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 - Winchester 640 East Jubal Early Dr., Winchester, VA 22601
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  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway property
More Photos Photo of Hampton Inn Winchester University / Mall Area Pool
From$82
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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La Quinta Inn & Suites by Wyndham Winchester in Winchester 1055 Millwood Pike, Winchester, VA 22602
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  • Pool in hotel: Our Indoor Pool is open 7am-10pm
  • 3 star Suburban hotel
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 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 hotel
More Photos Photo of Fairfield & Suites by Marriott Winchester Pool
From$70
Very good 4.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University - Winchester 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.
  • 2-star Suburban property
More Photos Pool image of Sleep Inn & Suites Winchester Near University
From$60
Very good 4.0 /5 Hotel 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 Photo of Holiday Inn Winchester Se Historic Gateway by IHG Pool
From$69
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Holiday Inn Express & Suites 142 Fox Ridge Lane, Winchester, VA 22603
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  • Pool in hotel: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Affordable Rural property
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 1601 Martinsburg Pike, Winchester, VA 22603
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  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Inexpensive Highway hotel
More Photos Swimming pool at Quality Inn Winchester
From$77
Very good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va 141 Kernstown Commons Blvd., Winchester, VA 22602
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  • Pool available: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban hotel
More Photos Photo of Country Inn & Suites by Radisson Winchester Va Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester 103 East Piccadilly St., Winchester, VA 22601
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  • Pool in hotel
  • Mid-scale Downtown hotel
More Photos Pool image of The George Washington a Wyndham Grand Hotel
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603
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  • We have a pool
  • Three Star Suburban property
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Winchester South Stephens City by IHG in Stephens City 165 Town Run Ln, Stephens City, VA 22655
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~7.28 miles south of Winchester
  • Pool in hotel
  • Affordable Rural property
More Photos Pool image of Holiday Inn Express Winchester South Stephens City by IHG
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 in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Affordable Highway property
More Photos Pool image of Quality Inn Stephens City - Winchester South
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Front Royal in Front Royal 9800 Winchester Rd., Front Royal, VA 22630
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~15.32 miles south of Winchester
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • 3 star Suburban property
More Photos Pool image of Hampton Inn Front Royal
From$107
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Ramada by Wyndham Strasburg 21 Signal Knob Dr., Strasburg, VA 22657
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~15.50 miles southwest of Winchester
  • We have a pool ready for use
  • 2-star Rural property
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
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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 details: Outdoor, seasonal
  • Affordable Mountain property
More Photos Swimming pool at Holiday Inn Express Charles Town by IHG
From$80
Very good 4.0 /5 Review Score 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 available: Outdoor pool 10:00 am to 11:00PM.
  • Midscale property
More Photos Photo of Quality Inn & Suites Pool
From$55
Average 3.0 /5 Guest 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
  • Affordable Highway property
More Photos Swimming pool at Hampton Inn Martinsburg
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Martinsburg : 301 Foxroft Ave. 301 Foxroft Ave., Martinsburg, WV 25401
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~21.70 miles northeast of Winchester
  • Has swimming pool: The indoor pool is open from 6:00am-11:00pm daily.
  • 3 star Suburban hotel
More Photos Swimming pool at Holiday Inn Martinsburg
From$111
Very good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy 4328 William L Wilson Fwy, Harpers Ferry, WV 25425
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~23.42 miles east of Winchester
  • Pool details: 10am-10pm indoor
  • 3 star Mountain hotel
More Photos Pool image of 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 in hotel: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Mid-scale Rural hotel
More Photos Swimming pool at Goodstone Inn & Restaurant
From$350
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Salamander Resort And Spa in Middleburg 500 North Pendelton St., Middleburg, VA 20117
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~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.
  • Luxury 5-star Resort hotel
More Photos Photo of Salamander Resort And Spa Pool
From$289
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites 1150 Motel Dr., Woodstock, VA 22664
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~28.86 miles southwest of Winchester
  • We have a pool ready for use
  • 3 star Highway hotel
More Photos Pool image of Hampton Inn & Suites
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
SureStay Plus by Best Western Berkeley Springs in Berkeley Springs 1776 Valley Rd., Berkeley Springs, WV 25411
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~29.70 miles north of Winchester
  • We have a pool
  • Midscale Resort hotel
More Photos Pool image of SureStay Plus by Best Western Berkeley Springs
From$62
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG - Leesburg 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.
  • Three Star hotel
More Photos Swimming pool at Holiday Inn Express & Suites Leesburg - Historic District by IHG
From$109
Very good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va - 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
  • Affordable Downtown property
More Photos Swimming pool at Homewood Suites by Hilton Leesburg Va
From$119
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Leesburg - Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176
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~33.71 miles east of Winchester
  • Includes a pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban property
More Photos Swimming pool at 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., Leesburg, VA 20176
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~34.97 miles east of Winchester
  • Has swimming 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 Guest 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
  • Pool available: Indoor pool open daily until midnight.
