Upperville Hotels with Pools - Outdoor/Indoor Pools in Upperville VA

Upperville 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 Upperville, VA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Upperville Virginia hotel and motel rooms for children. Review the list of Upperville hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Upperville Hotels with Outdoor or Indoor Pools

Goodstone Inn & Restaurant - Middleburg 36205 Snake Hill Rd., Middleburg, VA 20117 Call ~7.37 miles east of Upperville
  • Pool in hotel: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Affordable Rural hotel
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From$350
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Salamander Resort And Spa : 500 North Pendelton St. 500 North Pendelton St., Middleburg, VA 20117 Call ~7.93 miles east of Upperville
  • 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.
  • Luxurious 5 Star Resort hotel
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From$289
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Hampton Inn Front Royal : 9800 Winchester Rd. 9800 Winchester Rd., Front Royal, VA 22630 Call ~16.59 miles west of Upperville
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • 3-star Suburban hotel
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From$107
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La Quinta Inn & Suites by Wyndham Winchester - Winchester 1055 Millwood Pike, Winchester, VA 22602 Call ~18.28 miles northwest of Upperville
  • Pool available: Our Indoor Pool is open 7am-10pm
  • 3-star Suburban hotel
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From$80
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Sleep Inn & Suites Winchester Near University : 140 Costello Dr. 140 Costello Dr., Winchester, VA 22602 Call ~18.35 miles northwest of Upperville
  • Pool available: 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
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From$60
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Holiday Inn Winchester Se Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602 Call ~18.39 miles northwest of Upperville
  • Pool in hotel: Indoor
  • 3-star Suburban property
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From$69
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Fairfield & Suites by Marriott Winchester 250 Front Royal Pike, Winchester, VA 22602 Call ~18.45 miles northwest of Upperville
  • Pool in hotel: Indoor pool open daily from 9:00AM - 10:00PM
  • 3 star Rural property
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From$70
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Quality Inn Stephens City - Winchester South - Stephens City 167 Town Run Lane, Stephens City, VA 22655 Call ~18.47 miles west of Upperville
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway property
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From$60
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Holiday Inn Express in Stephens City 165 Town Run Ln, Stephens City, VA 22655 Call ~18.52 miles west of Upperville
  • We have a pool
  • Midscale Rural hotel
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From$68
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Country Inn & Suites 141 Kernstown Commons Blvd., Winchester, VA 22602 Call ~18.61 miles west of Upperville
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban property
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From$80
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Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603 Call ~18.75 miles northwest of Upperville
  • Pool in hotel
  • Affordable Suburban hotel
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From$74
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Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr. 640 East Jubal Early Dr., Winchester, VA 22601 Call ~18.94 miles northwest of Upperville
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Affordable Highway hotel
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From$82
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Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 Call ~19.03 miles south of Upperville
  • 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.
  • Two star Suburban hotel
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From$60
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The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601 Call ~19.90 miles northwest of Upperville
  • Has swimming pool
  • 3-star Downtown hotel
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From$99
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Holiday Inn Express & Suites Leesburg - Historic District by IHG 80 Prosperity Ave., Leesburg, VA 20175 Call ~19.91 miles east of Upperville
  • Includes a pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3 star hotel
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From$109
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Hampton Inn & Suites Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~20.23 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban hotel
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From$80
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Homewood Suites by Hilton Leesburg Va - Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~20.24 miles east of Upperville
  • Includes a pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Mid-scale Downtown hotel
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From$119
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Hampton Inn by Hilton Gainesville Haymarket : 7300 Atlas Walk Way 7300 Atlas Walk Way, Gainesville, VA 20155 Call ~20.24 miles southeast of Upperville
  • We have a pool
  • Mid-scale Rural property
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From$89
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Quality Inn Winchester 1601 Martinsburg Pike, Winchester, VA 22603 Call ~20.58 miles northwest of Upperville
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Inexpensive Highway property
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From$77
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Carradoc Hall Hotel & Conference Center by The Red Collection in Leesburg 1500 East Market St., Leesburg, VA 20176 Call ~20.87 miles east of Upperville
  • Includes a pool: Very Large outdoor pool with Furniture to go all around
  • Midscale Suburban hotel
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From$75
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Holiday Inn Express & Suites - Winchester 142 Fox Ridge Lane, Winchester, VA 22603 Call ~21.49 miles northwest of Upperville
  • Has swimming pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • 3-star Rural property
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From$75
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Holiday Inn Express Charles Town by IHG : 681 Flowing Springs Rd. 681 Flowing Springs Rd., Ranson, WV 25438 Call ~21.78 miles north of Upperville
  • Pool in hotel: Outdoor, seasonal
  • Affordable Mountain hotel
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From$80
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Aloft Dulles Airport North - Ashburn 22390 Flagstaff Plaza, Ashburn, VA 20148 Call ~21.87 miles east of Upperville
  • Pool in hotel: Indoor pool
  • Mid-scale Airport hotel
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From$80
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Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza 22400 Flagstaff Plaza, Ashburn, VA 20148 Call ~21.91 miles east of Upperville
  • Pool available: Indoor Pool
  • Three Star Suburban property
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From$64
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Embassy Suites by Hilton Dulles North Loudoun 44610 Waxpool Rd., Ashburn, VA 20147 Call ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • High end Airport hotel
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From$125
