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Upperville Hotels with Outdoor or Indoor Pools

Goodstone Inn & Restaurant 36205 Snake Hill Rd., Middleburg, VA 20117 ~7.37 miles east of Upperville
  • Pool details: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Affordable Rural hotel
From$350
Average 3.0 /5 Recent Reviews Call BookMore Details
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Salamander Resort And Spa 500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • 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 Five Star Resort property
From$289
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester : 1055 Millwood Pike 1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Pool available: Our Indoor Pool is open 6am-11pm
  • 3-star Suburban property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University : 140 Costello Dr. 140 Costello Dr., Winchester, VA 22602 ~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.
  • Economical Suburban property
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602 ~18.39 miles northwest of Upperville
  • Includes a pool: Indoor
  • 3-star Suburban property
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield & Suites by Marriott Winchester : 250 Front Royal Pike 250 Front Royal Pike, Winchester, VA 22602 ~18.45 miles northwest of Upperville
  • Pool available: Indoor pool open daily from 9:00AM - 10:00PM
  • Mid-scale Rural property
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South in Stephens City 167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3-star Highway hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express 165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • With a pool!
  • Affordable Rural hotel
From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites 141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.61 miles west of Upperville
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3 star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Has swimming pool
  • Midscale Suburban hotel
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester University / Mall Area - Winchester 640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway property
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 ~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.
  • 2-star Suburban hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester 2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Pool in hotel
  • 2 star Suburban hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester : 150 Faraday Plaza 150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Includes a pool: Indoor Pool - 10a-10pm
  • Economical Highway hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a swimming pool
  • 3 star Downtown property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Express & Suites Leesburg - Historic District by IHG : 80 Prosperity Ave. 80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Has swimming pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Midscale hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool in hotel: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Midscale Downtown hotel
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket in Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155 ~20.24 miles southeast of Upperville
  • With a pool!
  • Three Star Rural hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Winchester in Winchester 1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low Cost Highway property
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Hotel & Conference Center Leesburg in Leesburg 1500 East Market St., Leesburg, VA 20176 ~20.87 miles east of Upperville
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
Holiday Inn Express & Suites 142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Pool in hotel: 9am-10pm Indoor with Jacuzzi
  • Three Star Rural property
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG in Ranson 681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Has swimming pool: Outdoor, seasonal
  • Midscale Mountain hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aloft Dulles Airport North in Ashburn 22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Includes a pool: Indoor pool
  • Midscale Airport property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Pool in hotel: Indoor Pool
  • Mid-scale Suburban hotel
From$64
Very Good 4.0 /5 Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn 44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • High end Airport property
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun 44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3 star Airport property
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.45 miles north of Upperville
  • Pool available: 10am-10pm indoor
  • Three Star Mountain property
From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Manassas An Ihg Hotel 10810 Battleview Pkwy., Manassas, VA 20109 ~23.59 miles southeast of Upperville
  • Pool available: Great Big Indoor pool 8am to 9pm
  • Mid-scale Suburban hotel
From$76
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas 6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Has swimming pool: 6am to 10pm Indoor
  • 3 star Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park 10701 Battleview Pkwy., Manassas, VA 20109 ~23.73 miles southeast of Upperville
  • Pool available: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • 3-star Suburban property
From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Washington Dulles Airport Marriott : 45020 Aviation Dr. 45020 Aviation Dr., Dulles, VA 20166 ~23.78 miles east of Upperville
  • Includes a pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Mid-scale Airport hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Manassas 7001 Infantry Ridge Rd., Manassas, VA 20109 ~23.80 miles southeast of Upperville
  • Has swimming pool: Indoor Pool
  • Three Star hotel
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane 10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Includes a pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • 3 star Suburban property
From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Battlefield Inn - Manassas 10820 Balls Ford Rd., Manassas, VA 20109 ~23.90 miles southeast of Upperville
  • Pool details: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Two star Suburban property
From$45
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147 ~23.93 miles east of Upperville
  • Pool available: Indoor pool open from 10am-10pm
  • 3 star Suburban property
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Washington Dulles Int'l Airport South 4050 Westfax Dr., Chantilly, VA 20151 ~24.14 miles east of Upperville
  • Pool in hotel
  • Midscale Airport property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Manassas 7295 Williamson Blvd., Manassas, VA 20109 ~24.15 miles southeast of Upperville
  • Includes a pool: Seasonal outdoor saltwater pool
  • Midscale Suburban property
From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Manassas Battlefield Park - Manassas 7345 Williamson Blvd., Manassas, VA 20109 ~24.18 miles southeast of Upperville
  • Pool details: Indoor pool
  • Midscale Suburban property
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park : 7350 Williamson Blvd. 7350 Williamson Blvd., Manassas, VA 20109 ~24.23 miles southeast of Upperville
  • Includes a pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • Mid-scale Highway hotel
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Manassas Battlefield by IHG 10424 Balls Ford Rd., Manassas, VA 20109 ~24.29 miles southeast of Upperville
  • Has swimming pool: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Mid-scale Rural hotel
From$70
Very Good 4.5 /5 Review Score Call BookMore Details
Ramada by Wyndham Strasburg in Strasburg 21 Signal Knob Dr., Strasburg, VA 22657 ~24.34 miles west of Upperville
  • We have a pool
  • Low Cost Rural hotel
From$63
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport : 22700 Holiday Park Dr. 22700 Holiday Park Dr., Sterling, VA 20166 ~24.68 miles east of Upperville
  • Pool in hotel: 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
  • Affordable Airport hotel
From$80
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Holiday Inn Washington Dulles in Dulles 1000 Sully Rd., Dulles, VA 20166 ~24.68 miles east of Upperville
  • 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
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG 45425 Holiday Dr., Sterling, VA 20166 ~24.78 miles east of Upperville
  • Pool in hotel: 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
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North in Sterling 45520 Dulles Plaza, Sterling, VA 20166 ~24.87 miles east of Upperville
  • Pool in hotel: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport 21611 Atlantic Blvd., Sterling, VA 20166 ~24.91 miles east of Upperville
  • Includes a pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3 star Airport property
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chantilly 4335 Chantilly Shopping Center, Chantilly, VA 20151 ~25.01 miles east of Upperville
  • Pool available: Pool temp closed until further notice.
  • Mid-scale Airport property
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details
DoubleTree by Hilton Washington Dulles Airport - Herndon 13869 Park Center Rd., Herndon, VA 20171 ~25.11 miles east of Upperville
  • Pool details: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • Four-star Airport hotel
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Regency Dulles 2300 Dulles Corner Blvd., Herndon, VA 20171 ~25.11 miles east of Upperville
  • Has swimming pool: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • Four star Airport property
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Chantilly / Dulles Airport South 4994 Westone Plaza, Chantilly, VA 20151 ~25.18 miles east of Upperville
  • Pool available: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • 3 star Airport property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details

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