Upperville Hotels with Outdoor or Indoor Pools

La Quinta Inn & Suites by Wyndham Winchester - Winchester
+1-888-389-4121
1055 Millwood Pike, Winchester, VA 22602 +1-888-389-4121 ~18.28 miles northwest of Upperville
  • Pool available: Our Indoor Pool is open 6am-11pm
  • Inexpensive Suburban hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City
+1-888-675-2083
167 Town Run Lane, Stephens City, VA 22655 +1-888-675-2083 ~18.47 miles west of Upperville
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Mid-scale Highway property
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va in Winchester
+1-800-716-8490
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-800-716-8490 ~18.57 miles west of Upperville
  • Pool details: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban hotel
From$85
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-800-805-5223
640 East Jubal Early Dr., Winchester, VA 22601 +1-800-805-5223 ~18.94 miles northwest of Upperville
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Midscale Highway property
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-965-1860
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-965-1860 ~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 property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Wingate by Wyndham - Winchester
+1-888-788-5576
150 Wingate Dr., Winchester, VA 22601 +1-888-788-5576 ~19.14 miles northwest of Upperville
  • Our hotel comes with a pool
  • 3 star Downtown hotel
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel - Warrenton
+1-888-897-9207
410 Holiday Court, Warrenton, VA 20186 +1-888-897-9207 ~19.41 miles south of Upperville
  • Pool available: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-888-311-4278
103 East Piccadilly St., Winchester, VA 22601 +1-888-311-4278 ~19.90 miles northwest of Upperville
  • Includes a pool
  • Three Star Downtown property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg
+1-888-469-4795
726 East Market St., Leesburg, VA 20176 +1-888-469-4795 ~20.08 miles east of Upperville
  • Includes a pool: Our lovely seasonal outdoor swimming pool sits in a private courtyard. Best Practices for Hotel Pool and Fitness Center in compliance with State Ordinances which will govern the Opening Date as well.
  • Mid-scale Suburban property
From$82
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites in Leesburg
+1-888-734-9421
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-734-9421 ~20.23 miles east of Upperville
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va - Leesburg
+1-888-841-5292
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-841-5292 ~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 hotel
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester in Winchester
+1-888-455-5160
150 Faraday Plz, Winchester, VA 22603 +1-888-455-5160 ~20.45 miles northwest of Upperville
  • Pool details: Indoor Pool - 10a-10pm
  • Two star Highway property
From$65
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-965-8297
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-965-8297 ~20.58 miles northwest of Upperville
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low-priced Highway hotel
From$77
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-888-906-6358
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-906-6358 ~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 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel : 681 Flowing Springs Rd.
+1-888-749-6785
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-749-6785 ~21.78 miles north of Upperville
  • Pool details: Outdoor, seasonal
  • Three Star Mountain property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-878-9982
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-878-9982 ~21.91 miles east of Upperville
  • Pool in hotel: Indoor Pool
  • 3 star Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun : 44610 Waxpool Rd.
+1-888-389-4485
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-389-4485 ~23.02 miles east of Upperville
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Midscale Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Lansdowne Resort & Spa : 44050 Woodridge Pkwy.
+1-888-389-4121
44050 Woodridge Pkwy., Leesburg, VA 20176 +1-888-389-4121 ~23.07 miles east of Upperville
  • Pool in hotel
  • 4 star Resort property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry
+1-888-675-2083
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-675-2083 ~23.45 miles north of Upperville
  • Has swimming pool: 10am-10pm indoor
  • 3-star Mountain property
From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-800-716-8490
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-800-716-8490 ~23.63 miles southeast of Upperville
  • Has swimming pool: 6am to 10pm Indoor
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Manassas Battlefield Park Courtyard by Marriott
