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. 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
  • Affordable Highway property
More Photos Photo of Hampton Inn Winchester University / Mall Area Pool
From$98 total
Very Good 4.0 /5 Hotel 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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  • Pool in hotel: Our Indoor Pool is open 7am-10pm
  • Midscale Suburban hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Winchester Pool
From$96 total
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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  • Pool in hotel: Indoor pool open daily from 9:00AM - 10:00PM
  • Midscale Rural property
More Photos Photo of Fairfield & Suites by Marriott Winchester Pool
From$84 total
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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  • 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.
  • Inexpensive Suburban hotel
More Photos Swimming pool at Sleep Inn & Suites Winchester Near University
From$72 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602
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  • Pool available: Indoor
  • Affordable Suburban property
More Photos Photo of Holiday Inn Winchester Se Historic Gateway by IHG Pool
From$82 total
Very Good 4.0 /5 Hotel Reviews 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
  • Mid-scale Rural property
More Photos Swimming pool at Holiday Inn Express & Suites
From$90 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Winchester - Winchester 1601 Martinsburg Pike, Winchester, VA 22603
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  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Inexpensive Highway property
More Photos Pool image of Quality Inn Winchester
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
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  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3 star Suburban property
More Photos Pool image of Country Inn & Suites by Radisson Winchester Va
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601
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  • Pool in hotel
  • 3 star Downtown property
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$118 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester in Winchester 170 Getty Ln, Winchester, VA 22603
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  • Has a pool!
  • Affordable Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$88 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Winchester South Stephens City by IHG : 165 Town Run Ln 165 Town Run Ln, Stephens City, VA 22655
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~7.28 miles south of Winchester
  • Includes a swimming pool
  • Midscale Rural property
More Photos Swimming pool at Holiday Inn Express Winchester South Stephens City by IHG
From$81 total
Very Good 4.0 /5 Latest 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
  • Three Star Highway property
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$72 total
Very Good 4.0 /5 Guest 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 details: We have an indoor pool which is open from 8am-10pm
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn Front Royal
From$128 total
Very Good 4.0 /5 Hotel 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
  • Includes a pool
  • Low-priced Rural property
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$75 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG 681 Flowing Springs Rd., Ranson, WV 25438
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~19.37 miles east of Winchester
  • Has swimming pool: Outdoor, seasonal
  • Midscale Mountain hotel
More Photos Swimming pool at Holiday Inn Express Charles Town by IHG
From$96 total
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 details: Outdoor pool 10:00 am to 11:00PM.
  • Midscale hotel
More Photos Photo of Quality Inn & Suites Pool
From$66 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401
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~20.84 miles northeast of Winchester
  • Pool in hotel: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Midscale Highway property
More Photos Pool image of Hampton Inn Martinsburg
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Martinsburg in 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.
  • Affordable Suburban property
More Photos Photo of Holiday Inn Martinsburg Pool
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
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~23.42 miles east of Winchester
  • Pool in hotel: 10am-10pm indoor
  • 3-star Mountain hotel
More Photos Photo of Clarion Inn Harpers Ferry Charles Town Pool
From$86 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Salamander Resort And Spa 500 North Pendelton St., Middleburg, VA 20117
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~26.68 miles southeast of Winchester
  • Pool available: 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$346 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites in Woodstock 1150 Motel Dr., Woodstock, VA 22664
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~28.86 miles southwest of Winchester
  • With a pool!
  • Three Star Highway hotel
More Photos Photo of Hampton Inn & Suites Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
SureStay Plus by Best Western Berkeley Springs - Berkeley Springs 1776 Valley Rd., Berkeley Springs, WV 25411
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~29.70 miles north of Winchester
  • Has swimming pool
  • 3 star Resort property
More Photos Swimming pool at SureStay Plus by Best Western Berkeley Springs
From$74 total
Very Good 4.0 /5 Review Score 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.
  • 3 star hotel
More Photos Photo of Holiday Inn Express & Suites Leesburg - Historic District by IHG Pool
From$130 total
Very Good 4.0 /5 Hotel 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
  • Pool details: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Three Star Downtown property
More Photos Pool image of Homewood Suites by Hilton Leesburg Va
From$142 total
Very Good 4.0 /5 Latest 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
  • Midscale Suburban property
More Photos Photo of Hampton Inn & Suites Leesburg Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Carradoc Hall Hotel & Conference Center by The Red Collection in Leesburg 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 Swimming pool at Carradoc Hall Hotel & Conference Center by The Red Collection
From$90 total
Poor 2.0 /5 Recent 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.
