Upperville Hotels with Outdoor or Indoor Pools

Goodstone Inn & Restaurant - Middleburg
+1-888-389-4121
36205 Snake Hill Rd., Middleburg, VA 20117 +1-888-389-4121 ~7.37 miles east of Upperville
  • Includes a pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • 3 star Rural hotel
From$300
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-888-675-2083
111 Hospitality Dr., Front Royal, VA 22630 +1-888-675-2083 ~15.64 miles west of Upperville
  • Includes a pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • 3 star Golf Course hotel
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Front Royal
+1-800-716-8490
9800 Winchester Rd., Front Royal, VA 22630 +1-800-716-8490 ~16.59 miles west of Upperville
  • Includes a pool: We have an indoor pool which is open from 8am-10pm
  • Mid-scale Suburban hotel
From$107
Very good 4.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites : 140 Costello Dr.
+1-800-805-5223
140 Costello Dr., Winchester, VA 22602 +1-800-805-5223 ~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 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-965-1860
250 Front Royal Pike, Winchester, VA 22601 +1-888-965-1860 ~18.45 miles northwest of Upperville
  • Pool details: Indoor pool open daily from 9:00AM - 10:00PM
  • Affordable Suburban hotel
From$88
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-788-5576
167 Town Run Lane, Stephens City, VA 22655 +1-888-788-5576 ~18.47 miles west of Upperville
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Three Star Highway hotel
From$60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-897-9207
165 Town Run Ln, Stephens City, VA 22655 +1-888-897-9207 ~18.52 miles west of Upperville
  • Includes a swimming pool
  • 3-star Rural property
From$68
Very good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Winchester in Winchester
+1-888-311-4278
160 Front Royal Pike, Winchester, VA 22602 +1-888-311-4278 ~18.52 miles northwest of Upperville
  • Pool available: Pool is outdoor. It generally opens by middle of May and closes by end of September. Again it depends on weather conditions at that time.
  • Cheap Suburban hotel
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn & Conference Center in Winchester
+1-888-469-4795
711 Millwood Ave., Winchester, VA 22601 +1-888-469-4795 ~18.74 miles northwest of Upperville
  • Has swimming pool: Labor day to Memorial Day Outdoor
  • 2 star Highway hotel
From$55
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+1-888-734-9421
170 Getty Ln, Winchester, VA 22603 +1-888-734-9421 ~18.75 miles northwest of Upperville
  • With a pool!
  • Mid-scale Suburban hotel
From$74
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-841-5292
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-841-5292 ~18.94 miles northwest of Upperville
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway hotel
From$82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA : 1204 Berryville Ave.
+1-888-455-5160
1204 Berryville Ave., Winchester, VA 22601 +1-888-455-5160 ~18.98 miles northwest of Upperville
  • Pool available: We feature a beautiful outdoor pool and sundeck, which is open Memorial Day through Labor Day. The pool is open in season from 9 am - 10 pm.
  • Mid-scale Highway hotel
From$84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-965-8297
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-965-8297 ~19.03 miles south of Upperville
  • Pool details: 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.
  • Economy Suburban property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-906-6358
2951 Valley Ave., Winchester, VA 22601 +1-888-906-6358 ~19.36 miles northwest of Upperville
  • We have a pool ready for use
  • Low-priced Suburban hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG in Warrenton
+1-888-749-6785
410 Holiday Court, Warrenton, VA 20186 +1-888-749-6785 ~19.41 miles south of Upperville
  • Has swimming pool: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-878-9982
150 Faraday Plaza, Winchester, VA 22603 +1-888-878-9982 ~19.89 miles northwest of Upperville
  • Pool details: Indoor Pool - 10a-10pm
  • Economy Highway property
From$60
Average 3.0 /5 Review Score Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-389-4485
103 East Piccadilly St., Winchester, VA 22601 +1-888-389-4485 ~19.90 miles northwest of Upperville
  • Has a pool!
  • Midscale Downtown property
From$99
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District by IHG - Leesburg
+1-888-389-4121
80 Prosperity Ave., Leesburg, VA 20175 +1-888-389-4121 ~19.91 miles east of Upperville
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Three Star hotel
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-675-2083
726 East Market St., Leesburg, VA 20176 +1-888-675-2083 ~20.08 miles east of Upperville
  • Pool in hotel: 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.
  • Affordable Suburban property
From$82
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne
+1-800-716-8490
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-716-8490 ~20.23 miles east of Upperville
  • Includes a pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Midscale Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-800-805-5223
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-805-5223 ~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
  • Midscale Downtown property
From$119
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket - Gainesville
+1-888-965-1860
7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-965-1860 ~20.24 miles southeast of Upperville
  • Our hotel comes with a pool
  • Three Star Rural property
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn in Winchester
+1-888-788-5576
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-788-5576 ~20.58 miles northwest of Upperville
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Inexpensive Highway hotel
From$77
Very good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Winchester
+1-888-897-9207
118 Mercedes Court, Winchester, VA 22603 +1-888-897-9207 ~20.69 miles northwest of Upperville
  • Has swimming pool
  • Affordable property
From$90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-311-4278
1500 East Market St., Leesburg, VA 20176 +1-888-311-4278 ~20.87 miles east of Upperville
  • Includes a pool: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban hotel
Home 2 Chantilly : 43340 Defender Dr.
