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

Goodstone Inn & Restaurant
+1-888-389-4121

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36205 Snake Hill Rd., Middleburg, VA 20117 ~7.37 miles east of Upperville
  • Has swimming pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Three Star Rural hotel
More Photos Pool image of Goodstone Inn & Restaurant
From$350
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-888-675-2083

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111 Hospitality Dr., Front Royal, VA 22630 ~15.64 miles west of Upperville
  • Pool in hotel: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Mid-scale Golf Course hotel
More Photos Pool image of Doubletree by Hilton Front Royal Blue Ridge Shadows
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites
+1-800-716-8490

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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.
  • Cheap Suburban hotel
More Photos Pool image of Sleep Inn & Suites
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South in Stephens City
+1-800-805-5223

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167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway hotel
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-965-1860

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165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • Has swimming pool
  • 3-star Rural property
More Photos Swimming pool at Holiday Inn Express
From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-888-788-5576

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160 Front Royal Pike, Winchester, VA 22602 ~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.
  • Economy Suburban hotel
More Photos Pool image of Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites - Winchester
+1-888-897-9207

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141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.61 miles west of Upperville
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Suburban property
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-311-4278

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170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Has a pool!
  • Three Star Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-469-4795

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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 Photo of Hampton Inn Winchester University / Mall Area Pool
From$82
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-734-9421

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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.
  • Cheap Suburban property
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-841-5292

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2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Includes a swimming pool
  • Low priced Suburban property
More Photos Pool image of Motel 6 Winchester Va
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG : 410 Holiday Court
+1-888-455-5160

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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.
  • 3 star Suburban property
More Photos Pool image of Holiday Inn Express Hotel & Suites Warrenton by IHG
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester in Winchester
+1-888-965-8297

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150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Pool available: Indoor Pool - 10a-10pm
  • Economy Highway property
More Photos Pool image of Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Review Score Call BookMore Details
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The George Washington a Wyndham Grand Hotel
+1-888-906-6358

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103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a pool
  • Midscale Downtown property
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+1-888-749-6785

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726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Pool available: 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.
  • Three Star Suburban property
More Photos Pool image of Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn & Suites Leesburg in Leesburg
+1-888-878-9982

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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 property
More Photos Photo of Hampton Inn & Suites Leesburg Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-389-4485

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115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool details: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Midscale Downtown hotel
More Photos Pool image of Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn - Winchester
+1-888-389-4121

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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.
  • Inexpensive Highway property
More Photos Pool image of Quality Inn
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-675-2083

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1500 East Market St., Leesburg, VA 20176 ~20.87 miles east of Upperville
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • Mid-scale Suburban property
More Photos Pool image of Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Reviews Call BookMore Details
Home 2 Chantilly
+1-800-716-8490

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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 hotel
More Photos hotel room
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites - Winchester
+1-800-805-5223

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New Reservations: +1-800-805-5223 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
  • 3-star Rural hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Winchester Medical Center
+1-888-965-1860

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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
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Winchester Medical Center
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg - Ranson
+1-888-788-5576

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681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Pool in hotel: Outdoor, seasonal
  • Midscale Mountain hotel
More Photos Photo of Holiday Inn Express Charles Town by Ihg Pool
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Aloft Dulles Airport North : 22390 Flagstaff Plaza
+1-888-897-9207

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22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Pool details: Indoor pool
  • Midscale Airport hotel
More Photos Swimming pool at Aloft Dulles Airport North
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Dulles North - Ashburn
+1-888-311-4278

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Includes a pool: Indoor Pool
  • Mid-scale Suburban property
More Photos Pool image of Hilton Garden Inn Dulles North
From$64
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun in Ashburn
+1-888-469-4795

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44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • 3-star Airport hotel
More Photos Photo of Embassy Suites by Hilton Dulles North Loudoun Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun - Dulles
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • 3-star Airport hotel
More Photos Pool image of Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-841-5292

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4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.45 miles north of Upperville
  • Has swimming pool: 10am-10pm indoor
  • 3 star Mountain property
More Photos Pool image of Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-888-455-5160

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6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Pool details: 6am to 10pm Indoor
  • Three Star Suburban hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Manassas Battlefield
From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park in Manassas
+1-888-965-8297

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10701 Battleview Pkwy., Manassas, VA 20109 ~23.73 miles southeast of Upperville
  • Pool in hotel: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Mid-scale Suburban hotel
More Photos Pool image of Courtyard by Marriott Manassas Battlefield Park
From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Washington Dulles Airport Marriott
+1-888-906-6358