+1-800-805-5223
10701 Battleview Pkwy., Manassas, VA 20109 +1-800-805-5223 ~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.
  • Three Star Suburban property
From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wyndham Garden Manassas in Manassas
+1-888-965-1860
10800 Vandor Lane, Manassas, VA 20109 +1-888-965-1860 ~23.83 miles southeast of Upperville
  • Pool details: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Mid-scale Suburban property
From$53
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott at Dulles Airport
+1-888-788-5576
23000 Indian Creek Dr., Sterling, VA 20166 +1-888-788-5576 ~24.49 miles east of Upperville
  • Pool available: Indoor Pool
  • 3-star Airport hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington Dulles
+1-888-897-9207
1000 Sully Rd., Dulles, VA 20166 +1-888-897-9207 ~24.68 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
  • 3-star Airport hotel
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Dulles Airport
+1-888-311-4278
45425 Holiday Dr., Sterling, VA 20166 +1-888-311-4278 ~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
  • 3-star Airport property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
The Westin Washington Dulles Airport - Herndon
+1-888-469-4795
2520 Wasser Terrace, Herndon, VA 20171 +1-888-469-4795 ~24.90 miles east of Upperville
  • Pool details: Permanently closed.
  • 3-star Airport property
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Chantilly - Chantilly
+1-888-734-9421
4335 Chantilly Shopping Center, Chantilly, VA 20151 +1-888-734-9421 ~25.01 miles east of Upperville
  • Pool details: an Outdoor Pool- opens on Memorial Day Weekend to Labor Day weekend from 10:00am - 8:00pm.
  • Affordable Airport hotel
From$57
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Dulles
+1-888-841-5292
2300 Dulles Corner Blvd., Herndon, VA 20171 +1-888-841-5292 ~25.11 miles east of Upperville
  • Has swimming pool: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • Four star Airport property
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Chantilly Dulles Airport South - Chantilly
+1-888-455-5160
4994 Westone Plaza, Chantilly, VA 20151 +1-888-455-5160 ~25.17 miles east of Upperville
  • Pool details: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend. Please contact the Hotel for pool hours.
  • Affordable Airport hotel
From$25
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East
+1-888-965-8297
13711 Sayward Blvd., Herndon, VA 20171 +1-888-965-8297 ~25.30 miles east of Upperville
  • Pool in hotel: Our indoor pool is currently closed due to Covid-19.
  • Three Star Airport property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Wingate by Wyndham Chantilly / Dulles Airport - Chantilly
+1-888-906-6358
3940 Centerview Dr., Chantilly, VA 20151 +1-888-906-6358 ~25.36 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool/Jacuzzi 9 AM to 10 PM daily No Lifeguard on Duty
  • 3 star Airport hotel
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Washington Dulles Airport Chantilly
+1-888-749-6785
3935 Centerview Dr., Chantilly, VA 20151 +1-888-749-6785 ~25.43 miles east of Upperville
  • We have a pool
  • 3 star Airport hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Sterling / Dulles Airport North - Sterling
+1-888-878-9982
21481 Ridgetop Circle, Sterling, VA 20166 +1-888-878-9982 ~26.06 miles east of Upperville
  • Pool available: Outdoor Pool
  • Three Star Airport hotel
From$55
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Dulles Airport An Ihg Hotel in Herndon
+1-888-389-4485
2200 Centreville Rd., Herndon, VA 20170 +1-888-389-4485 ~26.18 miles east of Upperville
  • Pool available: Indoor pool. Open Weekdays: 6am to 11am, 4pm to 10 pm. Weekend: 8 am to 10 pm.
  • Four-star Suburban property
From$79
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hyatt House Herndon / Reston in Herndon
+1-888-389-4121
467 Herndon Pkwy., Herndon, VA 20170 +1-888-389-4121 ~27.69 miles east of Upperville
  • Includes a pool: Open Seasonally
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites : 1937 Short Rd.
+1-888-675-2083
1937 Short Rd., Kearneysville, WV 25430 +1-888-675-2083 ~28.44 miles north of Upperville
  • Pool available: Outdoor pool 10:00 am to 11:00PM.
  • Midscale property
From$55
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Fairfax
+1-800-716-8490
12777 Fair Lakes Cir, Fairfax, VA 22033 +1-800-716-8490 ~28.54 miles east of Upperville
  • Pool details: Indoor, heated lap pool and whirlpool plus seasonal sundeck patio.
