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Upperville Hotels with Outdoor or Indoor Pools

Goodstone Inn & Restaurant : 36205 Snake Hill Rd.
+1-888-389-4121
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 Review Score Call BookMore Details
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Salamander Resort & Spa
+1-888-675-2083
500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • Pool in hotel: 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
From$289
Very good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University
+1-800-716-8490
140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • 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.
  • 2-star Suburban hotel
From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-800-805-5223
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
  • Midscale Highway hotel
From$60
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott in Winchester
+1-888-965-1860
250 Front Royal Pike, Winchester, VA 22602 ~18.50 miles northwest of Upperville
  • Has swimming pool: Indoor Pool 6am - 10pm
  • Affordable Suburban property
From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-788-5576
165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • With a pool!
  • Midscale Rural property
From$68
Very good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites - Winchester
+1-888-897-9207
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)
  • Three Star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester in Winchester
+1-888-311-4278
170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • We have a pool
  • Mid-scale Suburban hotel
From$74
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-469-4795
640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Pool available: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Affordable Highway property
From$82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton
+1-888-734-9421
7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • 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.
  • Cheap Suburban hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-841-5292
2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Pool in hotel
  • Cheap Suburban property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-455-5160
150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Two-star Highway hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-965-8297
103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • We have a pool ready for use
  • 3 star Downtown property
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+1-888-906-6358
726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Has swimming pool: Seasonal outdoor swimming pool open Memorial Day to Labor Day (pool may be opened earlier than Memorial Day and stay open beyond Labor Day if weather allows).
  • Mid-scale Suburban property
From$61
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg - Leesburg
+1-888-749-6785
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Homewood Suites by Hilton Leesburg Va
+1-888-878-9982
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
  • 3-star Downtown property
From$119
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Winchester
+1-888-389-4485
1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway hotel
From$77
Very good 4.0 /5 Review Score Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-389-4121
1500 East Market St., Leesburg, VA 20176 ~20.87 miles east of Upperville
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban hotel
Holiday Inn Express & Suites
+1-888-675-2083
142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • 3-star Rural property
From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg in Ranson
+1-800-716-8490
681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Pool available: Outdoor, seasonal
  • Mid-scale Mountain property
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles Airport North
+1-800-805-5223
22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Includes a pool: Indoor pool
  • Mid-scale Airport property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-965-1860
22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Has swimming pool: Indoor Pool
  • Mid-scale Suburban property
From$64
Very good 4.0 /5 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-788-5576
44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Expensive Airport hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun : 44620 Waxpool Rd.
+1-888-897-9207
44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
From$95
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry
+1-888-311-4278
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.45 miles north of Upperville
  • Has swimming pool: 10am-10pm indoor
  • Affordable Mountain property
From$72
Very good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-888-469-4795
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Includes a pool: 6am to 10pm Indoor
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park
+1-888-734-9421
10701 Battleview Pkwy., Manassas, VA 20109 ~23.73 miles southeast of Upperville
  • Has swimming pool: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Midscale Suburban property
From$70
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Washington Dulles Airport Marriott - Dulles
+1-888-841-5292
45020 Aviation Dr., Dulles, VA 20166 ~23.78 miles east of Upperville
  • Pool in hotel: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Three Star Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Manassas
+1-888-455-5160
7001 Infantry Ridge Rd., Manassas, VA 20109 ~23.80 miles southeast of Upperville
  • Pool details: Indoor Pool
  • Three Star hotel
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane
+1-888-965-8297
10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Has swimming pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Mid-scale Suburban property
From$53
Average 3.0 /5 Reviews Call BookMore Details
Best Western Battlefield Inn : 10820 Balls Ford Rd.
+1-888-906-6358
10820 Balls Ford Rd., Manassas, VA 20109 ~23.90 miles southeast of Upperville
  • Has swimming pool: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Cheap Suburban property
From$45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North in Ashburn
+1-888-749-6785
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~23.93 miles east of Upperville
  • Pool details: Indoor pool open from 10am-10pm
  • Mid-scale Suburban hotel
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Manassas Battlefield by IHG : 10424 Balls Ford Rd.
