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

Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
111 Hospitality Dr., Front Royal, VA 22630 ~15.64 miles west of Upperville
  • Includes a pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Affordable Golf Course property
More Photos Photo of Doubletree by Hilton Front Royal Blue Ridge Shadows Pool
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn Front Royal - Front Royal
+1-888-675-2083

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9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • Includes a pool: We have an indoor pool which is open from 8am-10pm
  • Midscale Suburban hotel
More Photos Swimming pool at Hampton Inn Front Royal
From$107
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Airlie Hotel
+1-800-716-8490

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6809 Airlie Rd., Warrenton, VA 20187 ~16.97 miles south of Upperville
  • Has a pool!
  • High end property
More Photos Pool image of Airlie Hotel
From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester in Winchester
+1-800-805-5223

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New Reservations: +1-800-805-5223 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
  • Two star Suburban hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites in Winchester
+1-888-965-1860

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140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Pool details: 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.
  • Two star Suburban hotel
More Photos Pool image of Sleep Inn & Suites
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester in Winchester
+1-888-788-5576

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250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • Includes a pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Midscale Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Winchester
From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South : 167 Town Run Lane
+1-888-897-9207

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167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway hotel
More Photos Swimming pool at Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-311-4278

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165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • Includes a swimming pool
  • 3 star Rural hotel
More Photos Swimming pool at Holiday Inn Express
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd.
+1-888-469-4795

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141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.57 miles west of Upperville
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban property
More Photos Swimming pool at Country Inn & Suites by Radisson Winchester Va
From$85
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Clarion Inn & Conference Center - Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 ~18.74 miles northwest of Upperville
  • Pool available: Labor day to Memorial Day Outdoor
  • Low priced Highway property
More Photos Swimming pool at Clarion Inn & Conference Center
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-841-5292

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170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Includes a swimming pool
  • Midscale Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-455-5160

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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
  • Midscale Highway hotel
More Photos Pool image of Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA - Winchester
+1-888-965-8297

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1204 Berryville Ave., Winchester, VA 22601 ~18.98 miles northwest of Upperville
  • Pool in hotel: 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
More Photos Pool image of Hampton Inn Winchester N/Conference Center, VA
From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Baymont Inn & Suites Warrenton
+1-888-906-6358

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7379 Comfort Inn Dr., Warrenton, VA 20187 ~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.
  • Low-priced Suburban property
More Photos Photo of Baymont Inn & Suites Warrenton Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Winchester in Winchester
+1-888-749-6785

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120 Wingate Dr., Winchester, VA 22601 ~19.20 miles northwest of Upperville
  • Pool available: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3-star Highway property
More Photos Pool image of Hilton Garden Inn Winchester
From$90
Very Good 4.5 /5 Review Score Call BookMore Details
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Motel 6 Winchester Va
+1-888-878-9982

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2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Includes a swimming pool
  • Economical Suburban property
More Photos Photo of Motel 6 Winchester Va Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel : 410 Holiday Court
+1-888-389-4485

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410 Holiday Court, Warrenton, VA 20186 ~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.
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-389-4121

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150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Includes a pool: Indoor Pool - 10a-10pm
  • Cheap Highway hotel
More Photos Pool image of Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-675-2083

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103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Pool in hotel
  • 3-star Downtown hotel
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Leesburg : 80 Prosperity Ave.
+1-800-716-8490

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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.
  • 3-star property
More Photos Pool image of Comfort Suites Leesburg
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~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.
  • 3-star Suburban hotel
More Photos Pool image of Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites in Leesburg
+1-888-965-1860

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117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-788-5576

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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 Pool image of Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket : 7300 Atlas Walk Way
+1-888-897-9207

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7300 Atlas Walk Way, Gainesville, VA 20155 ~20.24 miles southeast of Upperville
  • We have a pool ready for use
  • Mid-scale Rural hotel
More Photos Pool image of Hampton Inn by Hilton Gainesville-Haymarket
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn - Winchester
+1-888-311-4278

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1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway hotel
More Photos Photo of Quality Inn Pool
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Winchester - Winchester
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 ~20.69 miles northwest of Upperville
  • We have a pool
  • Three Star hotel
More Photos Pool image of TRU by Hilton Winchester
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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
  • Midscale Suburban hotel
More Photos Swimming pool at Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Home 2 Chantilly : 43340 Defender Dr.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 ~21.27 miles east of Upperville
  • Pool available: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four-star Airport property
More Photos hotel room
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites - Winchester
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
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 Photo of Holiday Inn Express & Suites Pool
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Winchester
+1-888-965-8297

