22601
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  • We have a pool ready for use
  • 3 star Downtown property
More Photos Photo of The George Washington a Wyndham Grand Hotel Pool
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester in Winchester 170 Getty Ln, Winchester, VA 22603
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  • Includes a pool
  • Affordable Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express 165 Town Run Ln, Stephens City, VA 22655
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~7.28 miles south of Winchester
  • Includes a pool
  • Midscale Rural hotel
More Photos Pool image of Holiday Inn Express
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South 167 Town Run Lane, Stephens City, VA 22655
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~7.30 miles south of Winchester
  • Pool details: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway hotel
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Front Royal - Front Royal 9800 Winchester Rd., Front Royal, VA 22630
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~15.32 miles south of Winchester
  • Pool available: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban property
More Photos Photo of Hampton Inn Front Royal Pool
From$107
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Ramada by Wyndham Strasburg : 21 Signal Knob Dr. 21 Signal Knob Dr., Strasburg, VA 22657
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~15.50 miles southwest of Winchester
  • Our hotel comes with a pool
  • Two star Rural property
More Photos Pool image of Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG : 681 Flowing Springs Rd. 681 Flowing Springs Rd., Ranson, WV 25438
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~19.37 miles east of Winchester
  • Pool available: Outdoor, seasonal
  • Mid-scale Mountain hotel
More Photos Swimming pool at Holiday Inn Express Charles Town by IHG
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Quality Inn & Suites in Kearneysville 1937 Short Rd., Kearneysville, WV 25430
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~20.55 miles northeast of Winchester
  • Pool in hotel: Outdoor pool 10:00 am to 11:00PM.
  • Three Star property
More Photos Pool image of Quality Inn & Suites
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401
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~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
  • Midscale Highway hotel
More Photos Swimming pool at Hampton Inn Martinsburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Martinsburg 301 Foxroft Ave., Martinsburg, WV 25401
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~21.70 miles northeast of Winchester
  • Includes a pool: The indoor pool is open from 6:00am-11:00pm daily.
  • Mid-scale Suburban property
More Photos Pool image of Holiday Inn Martinsburg
From$111
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - Harpers Ferry 4328 William L Wilson Fwy, Harpers Ferry, WV 25425
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~23.42 miles east of Winchester
  • Includes a pool: 10am-10pm indoor
  • 3-star Mountain property
More Photos Swimming pool at Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Goodstone Inn & Restaurant 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.
  • Midscale Rural hotel
More Photos Photo of Goodstone Inn & Restaurant Pool
From$350
Average 3.0 /5 Review Score Call BookMore Details
Salamander Resort And Spa 500 North Pendelton St., Middleburg, VA 20117
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~26.68 miles southeast of Winchester
  • Has swimming 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.
  • Luxury 5-star Resort property
More Photos Swimming pool at Salamander Resort And Spa
From$289
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites - Woodstock 1150 Motel Dr., Woodstock, VA 22664
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~28.86 miles southwest of Winchester
  • Pool in hotel
  • 3-star Highway hotel
More Photos Pool image of Hampton Inn & Suites
From$80
Average 3.0 /5 Read Reviews 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
  • Has swimming pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3 star property
More Photos Pool image of Holiday Inn Express & Suites Leesburg - Historic District by IHG
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va 115 Fort Evans Rd. Ne, Leesburg, VA 20176
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~33.68 miles east of Winchester
  • Pool available: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Affordable Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176
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~33.71 miles east of Winchester
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban property
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Carradoc Hall Hotel & Conference Center by The Red Collection : 1500 East Market St. 1500 East Market St., Leesburg, VA 20176
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~34.97 miles east of Winchester
  • Includes a pool: Very Large outdoor pool with Furniture to go all around
  • 3 star Suburban property
More Photos Photo of Carradoc Hall Hotel & Conference Center by The Red Collection Pool
From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland : 17612 Valley Mall Rd. 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.
  • Affordable Suburban property
More Photos Swimming pool at Country Inn & Suites Hagerstown Maryland
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187
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~37.41 miles southeast of Winchester
  • Pool in hotel: 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.
  • Low Cost Suburban hotel
More Photos Photo of Baymont Inn & Suites Warrenton Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Hagerstown, MD 11321 Massey Blvd., Hagerstown, MD 21740
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~37.50 miles northeast of Winchester
  • With a pool!