  • High-end Highway property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
The Westin Reston Heights - Reston
+1-800-805-5223
11750 Sunrise Valley Dr., Reston, VA 20191 +1-800-805-5223 ~28.93 miles east of Upperville
  • Pool available: Indoor pool, with jacuzzi, open 7 days per week from 6:00am - 10:00pm
  • 4-star Suburban hotel
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Fairfax Fair Oaks : 11191 Waples Mill Rd.
+1-888-965-1860
11191 Waples Mill Rd., Fairfax, VA 22030 +1-888-965-1860 ~31.15 miles east of Upperville
  • Has a pool!
  • Three Star Suburban property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Martinsburg in Martinsburg
+1-888-788-5576
975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-788-5576 ~31.93 miles north of Upperville
  • Pool details: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • 3 star Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Aikens Center
+1-888-897-9207
1872 Edwin Miller Blvd., Martinsburg, WV 25401 +1-888-897-9207 ~34.63 miles north of Upperville
  • Pool details: Seasonal Outdoor Pool is open from Memorial Day to Labor Day.
  • Low Cost Highway property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Tysons Corner Suites
+1-888-311-4278
8616 Westwood Center Dr., Vienna, VA 22182 +1-888-311-4278 ~34.71 miles east of Upperville
  • Pool available: Outdoor pool only. Memorial Day thru Labor Day. Pool Hours are seasonal from 9 AM - 10 PM.
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Tysons Corner : 1587 Spring Hill Rd.
+1-888-469-4795
1587 Spring Hill Rd., Vienna, VA 22182 +1-888-469-4795 ~34.96 miles east of Upperville
  • Includes a pool: We have a wonderful 6 feet outdoor pool open from 10 am - 8 pm beginning Memorial Day weekend until Labor Day Weekend. Offsite pool accommodations can be arranged if needed.
  • Economy Suburban property
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-888-734-9421
1011 Motel Dr., Woodstock, VA 22664 +1-888-734-9421 ~34.98 miles west of Upperville
  • Pool in hotel: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Cheap Highway property
From$81
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-841-5292
1150 Motel Dr., Woodstock, VA 22664 +1-888-841-5292 ~35.28 miles west of Upperville
  • Includes a swimming pool
  • 3-star Highway property
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton McLean Tysons in Mclean
+1-888-455-5160
1960 Chain Bridge Dr., Mclean, VA 22102 +1-888-455-5160 ~35.89 miles east of Upperville
  • Includes a pool: Indoor Jr. Olympic Swimming Pool. Open M-F 6am-8am and 5pm-10pm, Weekends 10am-10pm.
  • Mid-scale Suburban property
From$63
Very Good 4.0 /5 Review Score Call BookMore Details
Archer Falls Church : 8296 Glass Alley
+1-888-965-8297
8296 Glass Alley, Fairfax, VA 22031 +1-888-965-8297 ~36.30 miles east of Upperville
  • Pool in hotel: Seasonal outdoor pool and sundeck with lifeguard present.
  • Three Star Downtown property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Germantown Gaithersburg - Germantown
+1-888-906-6358
20025 Century Blvd., Germantown, MD 20874 +1-888-906-6358 ~36.34 miles east of Upperville
  • Pool details: Heated Indoor pool with Whirlpool. Open 5:00-10:00 PM daily and 10:00-9:00 on weekends.
  • 3-star Suburban hotel
From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Frederick : 5311 Buckeystown Pike
+1-888-749-6785
5311 Buckeystown Pike, Frederick, MD 21704 +1-888-749-6785 ~37.05 miles northeast of Upperville
  • Includes a pool: Outdoor Pool, open seasonally.
  • Three Star Suburban hotel
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Frederick Event Center - Frederick
+1-888-878-9982
5400 Holiday Dr., Frederick, MD 21703 +1-888-878-9982 ~37.26 miles northeast of Upperville
  • Includes a pool: Indoor Pool Hours 10 AM - 10 PM
  • 3-star Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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