+1-888-469-4795
43340 Defender Dr., Chantilly, VA 20152 +1-888-469-4795 ~21.27 miles east of Upperville
  • Pool available: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Expensive Airport hotel
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-734-9421
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-734-9421 ~21.49 miles northwest of Upperville
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • Midscale Rural property
From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center : 300 Marriott Dr.
+1-888-841-5292
300 Marriott Dr., Winchester, VA 22603 +1-888-841-5292 ~21.73 miles northwest of Upperville
  • Pool in hotel: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Three Star Suburban hotel
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+1-888-455-5160
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-455-5160 ~21.78 miles north of Upperville
  • Pool in hotel: Outdoor, seasonal
  • Three Star Mountain property
From$80
Very good 4.0 /5 Reviews Call BookMore Details
Aloft Dulles Airport North : 22390 Flagstaff Plaza
+1-888-965-8297
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-965-8297 ~21.87 miles east of Upperville
  • Pool details: Indoor pool
  • Affordable Airport property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Dulles North in Ashburn
+1-888-906-6358
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-906-6358 ~21.91 miles east of Upperville
  • Pool details: Indoor Pool
  • 3 star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun in Ashburn
+1-888-749-6785
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-749-6785 ~23.02 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Mid-scale Airport hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun
+1-888-878-9982
44620 Waxpool Rd., Dulles, VA 20147 +1-888-878-9982 ~23.02 miles east of Upperville
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • 3 star Airport hotel
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-389-4485
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-389-4485 ~23.45 miles north of Upperville
  • Pool in hotel: 10am-10pm indoor
  • Three Star Mountain hotel
From$72
Very good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield in Manassas
+1-888-389-4121
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-389-4121 ~23.63 miles southeast of Upperville
  • Pool in hotel: 6am to 10pm Indoor
  • 3-star Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park
+1-888-675-2083
10701 Battleview Pkwy., Manassas, VA 20109 +1-888-675-2083 ~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 hotel
From$70
Very good 4.0 /5 Read Reviews Call BookMore Details
Washington Dulles Airport Marriott in Dulles
+1-800-716-8490
45020 Aviation Dr., Dulles, VA 20166 +1-800-716-8490 ~23.78 miles east of Upperville
  • Includes a pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Midscale Airport hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Wyndham Garden Manassas in Manassas
+1-800-805-5223
10800 Vandor Lane, Manassas, VA 20109 +1-800-805-5223 ~23.83 miles southeast of Upperville
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • 3-star Suburban hotel
From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Battlefield Inn
+1-888-965-1860
10820 Balls Ford Rd., Manassas, VA 20109 +1-888-965-1860 ~23.90 miles southeast of Upperville
  • Pool details: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Economy Suburban hotel
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North in Ashburn
+1-888-788-5576
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-788-5576 ~23.93 miles east of Upperville
  • Pool details: Indoor pool open from 10am-10pm
  • Three 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.
+1-888-897-9207
4050 Westfax Dr., Chantilly, VA 20151 +1-888-897-9207 ~24.14 miles east of Upperville
  • Pool in hotel
  • Mid-scale Airport hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park
+1-888-311-4278
7350 Williamson Blvd., Manassas, VA 20109 +1-888-311-4278 ~24.23 miles southeast of Upperville
  • Includes a pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • Affordable Highway hotel
From$90
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Manassas - Battlefield by IHG in Manassas
+1-888-469-4795
10424 Balls Ford Rd., Manassas, VA 20109 +1-888-469-4795 ~24.25 miles southeast of Upperville
  • Includes a pool: Indoor heat Jacuzzi & Pool
  • 3-star Rural hotel
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Westfields Marriott
+1-888-734-9421
14750 Conference Center Dr., Chantilly, VA 20151 +1-888-734-9421 ~24.62 miles east of Upperville
  • Includes a pool: We have two pools– one indoor and one seasonal outdoor.
  • 4-star Suburban hotel
From$69
Very good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport - Sterling
+1-888-841-5292
22700 Holiday Park Dr., Sterling, VA 20166 +1-888-841-5292 ~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
  • 3-star Airport hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington Dulles - Dulles
+1-888-455-5160
1000 Sully Rd., Dulles, VA 20166 +1-888-455-5160 ~24.68 miles east of Upperville
  • Pool details: 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$79
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Chantilly Dulles South
+1-888-965-8297
14440 Chantilly Crossing Lane, Chantilly, VA 20151 +1-888-965-8297 ~24.72 miles east of Upperville
  • Pool in hotel
  • 3-star Suburban hotel
From$119
Very good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG : 45425 Holiday Dr.
+1-888-906-6358
45425 Holiday Dr., Sterling, VA 20166 +1-888-906-6358 ~24.78 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
  • 3 star Airport property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North in Sterling
+1-888-749-6785
45520 Dulles Plaza, Sterling, VA 20166 +1-888-749-6785 ~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 hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Westin Washington Dulles Airport
+1-888-878-9982
2520 Wasser Terrace, Herndon, VA 20171 +1-888-878-9982 ~24.90 miles east of Upperville
  • Pool available: Permanently closed.
  • Affordable Airport hotel
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
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