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
+1-888-389-4121

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150 Faraday Plaza, Winchester, VA 22603
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Cheap Highway property
More Photos Swimming pool at Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
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Hampton Inn Winchester University / Mall Area
+1-888-675-2083

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640 East Jubal Early Dr., Winchester, VA 22601
  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway hotel
More Photos Pool image of Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott in Winchester
+1-800-716-8490

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250 Front Royal Pike, Winchester, VA 22602
  • Pool available: Indoor Pool 6am - 10pm
  • 3 star Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$85
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-800-805-5223

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1055 Millwood Pike, Winchester, VA 22602
  • Pool in hotel: Our Indoor Pool is open 6am-11pm
  • Midscale 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
Sleep Inn & Suites Winchester Near University in Winchester
+1-888-965-1860

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140 Costello Dr., Winchester, VA 22602
  • 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.
  • Cheap Suburban hotel
More Photos Pool image of Sleep Inn & Suites Winchester Near University
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-788-5576

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142 Fox Ridge Lane, Winchester, VA 22603
  • Pool in hotel: 9am-10pm Indoor with Jacuzzi
  • Mid-scale Rural hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Winchester : 1601 Martinsburg Pike
+1-888-897-9207

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1601 Martinsburg Pike, Winchester, VA 22603
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2 star Highway property
More Photos Swimming pool at Quality Inn Winchester
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites in Winchester
+1-888-311-4278

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141 Kernstown Commons Blvd., Winchester, VA 22602
  • Pool available: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Midscale Suburban property
More Photos Photo of Country Inn & Suites Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-888-469-4795

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103 East Piccadilly St., Winchester, VA 22601
  • Has swimming pool
  • Three Star Downtown property
More Photos Photo of The George Washington a Wyndham Grand Hotel Pool
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603
  • Has swimming pool
  • 3-star Suburban property
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-841-5292

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2951 Valley Ave., Winchester, VA 22601
  • Has a pool!
  • Low-priced Suburban property
More Photos Pool image of Motel 6 Winchester Va
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-455-5160

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165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • Includes a swimming 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 in Stephens City
+1-888-965-8297

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167 Town Run Lane, Stephens City, VA 22655 ~7.30 miles south of Winchester
  • Pool details: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Mid-scale Highway property
More Photos Pool image of Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Ramada by Wyndham Strasburg : 21 Signal Knob Dr.
+1-888-906-6358

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21 Signal Knob Dr., Strasburg, VA 22657 ~15.50 miles southwest of Winchester
  • With a pool!
  • Low Cost Rural hotel
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg : 681 Flowing Springs Rd.
+1-888-749-6785

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681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Pool in hotel: Outdoor, seasonal
  • 3-star Mountain property
More Photos Photo of Holiday Inn Express Charles Town by Ihg Pool
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Quality Inn & Suites - Kearneysville
+1-888-878-9982

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1937 Short Rd., Kearneysville, WV 25430 ~20.55 miles northeast of Winchester
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • Midscale property
More Photos Swimming pool at Quality Inn & Suites
From$55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Martinsburg - Martinsburg
+1-888-389-4485

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975 Foxcroft Ave., Martinsburg, WV 25401 ~20.84 miles northeast of Winchester
  • Pool details: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway property
More Photos Photo of Hampton Inn Martinsburg Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Martinsburg
+1-888-389-4121

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301 Foxroft Ave., Martinsburg, WV 25401 ~21.70 miles northeast of Winchester
  • Includes a pool: The indoor pool is open from 6:00am-11:00pm daily.
  • Affordable 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
+1-888-675-2083

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4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.42 miles east of Winchester
  • Has swimming pool: 10am-10pm indoor
  • Midscale Mountain property
More Photos Pool image of Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
Goodstone Inn & Restaurant - Middleburg
+1-800-716-8490

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36205 Snake Hill Rd., Middleburg, VA 20117 ~25.56 miles southeast of Winchester
  • Includes a pool: 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 Read Reviews Call BookMore Details
Salamander Resort And Spa
+1-800-805-5223

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500 North Pendelton St., Middleburg, VA 20117 ~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.
  • Luxury 5 star Resort property
More Photos Photo of Salamander Resort And Spa Pool
From$289
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah in Woodstock
+1-888-965-1860

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1011 Motel Dr., Woodstock, VA 22664 ~28.51 miles southwest of Winchester
  • Pool details: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Low priced Highway property
More Photos Swimming pool at Comfort Inn Woodstock Shenandoah
From$81
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-788-5576

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1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • We have a pool
  • Mid-scale Highway property
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.
+1-888-897-9207

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80 Prosperity Ave., Leesburg, VA 20175 ~33.44 miles east of Winchester
  • Includes a pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3-star property
More Photos Swimming pool at Holiday Inn Express & Suites Leesburg Historic District by IHG
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-888-311-4278

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115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~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
  • 3 star Downtown hotel
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg - Leesburg
+1-888-469-4795

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117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.71 miles east of Winchester
  • Includes a pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 ~34.97 miles east of Winchester
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban hotel
More Photos Photo of Clarion Hotel & Conference Center Leesburg Pool
From$75
Poor 2.0 /5 Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 ~37.22 miles northeast of Winchester
  • Has swimming pool: 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 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-455-5160

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7379 Comfort Inn Dr., Warrenton, VA 20187 ~37.41 miles southeast of Winchester
  • Has swimming 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.
  • Two star Suburban property
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-965-8297

