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.

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Upperville Hotels with Outdoor or Indoor Pools

La Quinta Inn & Suites by Wyndham Winchester
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Pool in hotel: Our Indoor Pool is open 6am-11pm
  • Economical Suburban property
More Photos Photo of La Quinta Inn & Suites by Wyndham Winchester Pool
From$60
Average 3.0 /5 Review Score Call BookMore Details
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Holiday Inn Winchester Se Historic Gateway An Ihg Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
333 Front Royal Pike, Winchester, VA 22602 ~18.39 miles northwest of Upperville
  • Pool in hotel: Indoor
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Winchester Se Historic Gateway An Ihg Hotel
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City
+1-800-716-8490

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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
More Photos Photo of Quality Inn Stephens City Pool
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va in Winchester
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.57 miles west of Upperville
  • Pool available: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban hotel
More Photos Swimming pool at Country Inn & Suites by Radisson Winchester Va
From$85
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in Winchester
+1-888-965-1860

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640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway hotel
More Photos Pool image of Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
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.
  • Cheap Suburban property
More Photos Photo of Baymont Inn & Suites Warrenton Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Wingate by Wyndham - Winchester
+1-888-897-9207

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150 Wingate Dr., Winchester, VA 22601 ~19.14 miles northwest of Upperville
  • Has a pool!
  • Three Star Downtown property
More Photos Swimming pool at Wingate by Wyndham
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel - Warrenton
+1-888-311-4278

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410 Holiday Court, Warrenton, VA 20186 ~19.41 miles south of Upperville
  • Includes a 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
More Photos Pool image of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-469-4795

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103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • We have a pool
  • 3 star Downtown hotel
More Photos Photo of The George Washington a Wyndham Grand Hotel Pool
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~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.
  • 3-star Suburban hotel
More Photos Photo of Best Western Leesburg Hotel & Conference Center Pool
From$82
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites in Leesburg
+1-888-841-5292

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117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • Pool details: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Midscale Suburban property
More Photos Pool image of Hampton Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-888-455-5160

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115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool available: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Affordable Downtown property
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
150 Faraday Plz, Winchester, VA 22603 ~20.45 miles northwest of Upperville
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Low priced Highway hotel
More Photos Swimming pool at Microtel Inn & Suites by Wyndham Winchester
From$65
Average 3.0 /5 Latest Reviews Call BookMore Details
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Quality Inn : 1601 Martinsburg Pike
+1-888-906-6358

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1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Inexpensive Highway property
More Photos Swimming pool at Quality Inn
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites in Winchester
+1-888-749-6785

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142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Pool available: 9am-10pm Indoor with Jacuzzi
  • Affordable Rural hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Holiday Inn Express Charles Town An Ihg Hotel
+1-888-878-9982

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681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Pool details: Outdoor, seasonal
  • 3-star Mountain hotel
More Photos Swimming pool at Holiday Inn Express Charles Town An Ihg Hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-389-4485

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Pool details: Indoor Pool
  • Mid-scale Suburban hotel
More Photos Pool image of Hilton Garden Inn Dulles North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Pool details: Indoor/Outdoor Swimming pool
  • Affordable Airport property
More Photos Swimming pool at Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Lansdowne Resort & Spa
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
44050 Woodridge Pkwy., Leesburg, VA 20176 ~23.07 miles east of Upperville
  • Our hotel comes with a pool
  • High end Resort hotel
More Photos Swimming pool at Lansdowne Resort & Spa
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.45 miles north of Upperville
  • Pool details: 10am-10pm indoor
  • Three Star Mountain hotel
More Photos Swimming pool at Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield : 6950 Nova Way Manassas Va 20109
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Pool details: 6am to 10pm Indoor
  • Affordable Suburban hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Manassas Battlefield
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Manassas Battlefield Park Courtyard by Marriott in Manassas
+1-888-965-1860

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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
More Photos Photo of Manassas Battlefield Park Courtyard by Marriott Pool
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane
+1-888-788-5576