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300 Marriott Dr., Winchester, VA 22603 ~21.73 miles northwest of Upperville
  • Has swimming pool: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Three Star Suburban property
More Photos Pool image of Courtyard by Marriott Winchester
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel
+1-888-906-6358

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681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Includes a pool: Outdoor, seasonal
  • Affordable Mountain hotel
More Photos Swimming pool at Holiday Inn Express Charles Town An Ihg Hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles North - Ashburn
+1-888-749-6785

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22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Pool available: Indoor pool
  • Affordable Airport property
More Photos Swimming pool at Aloft Dulles North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-878-9982

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Has swimming pool: Indoor Pool
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Dulles North
From$80
Average 3.0 /5 Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun : 44610 Waxpool Rd.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Midscale Airport hotel
More Photos Swimming pool at Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Midscale Airport property
More Photos Swimming pool at Homewood Suites by Hilton Dulles North / Loudoun
From$95
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.45 miles north of Upperville
  • Includes a pool: 10am-10pm indoor
  • Three Star Mountain property
More Photos Swimming pool at Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Pool available: 6am to 10pm Indoor
  • Mid-scale Suburban property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Manassas Battlefield
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park : 10701 Battleview Pkwy.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
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.
  • Affordable Suburban hotel
More Photos Photo of Courtyard by Marriott Manassas Battlefield Park Pool
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane
+1-888-965-1860

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10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Pool details: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • 3-star Suburban property
More Photos Pool image of Wyndham Garden Manassas
From$53
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Battlefield Inn in Manassas
+1-888-788-5576

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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
  • Cheap Suburban property
More Photos Swimming pool at Best Western Battlefield Inn
From$45
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-897-9207

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20065 Lakeview Center Plaza, Ashburn, VA 20147 ~23.93 miles east of Upperville
  • Has swimming pool: Indoor pool open from 10am-10pm
  • Midscale Suburban hotel
More Photos Photo of Springhill Suites by Marriott Ashburn Dulles North Pool
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Manassas
+1-888-311-4278

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7295 Williamson Blvd., Manassas, VA 20109 ~24.15 miles southeast of Upperville
  • Includes a pool: Seasonal outdoor saltwater pool
  • Mid-scale Suburban hotel
More Photos Pool image of Hampton Inn Manassas
From$94
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Manassas Battlefield An Ihg Hotel
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
10424 Balls Ford Rd., Manassas, VA 20109 ~24.25 miles southeast of Upperville
  • Pool details: Indoor heat Jacuzzi & Pool
  • 3 star Rural property
More Photos Photo of Holiday Inn Manassas Battlefield An Ihg Hotel Pool
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott at Dulles Airport - Sterling
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
23000 Indian Creek Dr., Sterling, VA 20166 ~24.49 miles east of Upperville
  • Pool in hotel: Indoor Pool
  • Affordable Airport hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott at Dulles Airport
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westfields Marriott - Chantilly
+1-888-841-5292

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14750 Conference Center Dr., Chantilly, VA 20151 ~24.62 miles east of Upperville
  • Pool in hotel: We have two pools– one indoor and one seasonal outdoor.
  • Four-star Suburban hotel
More Photos Swimming pool at Westfields Marriott
From$69
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Washington Dulles
+1-888-455-5160

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1000 Sully Rd., Dulles, VA 20166 ~24.68 miles east of Upperville
  • Includes a 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
  • 3-star Airport property
More Photos Pool image of Holiday Inn Washington Dulles
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Chantilly Dulles South
+1-888-965-8297

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14440 Chantilly Crossing Lane, Chantilly, VA 20151 ~24.72 miles east of Upperville
  • Pool in hotel
  • Mid-scale Suburban property
More Photos Pool image of Residence Inn by Marriott Chantilly Dulles South
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Dulles Airport
+1-888-906-6358

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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
  • 3 star Airport hotel
More Photos Swimming pool at Holiday Inn Dulles Airport
From$60
Average 3.0 /5 Review Score Call BookMore Details
Hyatt House Sterling / Dulles Airport North
+1-888-749-6785

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45520 Dulles Plaza, Sterling, VA 20166 ~24.87 miles east of Upperville
  • Has swimming pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3-star Airport hotel
More Photos Pool image of Hyatt House Sterling / Dulles Airport North
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Chantilly in Chantilly
+1-888-878-9982

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4335 Chantilly Shopping Center, Chantilly, VA 20151 ~25.01 miles east of Upperville
  • Has swimming pool: an Outdoor Pool- opens on Memorial Day Weekend to Labor Day weekend from 10:00am - 8:00pm.
  • Affordable Airport hotel
More Photos Photo of Holiday Inn Chantilly Pool
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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