  • Two-star property
More Photos Photo of Motel 6 Hagerstown, MD Pool
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG in Hagerstown 241 Railway Ln, Hagerstown, MD 21740
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~37.56 miles northeast of Winchester
  • Pool in hotel: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Three Star Highway property
More Photos Pool image of Holiday Inn Express & Suites Hagerstown by IHG
From$100
Average 3.0 /5 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 in hotel: Pool open daily 6am -10pm-
  • Affordable Rural hotel
More Photos Swimming pool at Homewood Suites by Hilton Hagerstown
From$114
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Hagerstown : 1661 Pullman Lane 1661 Pullman Lane, Hagerstown, MD 21740
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~37.74 miles northeast of Winchester
  • Has swimming pool: Eco-friendly, chemical-free saline pool (indoor) 6:00am -10:00pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Home2 Suites by Hilton Hagerstown
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aloft Dulles Airport North - Ashburn 22390 Flagstaff Plaza, Ashburn, VA 20148
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~38.72 miles east of Winchester
  • Includes a pool: Indoor pool
  • 3 star Airport property
More Photos Swimming pool at Aloft Dulles Airport North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA 20148
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~38.77 miles east of Winchester
  • Pool details: Indoor Pool
  • Affordable Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Dulles North
From$64
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North in Ashburn 20065 Lakeview Center Plaza, Ashburn, VA 20147
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~39.07 miles east of Winchester
  • Pool available: Indoor pool open from 10am-10pm
  • 3 star Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Ashburn Dulles North
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn 44610 Waxpool Rd., Ashburn, VA 20147
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~39.41 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 4 star 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 : 44620 Waxpool Rd. 44620 Waxpool Rd., Dulles, VA 20147
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~39.44 miles east of Winchester
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3-star Airport hotel
More Photos Swimming pool at Homewood Suites by Hilton Dulles North / Loudoun
From$95
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket - Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155
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~39.93 miles southeast of Winchester
  • Pool in hotel
  • Three Star Rural hotel
More Photos Photo of Hampton Inn by Hilton Gainesville Haymarket Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport 21611 Atlantic Blvd., Sterling, VA 20166
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~41.13 miles east of Winchester
  • Has swimming pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Midscale Airport property
More Photos Photo of Doubletree by Hilton Sterling Dulles Airport Pool
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Washington Dulles Airport Marriott 45020 Aviation Dr., Dulles, VA 20166
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~41.34 miles east of Winchester
  • Includes a pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3-star Airport hotel
More Photos Photo of Washington Dulles Airport Marriott Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport 22700 Holiday Park Dr., Sterling, VA 20166
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~41.59 miles east of Winchester
  • Pool available: 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 Pool image of Hampton Inn & Suites Washington-Dulles International Airport
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Washington Dulles 1000 Sully Rd., Dulles, VA 20166
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~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
  • Mid-scale Airport hotel
More Photos Pool image of Holiday Inn Washington Dulles
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North 21481 Ridgetop Circle, Sterling, VA 20166
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~41.90 miles east of Winchester
  • Has swimming pool: Outdoor Pool
  • Affordable Airport property
More Photos Pool image of Hyatt Place Sterling Dulles Airport North
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Sterling Dulles Airport North - Sterling 45520 Dulles Plaza, Sterling, VA 20166
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~41.99 miles east of Winchester
  • Pool available: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3 star Airport property
More Photos Swimming pool at Hyatt House Sterling Dulles Airport North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Historic Frederick : 420 Prospect Blvd. 420 Prospect Blvd., Frederick, MD 21701
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~42.38 miles east of Winchester
  • Pool in hotel: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Low-priced Downtown hotel
More Photos Swimming pool at Best Western Historic Frederick
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Dulles - Cascades : 46331 Mcclellan Way 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 hotel
More Photos Swimming pool at Hampton Inn Dulles - Cascades
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 available: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • 4-star Airport property
More Photos Pool image of Hyatt Regency Dulles
From$75
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Fairfield Inn & Suites by Marriott Frederick - Frederick 5220 Westview Dr., Frederick, MD 21703
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~42.59 miles east of Winchester
  • Includes a swimming pool
  • 3 star Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Frederick Pool
From$89
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Hampton Inn Washington-Dulles Int'l Airport South in Chantilly 4050 Westfax Dr., Chantilly, VA 20151
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~42.65 miles east of Winchester
  • Includes a swimming pool
  • Midscale Airport property
More Photos Photo of Hampton Inn Washington-Dulles Int'l Airport South Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East 13711 Sayward Blvd., Herndon, VA 20171
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~42.79 miles east of Winchester
  • Pool in hotel: Swim away a long day of travel or hard work in our heated indoor mineral pool! Guests enjoy our Dulles airport hotel's wide pool and healthy depth range (4ft - 9ft) -- good for getting in some exercise or simply enjoying a dip with friends and family. Towels, pool chairs and chaises are provided. Hours: open daily from 6:00 a.m. - 10:00 p.m.
  • Affordable Airport hotel
More Photos Pool image of Hyatt Place Herndon Dulles Airport East
From$80
Very Good 4.0 /5 Review Score Call BookMore Details

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