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10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Pool in hotel: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Midscale Suburban property
More Photos Photo of Wyndham Garden Manassas Pool
From$53
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott at Dulles Airport in Sterling
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
23000 Indian Creek Dr., Sterling, VA 20166 ~24.49 miles east of Upperville
  • Pool in hotel: Indoor Pool
  • Mid-scale Airport hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott at Dulles Airport
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Dulles Airport Inn in Sterling
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
45440 Holiday Dr., Sterling, VA 20166 ~24.73 miles east of Upperville
  • Pool available: Indoor pool
  • 2-star Airport hotel
More Photos Pool image of Best Western Dulles Airport Inn
From$42
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Dulles Airport : 45425 Holiday Dr.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
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
  • Affordable Airport hotel
More Photos Photo of Holiday Inn Dulles Airport Pool
From$60
Average 3.0 /5 Reviews Call BookMore Details
The Westin Washington Dulles Airport : 2520 Wasser Terrace
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2520 Wasser Terrace, Herndon, VA 20171 ~24.90 miles east of Upperville
  • Pool details: Permanently closed.
  • Three Star Airport hotel
More Photos Photo of The Westin Washington Dulles Airport Pool
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Chantilly : 4335 Chantilly Shopping Center
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
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
More Photos Pool image of Holiday Inn Chantilly
From$57
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Regency Dulles
+1-888-455-5160

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2300 Dulles Corner Blvd., Herndon, VA 20171 ~25.11 miles east of Upperville
  • Pool in hotel: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • 4-star Airport hotel
More Photos Swimming pool at Hyatt Regency Dulles
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
13711 Sayward Blvd., Herndon, VA 20171 ~25.30 miles east of Upperville
  • Pool available: Our indoor pool is currently closed due to Covid-19.
  • Midscale Airport property
More Photos Pool image of Hyatt Place Herndon Dulles Airport East
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wingate by Wyndham Chantilly / Dulles Airport in Chantilly
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3940 Centerview Dr., Chantilly, VA 20151 ~25.36 miles east of Upperville
  • Has swimming pool: Indoor Heated Pool/Jacuzzi 9 AM to 10 PM daily No Lifeguard on Duty
  • Affordable Airport property
More Photos Pool image of Wingate by Wyndham Chantilly / Dulles Airport
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Washington Dulles Airport Chantilly
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3935 Centerview Dr., Chantilly, VA 20151 ~25.43 miles east of Upperville
  • We have a pool
  • Three Star Airport hotel
More Photos Photo of Courtyard by Marriott Washington Dulles Airport Chantilly Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Sterling / Dulles Airport North
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
21481 Ridgetop Cir, Sterling, VA 20166 ~26.05 miles east of Upperville
  • Includes a pool: Outdoor, seasonal Pool. Open Memorial Day to Labor Day.
  • Affordable Airport hotel
More Photos Pool image of Hyatt Place Sterling / Dulles Airport North
From$51
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Dulles Airport An Ihg Hotel in Herndon
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2200 Centreville Rd., Herndon, VA 20170 ~26.18 miles east of Upperville
  • Pool details: Indoor pool. Open Weekdays: 6am to 11am, 4pm to 10 pm. Weekend: 8 am to 10 pm.
  • Expensive Suburban hotel
More Photos Swimming pool at Crowne Plaza Dulles Airport An Ihg Hotel
From$79
Very Good 4.5 /5 Reviews Call BookMore Details
Hyatt House Herndon / Reston
+1-888-389-4121

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467 Herndon Pkwy., Herndon, VA 20170 ~27.69 miles east of Upperville
  • Has swimming pool: Open Seasonally
  • Affordable Suburban hotel
More Photos Pool image of Hyatt House Herndon / Reston
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites - Kearneysville
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 ~28.44 miles north of Upperville
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • Affordable hotel
More Photos Pool image of Quality Inn & Suites
From$55
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Fairfax
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
12777 Fair Lakes Cir, Fairfax, VA 22033 ~28.54 miles east of Upperville
  • Pool in hotel: Indoor, heated lap pool and whirlpool plus seasonal sundeck patio.
  • 4 star Highway hotel
More Photos Swimming pool at Hilton Fairfax
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Fairfax Fair Oaks
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
11191 Waples Mill Rd., Fairfax, VA 22030 ~31.15 miles east of Upperville
  • We have a pool ready for use
  • Affordable Suburban property
More Photos Photo of Springhill Suites by Marriott Fairfax Fair Oaks Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Martinsburg in Martinsburg
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 ~31.93 miles north of Upperville
  • Has swimming pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway property
More Photos Photo of Hampton Inn Martinsburg Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Aikens Center
+1-888-788-5576