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Homewood Suites by Hilton Dulles North / Loudoun 44620 Waxpool Rd., Dulles, VA 20147 Call ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
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From$95
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Clarion Inn Harpers Ferry Charles Town 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 Call ~23.45 miles north of Upperville
  • Pool details: 10am-10pm indoor
  • 3-star Mountain property
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From$72
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Holiday Inn Express & Suites Manassas An Ihg Hotel in Manassas 10810 Battleview Pkwy., Manassas, VA 20109 Call ~23.59 miles southeast of Upperville
  • Pool in hotel: Great Big Indoor pool 8am to 9pm
  • 3-star Suburban property
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From$76
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La Quinta Inn & Suites by Wyndham Manassas Battlefield 6950 Nova Way Manassas Va 20109, Manassas, VA 20109 Call ~23.63 miles southeast of Upperville
  • Has swimming pool: 6am to 10pm Indoor
  • Mid-scale Suburban property
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From$80
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Courtyard by Marriott Manassas Battlefield Park : 10701 Battleview Pkwy. 10701 Battleview Pkwy., Manassas, VA 20109 Call ~23.73 miles southeast of Upperville
  • Includes a pool: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Affordable Suburban hotel
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From$70
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Washington Dulles Airport Marriott - Dulles 45020 Aviation Dr., Dulles, VA 20166 Call ~23.78 miles east of Upperville
  • Has swimming pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3-star Airport property
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From$80
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Hilton Garden Inn Manassas 7001 Infantry Ridge Rd., Manassas, VA 20109 Call ~23.80 miles southeast of Upperville
  • Pool in hotel: Indoor Pool
  • Affordable property
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From$90
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Wyndham Garden Manassas 10800 Vandor Lane, Manassas, VA 20109 Call ~23.83 miles southeast of Upperville
  • Pool in hotel: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Midscale Suburban property
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From$53
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Best Western Battlefield Inn-Manassas : 10820 Balls Ford Rd. 10820 Balls Ford Rd., Manassas, VA 20109 Call ~23.90 miles southeast of Upperville
  • Pool details: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Economy Suburban hotel
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From$45
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Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147 Call ~23.93 miles east of Upperville
  • Has swimming pool: Indoor pool open from 10am-10pm
  • 3 star Suburban property
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From$79
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Hampton Inn Washington-Dulles Int'l Airport South - Chantilly 4050 Westfax Dr., Chantilly, VA 20151 Call ~24.14 miles east of Upperville
  • Our hotel comes with a pool
  • Three Star Airport property
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From$80
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Hampton Inn Manassas : 7295 Williamson Blvd. 7295 Williamson Blvd., Manassas, VA 20109 Call ~24.15 miles southeast of Upperville
  • Has swimming pool: Seasonal outdoor saltwater pool
  • Mid-scale Suburban property
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From$94
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Residence Inn by Marriott Manassas Battlefield Park - Manassas 7345 Williamson Blvd., Manassas, VA 20109 Call ~24.18 miles southeast of Upperville
  • Pool in hotel: Indoor pool
  • Three Star Suburban property
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From$129
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Comfort Suites Manassas Battlefield Park : 7350 Williamson Blvd. 7350 Williamson Blvd., Manassas, VA 20109 Call ~24.23 miles southeast of Upperville
  • Pool details: Indoor pool with a Jacuzzi 15X25 Indoor
  • 3 star Highway property
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From$90
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Holiday Inn Manassas Battlefield by IHG in Manassas 10424 Balls Ford Rd., Manassas, VA 20109 Call ~24.29 miles southeast of Upperville
  • Pool available: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Affordable Rural hotel
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From$70
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Ramada by Wyndham Strasburg - Strasburg 21 Signal Knob Dr., Strasburg, VA 22657 Call ~24.34 miles west of Upperville
  • We have a pool ready for use
  • Low Cost Rural property
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From$63
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Hampton Inn & Suites Washington-Dulles International Airport - Sterling 22700 Holiday Park Dr., Sterling, VA 20166 Call ~24.68 miles east of Upperville
  • 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
  • Mid-scale Airport hotel
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From$80
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Holiday Inn Washington Dulles : 1000 Sully Rd. 1000 Sully Rd., Dulles, VA 20166 Call ~24.68 miles east of Upperville
  • Pool available: 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
  • Affordable Airport property
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From$79
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Hyatt House Sterling Dulles Airport North 45520 Dulles Plaza, Sterling, VA 20166 Call ~24.87 miles east of Upperville
  • Has swimming pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3-star Airport hotel
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From$80
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Doubletree by Hilton Sterling Dulles Airport : 21611 Atlantic Blvd. 21611 Atlantic Blvd., Sterling, VA 20166 Call ~24.91 miles east of Upperville
  • Pool in hotel: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Mid-scale Airport hotel
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From$59
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Holiday Inn Chantilly : 4335 Chantilly Shopping Center 4335 Chantilly Shopping Center, Chantilly, VA 20151 Call ~25.01 miles east of Upperville
  • Has swimming pool: Pool temp closed until further notice.
  • Three Star Airport property
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From$57
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DoubleTree by Hilton Washington Dulles Airport : 13869 Park Center Rd. 13869 Park Center Rd., Herndon, VA 20171 Call ~25.11 miles east of Upperville
  • Pool available: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • High-end Airport property
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From$74
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Hyatt Regency Dulles 2300 Dulles Corner Blvd., Herndon, VA 20171 Call ~25.11 miles east of Upperville
  • Includes a pool: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • 4 star Airport property
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From$75
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Hyatt Place Chantilly / Dulles Airport South in Chantilly 4994 Westone Plaza, Chantilly, VA 20151 Call ~25.18 miles east of Upperville
  • Pool details: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • Affordable Airport hotel
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From$99
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Hyatt Place Herndon Dulles Airport East 13711 Sayward Blvd., Herndon, VA 20171 Call ~25.30 miles east of Upperville
  • Pool available: 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.
  • 3 star Airport hotel
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From$80
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