+1-888-878-9982
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 property
From$70
Very good 4.5 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Strasburg
+1-888-389-4485
21 Signal Knob Dr., Strasburg, VA 22657 ~24.34 miles west of Upperville
  • We have a pool
  • Low priced Rural property
From$63
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport
+1-888-389-4121
22700 Holiday Park Dr., Sterling, VA 20166 ~24.68 miles east of Upperville
  • 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
  • Three Star Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington Dulles in Dulles
+1-888-675-2083
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
  • Mid-scale Airport property
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG in Sterling
+1-800-716-8490
45425 Holiday Dr., Sterling, VA 20166 ~24.78 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
  • Three Star Airport hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North : 45520 Dulles Plaza
+1-800-805-5223
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.
  • Midscale Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Westin Washington Dulles Airport in Herndon
+1-888-965-1860
2520 Wasser Terrace, Herndon, VA 20171 ~24.90 miles east of Upperville
  • Pool available: Permanently closed.
  • Midscale Airport hotel
From$79
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport in Sterling
+1-888-788-5576
21611 Atlantic Blvd., Sterling, VA 20166 ~24.91 miles east of Upperville
  • Has swimming pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Mid-scale Airport hotel
From$59
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Chantilly
+1-888-897-9207
4335 Chantilly Shopping Center, Chantilly, VA 20151 ~25.01 miles east of Upperville
  • Includes a pool: an Outdoor Pool- opens on Memorial Day Weekend to Labor Day weekend from 10:00am - 8:00pm.
  • 3 star Airport property
From$57
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Washington Dulles Airport
+1-888-311-4278
13869 Park Center Rd., Herndon, VA 20171 ~25.11 miles east of Upperville
  • Pool available: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • Expensive Airport property
From$74
Very good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Dulles
+1-888-469-4795
2300 Dulles Corner Blvd., Herndon, VA 20171 ~25.11 miles east of Upperville
  • Includes a pool: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • High-end Airport hotel
From$75
Very good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Chantilly / Dulles Airport South : 4994 Westone Plaza
+1-888-734-9421
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 hotel
From$99
Very good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East in Herndon
+1-888-841-5292
13711 Sayward Blvd., Herndon, VA 20171 ~25.30 miles east of Upperville
  • 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.
  • Midscale Airport hotel
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wingate by Wyndham Chantilly / Dulles Airport : 3940 Centerview Dr.
+1-888-455-5160
3940 Centerview Dr., Chantilly, VA 20151 ~25.36 miles east of Upperville
  • Pool available: Indoor Heated Pool/Jacuzzi 9 AM to 10 PM daily No Lifeguard on Duty
  • Affordable Airport hotel
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Dulles Int'l Airport
+1-888-965-8297
13460 Sunrise Valley Dr., Herndon, VA 20171 ~25.79 miles east of Upperville
  • Pool details: Indoor Pool
  • Mid-scale Airport property
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North : 21481 Ridgetop Circle
+1-888-906-6358
21481 Ridgetop Circle, Sterling, VA 20166 ~26.01 miles east of Upperville
  • Pool details: Outdoor Pool
  • 3-star Airport property
From$59
Very good 4.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles Airport
+1-888-749-6785
13341 Woodland Park Rd., Herndon, VA 20171 ~26.06 miles east of Upperville
  • Includes a pool: Come take a swim in our indoor pool with Jacuzzi. Open from 3pm - 10pm Monday through Thursday, and 9am - 10pm on Friday, Saturday, and Sunday.
  • 4-star Airport property
From$72
Very good 4.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Dulles Airport An Ihg Hotel - Herndon
+1-888-878-9982
2200 Centreville Rd., Herndon, VA 20170 ~26.18 miles east of Upperville
  • Pool details: No pool available on-site. Across the street there is Worldgate Athetic Club that offers a pool at a daily cost and might negotiate for groups.
  • 4-star Suburban property
From$79
Very good 4.5 /5 Hotel Reviews Call BookMore Details

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