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1872 Edwin Miller Blvd., Martinsburg, WV 25401 ~34.63 miles north of Upperville
  • Pool in hotel: Seasonal Outdoor Pool is open from Memorial Day to Labor Day.
  • 2-star Highway hotel
More Photos Photo of Comfort Inn Aikens Center Pool
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Tysons Corner Suites in Vienna
+1-888-897-9207

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8616 Westwood Center Dr., Vienna, VA 22182 ~34.71 miles east of Upperville
  • Pool in hotel: Outdoor pool only. Memorial Day thru Labor Day. Pool Hours are seasonal from 9 AM - 10 PM.
  • 3 star Suburban hotel
More Photos Photo of Tysons Corner Suites Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Tysons Corner
+1-888-311-4278

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1587 Spring Hill Rd., Vienna, VA 22182 ~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.
  • Two-star Suburban property
More Photos Swimming pool at Quality Inn Tysons Corner
From$47
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-888-469-4795

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1011 Motel Dr., Woodstock, VA 22664 ~34.98 miles west of Upperville
  • Includes a pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • 2 star Highway hotel
More Photos Swimming pool at Comfort Inn Woodstock Shenandoah
From$81
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites in Woodstock
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 ~35.28 miles west of Upperville
  • Includes a pool
  • 3-star Highway hotel
More Photos Swimming pool at Hampton Inn & Suites
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton McLean Tysons in Mclean
+1-888-841-5292

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1960 Chain Bridge Dr., Mclean, VA 22102 ~35.89 miles east of Upperville
  • Pool in hotel: Indoor Jr. Olympic Swimming Pool. Open M-F 6am-8am and 5pm-10pm, Weekends 10am-10pm.
  • 3 star Suburban hotel
More Photos Pool image of Doubletree by Hilton McLean Tysons
From$63
Very Good 4.0 /5 Reviews Call BookMore Details
Archer Falls Church
+1-888-455-5160

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8296 Glass Alley, Fairfax, VA 22031 ~36.30 miles east of Upperville
  • Includes a pool: Seasonal outdoor pool and sundeck with lifeguard present.
  • Mid-scale Downtown hotel
More Photos Pool image of Archer Falls Church
From$75
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Germantown Gaithersburg - Germantown
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
20025 Century Blvd., Germantown, MD 20874 ~36.34 miles east of Upperville
  • Pool available: Heated Indoor pool with Whirlpool. Open 5:00-10:00 PM daily and 10:00-9:00 on weekends.
  • Midscale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Germantown Gaithersburg
From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Frederick in Frederick
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
5311 Buckeystown Pike, Frederick, MD 21704 ~37.05 miles northeast of Upperville
  • Pool details: Outdoor Pool, open seasonally.
  • Mid-scale Suburban property
More Photos Photo of Hampton Inn Frederick Pool
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Inn Frederick Event Center
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5400 Holiday Dr., Frederick, MD 21703 ~37.26 miles northeast of Upperville
  • Has swimming pool: Indoor Pool Hours 10 AM - 10 PM
  • Three Star Highway property
More Photos Photo of Clarion Inn Frederick Event Center Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Culpeper Inn in Culpeper
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
791 Madison Rd., Culpeper, VA 22701 ~37.60 miles south of Upperville
  • Pool available: Outdoor pool. Open during the warm weather seasons.
  • Three Star Rural hotel
More Photos Photo of Best Western Culpeper Inn Pool
From$79
Very Good 4.0 /5 Review Score Call BookMore Details

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