  • Midscale Suburban property
More Photos Photo of Country Inn & Suites Hagerstown Maryland Pool
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187
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~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.
  • Economical Suburban hotel
More Photos Pool image of Baymont Inn & Suites Warrenton
From$60
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Motel 6 Hagerstown, MD : 11321 Massey Blvd. 11321 Massey Blvd., Hagerstown, MD 21740
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~37.50 miles northeast of Winchester
  • We have a pool
  • Economical property
More Photos Photo of Motel 6 Hagerstown, MD Pool
From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG 241 Railway Ln, Hagerstown, MD 21740
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~37.56 miles northeast of Winchester
  • Has swimming pool: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Mid-scale Highway property
More Photos Photo of Holiday Inn Express & Suites Hagerstown by IHG Pool
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown : 1650 Pullman Lane 1650 Pullman Lane, Hagerstown, MD 21740
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~37.74 miles northeast of Winchester
  • Includes a pool: Pool open daily 6am -10pm-
  • 3 star Rural property
More Photos Pool image of Homewood Suites by Hilton Hagerstown
From$114
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Home2 Suites by Hilton Hagerstown in 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 by Marriott 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
  • Three Star Airport property
More Photos Pool image of Aloft by Marriott Dulles Airport North
From$80
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Hilton Garden Inn Dulles North in Ashburn 22400 Flagstaff Plaza, Ashburn, VA 20148
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~38.77 miles east of Winchester
  • Pool details: Indoor Pool
  • 3 star Suburban property
More Photos Photo of Hilton Garden Inn Dulles North Pool
From$64
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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
  • Includes a pool: Indoor pool open from 10am-10pm
  • Midscale Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Ashburn Dulles North
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun 44610 Waxpool Rd., Ashburn, VA 20147
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~39.41 miles east of Winchester
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • High-end 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., Dulles, VA 20147
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~39.42 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • Midscale Airport property
More Photos Photo of Homewood Suites by Hilton Dulles North / Loudoun Pool
From$80
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Home 2 Chantilly 43340 Defender Dr., Chantilly, VA 20152
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~39.69 miles east of Winchester
  • Includes a pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High end Airport property
More Photos Swimming pool at Home 2 Chantilly
From$109
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Hampton Inn by Hilton Gainesville Haymarket - Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155
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~39.93 miles southeast of Winchester
  • Includes a swimming pool
  • Mid-scale Rural property
More Photos Pool image of Hampton Inn by Hilton Gainesville Haymarket
From$89
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DoubleTree by Hilton Sterling - Dulles Airport : 21611 Atlantic Blvd. 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.
  • Affordable Airport property
More Photos Pool image of DoubleTree by Hilton Sterling - Dulles Airport
From$59
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Washington Dulles Airport Marriott - Dulles 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 property
More Photos Photo of Washington Dulles Airport Marriott Pool
From$80
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Springhill Suites by Marriott Dulles Airport - Sterling 22595 Shaw Rd., Sterling, VA 20166
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~41.52 miles east of Winchester
  • Has swimming 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.
  • 3 star Airport hotel
More Photos Pool image of Springhill Suites by Marriott Dulles Airport
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
  • 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
  • Mid-scale Airport property
More Photos Swimming pool at Holiday Inn Washington Dulles
From$79
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Hyatt Place Sterling Dulles Airport North 21481 Ridgetop Circle, Sterling, VA 20166
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~41.90 miles east of Winchester
  • Pool available: Outdoor Pool
  • Midscale Airport hotel
More Photos Pool image of Hyatt Place Sterling Dulles Airport North
From$59
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Hyatt House Sterling Dulles Airport North 45520 Dulles Plaza, Sterling, VA 20166
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~41.99 miles east of Winchester
  • Pool in hotel: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport property
More Photos Swimming pool at Hyatt House Sterling Dulles Airport North
From$80
Average 3.0 /5 Guest 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
  • Pool available: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Economy Downtown hotel
More Photos Swimming pool at Best Western Historic Frederick
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Dulles - Cascades 46331 Mcclellan Way, Sterling, VA 20165
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~42.39 miles east of Winchester
  • Pool in hotel: 10am-10pm Medium Indoor Pool Max. depth 4 feet
  • Midscale Airport property
More Photos Swimming pool at Hampton Inn Dulles - Cascades
From$65
Very good 4.5 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Frederick in Frederick 5050 Westview Dr., Frederick, MD 21703
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~42.51 miles east of Winchester
  • With a pool!
  • Mid-scale property
More Photos Pool image of Towneplace Suites by Marriott Frederick
From$90
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Dulles 2300 Dulles Corner Blvd., Herndon, VA 20171
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~42.56 miles east of Winchester
  • Has swimming pool: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • Four star Airport property
More Photos Photo of Hyatt Regency Dulles Pool
From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details

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