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11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • Pool in hotel
  • Low-priced hotel
More Photos Swimming pool at Motel 6 Hagerstown, MD
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG
+1-888-906-6358

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241 Railway Ln, Hagerstown, MD 21740 ~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 hotel
More Photos Pool image of Holiday Inn Express & Suites Hagerstown by IHG
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown in Hagerstown
+1-888-749-6785

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1650 Pullman Lane, Hagerstown, MD 21740 ~37.74 miles northeast of Winchester
  • Includes a pool: Pool open daily 6am -10pm-
  • 3-star Rural hotel
More Photos Pool image of Homewood Suites by Hilton Hagerstown
From$114
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Hagerstown : 1661 Pullman Lane
+1-888-878-9982

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1661 Pullman Lane, Hagerstown, MD 21740 ~37.74 miles northeast of Winchester
  • Has swimming pool: Eco-friendly, chemical-free saline pool (indoor) 6:00am -10:00pm
  • Midscale Suburban hotel
More Photos Pool image of Home2 Suites by Hilton Hagerstown
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Aloft Dulles Airport North - Ashburn
+1-888-389-4485

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22390 Flagstaff Plaza, Ashburn, VA 20148 ~38.72 miles east of Winchester
  • Pool in hotel: Indoor pool
  • 3 star Airport property
More Photos Pool image of Aloft Dulles Airport North
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-389-4121

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~38.77 miles east of Winchester
  • Pool available: Indoor Pool
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Dulles North
From$64
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-675-2083

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20065 Lakeview Center Plaza, Ashburn, VA 20147 ~39.07 miles east of Winchester
  • Pool available: Indoor pool open from 10am-10pm
  • Affordable Suburban hotel
More Photos Pool image of 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 : 44610 Waxpool Rd.
+1-800-716-8490

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44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Pool available: Indoor/Outdoor Swimming pool
  • Four-star Airport property
More Photos Swimming pool at Embassy Suites by Hilton Dulles North Loudoun
From$125
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun - Dulles
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~39.44 miles east of Winchester
  • Pool available: Indoor/Outdoor Swimming pool
  • Midscale Airport property
More Photos Pool image of Homewood Suites by Hilton Dulles North / Loudoun
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket - Gainesville
+1-888-965-1860

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7300 Atlas Walk Way, Gainesville, VA 20155 ~39.93 miles southeast of Winchester
  • Includes a swimming pool
  • 3-star Rural hotel
More Photos Photo of Hampton Inn by Hilton Gainesville Haymarket Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport
+1-888-788-5576

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21611 Atlantic Blvd., Sterling, VA 20166 ~41.13 miles east of Winchester
  • Has swimming pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Affordable Airport hotel
More Photos Pool image of Doubletree by Hilton Sterling Dulles Airport
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Washington Dulles Airport Marriott in Dulles
+1-888-897-9207

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45020 Aviation Dr., Dulles, VA 20166 ~41.34 miles east of Winchester
  • Includes a pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Affordable Airport hotel
More Photos Pool image of Washington Dulles Airport Marriott
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport
+1-888-311-4278

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22700 Holiday Park Dr., Sterling, VA 20166 ~41.59 miles east of Winchester
  • Includes a 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 hotel
More Photos Photo of Hampton Inn & Suites Washington-Dulles International Airport Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Washington Dulles : 1000 Sully Rd.
+1-888-469-4795

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1000 Sully Rd., Dulles, VA 20166 ~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
  • Midscale Airport property
More Photos Photo of Holiday Inn Washington Dulles Pool
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG - Sterling
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~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
  • Midscale Airport property
More Photos Swimming pool at Holiday Inn Washington-Dulles International Airport by IHG
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North
+1-888-841-5292

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21481 Ridgetop Circle, Sterling, VA 20166 ~41.90 miles east of Winchester
  • Has swimming pool: Outdoor Pool
  • 3-star Airport property
More Photos Photo of Hyatt Place Sterling Dulles Airport North Pool
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-455-5160

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45520 Dulles Plaza, Sterling, VA 20166 ~41.99 miles east of Winchester
  • Has swimming pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport property
More Photos Photo of Hyatt House Sterling Dulles Airport North Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Historic Frederick : 420 Prospect Blvd.
+1-888-965-8297

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420 Prospect Blvd., Frederick, MD 21701 ~42.38 miles east of Winchester
  • Pool in hotel: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Cheap Downtown hotel
More Photos Pool image of Best Western Historic Frederick
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Dulles Cascades
+1-888-906-6358

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46331 Mcclellan Way, Sterling, VA 20165 ~42.39 miles east of Winchester
  • Includes a pool: 10am-10pm Medium Indoor Pool Max. depth 4 feet
  • Three Star Airport hotel
More Photos Pool image of Hampton Inn Dulles Cascades
From$65
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hyatt Regency Dulles
+1-888-749-6785

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2300 Dulles Corner Blvd., Herndon, VA 20171 ~42.56 miles east of Winchester
  • Pool in hotel: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • 4-star Airport hotel
More Photos Swimming pool at Hyatt Regency Dulles
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East - Herndon
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
13711 Sayward Blvd., Herndon, VA 20171 ~42.79 miles east of Winchester
  • Has swimming pool: 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 Photo of Hyatt Place Herndon Dulles Airport East Pool
From$80
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