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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
  • Mid-scale Airport property
More Photos Photo of Washington Dulles Airport Marriott Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Manassas in Manassas
+1-888-749-6785

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7001 Infantry Ridge Rd., Manassas, VA 20109 ~23.80 miles southeast of Upperville
  • Has swimming pool: Indoor Pool
  • 3 star hotel
More Photos hotel room
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane
+1-888-878-9982

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10800 Vandor Lane, Manassas, VA 20109 Website ~23.83 miles southeast of Upperville
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Mid-scale Suburban hotel
More Photos Pool image of Wyndham Garden Manassas
From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Battlefield Inn
+1-888-389-4485

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10820 Balls Ford Rd., Manassas, VA 20109 ~23.90 miles southeast of Upperville
  • Includes a pool: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • 2-star Suburban hotel
More Photos Photo of Best Western Battlefield Inn Pool
From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-389-4121

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20065 Lakeview Center Plaza, Ashburn, VA 20147 ~23.93 miles east of Upperville
  • Pool in hotel: 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 Recent Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
4050 Westfax Dr., Chantilly, VA 20151 ~24.14 miles east of Upperville
  • Pool in hotel
  • Midscale Airport property
More Photos Pool image of Hampton Inn Washington-Dulles Int'l Airport South
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7350 Williamson Blvd., Manassas, VA 20109 ~24.23 miles southeast of Upperville
  • Pool available: Indoor pool with a Jacuzzi 15X25 Indoor
  • 3-star Highway hotel
More Photos Pool image of Comfort Suites Manassas Battlefield Park
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Strasburg in Strasburg
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
21 Signal Knob Dr., Strasburg, VA 22657 ~24.34 miles west of Upperville
  • Has a pool!
  • Cheap Rural property
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport
+1-888-965-1860

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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
  • Midscale Airport property
More Photos Pool image of Hampton Inn & Suites Washington Dulles International Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Washington Dulles in Dulles
+1-888-788-5576

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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
  • Midscale Airport property
More Photos Photo of Holiday Inn Washington Dulles Pool
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG - Sterling
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~24.78 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
  • Affordable Airport hotel
More Photos Pool image of Holiday Inn Washington-Dulles International Airport by IHG
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-311-4278

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45520 Dulles Plaza, Sterling, VA 20166 ~24.87 miles east of Upperville
  • Includes a pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3 star Airport hotel
More Photos Swimming pool at Hyatt House Sterling Dulles Airport North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
The Westin Washington Dulles Airport in Herndon
+1-888-469-4795

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2520 Wasser Terrace, Herndon, VA 20171 ~24.90 miles east of Upperville
  • Pool in hotel: Permanently closed.
  • 3 star Airport property
More Photos Photo of The Westin Washington Dulles Airport Pool
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport - Sterling
+1-888-734-9421

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21611 Atlantic Blvd., Sterling, VA 20166 ~24.91 miles east of Upperville
  • Pool in hotel: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3 star Airport hotel
More Photos Swimming pool at Doubletree by Hilton Sterling Dulles Airport
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Chantilly - Chantilly
+1-888-841-5292

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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 property
More Photos Swimming pool at Holiday Inn Chantilly
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Dulles - Herndon
+1-888-455-5160

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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 property
More Photos Swimming pool at Hyatt Regency Dulles
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Chantilly / Dulles Airport South
+1-888-965-8297

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4994 Westone Plaza, Chantilly, VA 20151 ~25.18 miles east of Upperville
  • Pool in hotel: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • Affordable Airport property
More Photos Photo of Hyatt Place Chantilly / Dulles Airport South Pool
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Herndon / Dulles Airport East
+1-888-906-6358

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13711 Sayward Blvd., Herndon, VA 20171 ~25.30 miles east of Upperville
  • Includes a 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.
  • 3 star Airport property
More Photos Photo of Hyatt Place Herndon / Dulles Airport East Pool
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wingate by Wyndham Chantilly / Dulles Airport
+1-888-749-6785

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New Reservations: +1-888-749-6785 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
  • 3-star Airport property
More Photos Swimming pool at Wingate by Wyndham Chantilly / Dulles Airport
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Dulles Int'l Airport
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
13460 Sunrise Valley Dr., Herndon, VA 20171 ~25.79 miles east of Upperville
  • Has swimming pool: Indoor Pool
  • Three Star Airport property
More Photos Photo of Homewood Suites by Hilton Dulles Int'l Airport Pool
From$75
Average 3.0 /5 Reviews Call BookMore Details

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