  • 3 star Suburban property
More Photos Photo of Country Inn & Suites Hagerstown Maryland Pool
From$94 total
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 details: 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 property
More Photos Pool image of Baymont Inn & Suites Warrenton
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Hagerstown, MD in Hagerstown 11321 Massey Blvd., Hagerstown, MD 21740
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~37.50 miles northeast of Winchester
  • Includes a pool
  • 2 star property
More Photos Pool image of Motel 6 Hagerstown, MD
From$72 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG : 241 Railway Ln 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
  • Three Star Highway property
More Photos Photo of Holiday Inn Express & Suites Hagerstown by IHG Pool
From$120 total
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
  • Includes a pool: Pool open daily 6am -10pm-
  • 3 star Rural property
More Photos Photo of Homewood Suites by Hilton Hagerstown Pool
From$136 total
Very Good 4.0 /5 Recent Reviews 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 in hotel: Eco-friendly, chemical-free saline pool (indoor) 6:00am -10:00pm
  • 3 star Suburban property
More Photos Swimming pool at Home2 Suites by Hilton Hagerstown
From$114 total
Very Good 4.0 /5 Reviews Call BookMore Details
Aloft by Marriott Dulles Airport North 22390 Flagstaff Plaza, Ashburn, VA 20148
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~38.72 miles east of Winchester
  • Pool details: Indoor pool
  • Three Star Airport property
More Photos Swimming pool at Aloft by Marriott Dulles Airport North
From$96 total
Average 3.0 /5 Latest 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
  • Pool details: Indoor pool open from 10am-10pm
  • Three Star Suburban property
More Photos Pool image of Springhill Suites by Marriott Ashburn Dulles North
From$94 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun : 44610 Waxpool Rd. 44610 Waxpool Rd., Ashburn, VA 20147
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~39.41 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Four-star Airport property
More Photos Pool image of Embassy Suites by Hilton Dulles North Loudoun
From$150 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun - Dulles 44620 Waxpool Rd., Dulles, VA 20147
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~39.42 miles east of Winchester
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Mid-scale Airport property
More Photos Photo of Homewood Suites by Hilton Dulles North / Loudoun Pool
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Home 2 Chantilly 43340 Defender Dr., Chantilly, VA 20152
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~39.69 miles east of Winchester
  • Has swimming pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four-star Airport property
More Photos Pool image of Home 2 Chantilly
From$130 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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 pool
  • Midscale Rural property
More Photos Photo of Hampton Inn by Hilton Gainesville Haymarket Pool
From$106 total
Very Good 4.0 /5 Recent 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
  • Includes a pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3 star Airport hotel
More Photos Photo of DoubleTree by Hilton Sterling - Dulles Airport Pool
From$70 total
Very Good 4.0 /5 Reviews Call BookMore Details
Washington Dulles Airport Marriott 45020 Aviation Dr., Dulles, VA 20166
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~41.34 miles east of Winchester
  • Pool available: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Three Star Airport property
More Photos Pool image of Washington Dulles Airport Marriott
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Dulles Airport in 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 property
More Photos Pool image of Springhill Suites by Marriott Dulles Airport
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
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
  • Three Star Airport hotel
More Photos Pool image of Holiday Inn Washington Dulles
From$94 total
Very Good 4.0 /5 Latest 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 available: Outdoor Pool
  • Affordable Airport property
More Photos Photo of Hyatt Place Sterling Dulles Airport North Pool
From$70 total
Very Good 4.0 /5 Recent 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
  • Pool available: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Mid-scale Airport hotel
More Photos Pool image of Hyatt House Sterling Dulles Airport North
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Best Western Historic Frederick - 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.
  • Economy Downtown property
More Photos Swimming pool at Best Western Historic Frederick
From$72 total
Average 3.0 /5 Guest 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 details: 10am-10pm Medium Indoor Pool Max. depth 4 feet
  • Midscale Airport hotel
More Photos Pool image of Hampton Inn Dulles - Cascades
From$78 total
Very Good 4.5 /5 Read Reviews 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!
  • 3-star property
More Photos Photo of Towneplace Suites by Marriott Frederick Pool
From$108 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Regency Dulles 2300 Dulles Corner Blvd., Herndon, VA 20171
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~42.56 miles east of Winchester
  • Pool details: 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$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
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~42.59 miles east of Winchester
  • We have a pool ready for use
  • 3-star Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Frederick Pool
From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South 4050 Westfax Dr., Chantilly, VA 20151
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~42.65 miles east of Winchester
  • Has a pool!
  • Affordable Airport property
More Photos Pool image of Hampton Inn Washington-Dulles Int'l Airport South
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details

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