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 - Middleburg
+1-888-389-4121

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36205 Snake Hill Rd., Middleburg, VA 20117 ~7.37 miles east of Upperville
  • Pool available: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Affordable Rural property
More Photos Photo of Goodstone Inn & Restaurant Pool
From$350
Average 3.0 /5 Latest 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 details: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • 3 star Golf Course property
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
  • Includes a pool: 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.
  • 2-star Suburban hotel
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
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 Pool image of Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-888-965-1860

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250 Front Royal Pike, Winchester, VA 22602 ~18.50 miles northwest of Upperville
  • Pool available: Indoor Pool 6am - 10pm
  • Midscale Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott
From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-788-5576

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165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • Pool in hotel
  • 3 star Rural hotel
More Photos Swimming pool at Holiday Inn Express
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-888-897-9207

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160 Front Royal Pike, Winchester, VA 22602 ~18.52 miles northwest of Upperville
  • Pool in hotel: 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.
  • Inexpensive Suburban hotel
More Photos Swimming pool at Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites - Winchester
+1-888-311-4278

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141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.61 miles west of Upperville
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban hotel
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester in Winchester
+1-888-469-4795

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170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • We have a pool ready for use
  • Midscale Suburban hotel
More Photos Photo of Towneplace Suites by Marriott Winchester Pool
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area - Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Affordable Highway property
More Photos Swimming pool at Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-841-5292

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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.
  • Two star Suburban hotel
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-455-5160

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2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • With a pool!
  • Cheap Suburban hotel
More Photos Swimming pool at Motel 6 Winchester Va
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG : 410 Holiday Court
+1-888-965-8297

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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 Swimming pool at Holiday Inn Express Hotel & Suites Warrenton by IHG
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Microtel Inn & Suites by Wyndham Winchester in Winchester
+1-888-906-6358

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150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Pool available: Indoor Pool - 10a-10pm
  • Two-star Highway property
More Photos Swimming pool at Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-749-6785

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103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Our hotel comes with a pool
  • 3 star Downtown property
More Photos Pool image of The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Best Western Leesburg Hotel & Conference Center
+1-888-878-9982

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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.
  • Mid-scale Suburban property
More Photos Photo of Best Western Leesburg Hotel & Conference Center Pool
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne
+1-888-389-4485

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117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • Includes a pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban hotel
More Photos Photo of Hampton Inn & Suites Leesburg Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-389-4121

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115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~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
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn - Winchester
+1-888-675-2083

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1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway hotel
More Photos Pool image of Quality Inn
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 ~20.87 miles east of Upperville
  • Pool in hotel: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
More Photos Pool image of Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Read Reviews Call BookMore Details
Home 2 Chantilly
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 ~21.27 miles east of Upperville
  • Includes a pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four star Airport property
More Photos hotel room
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-965-1860

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142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Pool available: 9am-10pm Indoor with Jacuzzi
  • 3-star Rural property
More Photos Swimming pool at Holiday Inn Express & Suites
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center
+1-888-788-5576

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300 Marriott Dr., Winchester, VA 22603 ~21.73 miles northwest of Upperville
  • Pool details: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Three Star 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 in Ranson
+1-888-897-9207

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681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Has swimming pool: Outdoor, seasonal
  • Three Star Mountain property
More Photos Photo of Holiday Inn Express Charles Town by Ihg Pool
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aloft Dulles Airport North in Ashburn
+1-888-311-4278

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22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Has swimming pool: Indoor pool
  • Affordable Airport property
More Photos Photo of Aloft Dulles Airport North Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-469-4795

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Has swimming pool: Indoor Pool
  • 3-star Suburban property
More Photos Swimming pool at Hilton Garden Inn Dulles North
From$64
Very Good 4.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
More Photos Photo of Embassy Suites by Hilton Dulles North Loudoun Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • Three Star Airport property
More Photos Pool image of Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.45 miles north of Upperville
  • Pool available: 10am-10pm indoor
  • Three Star Mountain property
More Photos Photo of Clarion Inn Harpers Ferry Charles Town Pool
From$72
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield
+1-888-965-8297

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6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Includes a pool: 6am to 10pm Indoor
  • Affordable Suburban property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Manassas Battlefield
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park in Manassas
+1-888-906-6358

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10701 Battleview Pkwy., Manassas, VA 20109 ~23.73 miles southeast of Upperville
  • Pool details: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • 3-star Suburban hotel
More Photos Photo of Courtyard by Marriott Manassas Battlefield Park Pool
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Washington Dulles Airport Marriott
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
45020 Aviation Dr., Dulles, VA 20166 ~23.78 miles east of Upperville
  • Pool available: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Mid-scale Airport hotel
More Photos Swimming pool at Washington Dulles Airport Marriott
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Manassas
+1-888-878-9982

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7001 Infantry Ridge Rd., Manassas, VA 20109 ~23.80 miles southeast of Upperville
  • Pool in hotel: Indoor Pool
  • Three Star property
More Photos hotel room
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane
+1-888-389-4485

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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 Read Reviews Call BookMore Details
Best Western Battlefield Inn
+1-888-389-4121

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10820 Balls Ford Rd., Manassas, VA 20109 ~23.90 miles southeast of Upperville
  • Pool available: 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 Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North in Ashburn
+1-888-675-2083

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20065 Lakeview Center Plaza, Ashburn, VA 20147 ~23.93 miles east of Upperville
  • Includes a pool: Indoor pool open from 10am-10pm
  • 3 star Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Ashburn Dulles North
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South in Chantilly
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
4050 Westfax Dr., Chantilly, VA 20151 ~24.14 miles east of Upperville
  • Pool in hotel
  • Three Star Airport property
More Photos Pool image of Hampton Inn Washington-Dulles Int'l Airport South
From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Suites Manassas Battlefield Park
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
7350 Williamson Blvd., Manassas, VA 20109 ~24.23 miles southeast of Upperville
  • Pool details: Indoor pool with a Jacuzzi 15X25 Indoor
  • 3 star Highway hotel
More Photos Photo of Comfort Suites Manassas Battlefield Park Pool
From$90
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Strasburg
+1-888-965-1860

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21 Signal Knob Dr., Strasburg, VA 22657 ~24.34 miles west of Upperville
  • We have a pool ready for use
  • Two star Rural hotel
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport in Sterling
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
22700 Holiday Park Dr., Sterling, VA 20166 ~24.68 miles east of Upperville
  • Pool available: 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 property
More Photos Photo of Hampton Inn & Suites Washington-Dulles International Airport Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Washington Dulles - Dulles
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 ~24.68 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
  • Affordable Airport property
More Photos Photo of Holiday Inn Washington Dulles Pool
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~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
  • Affordable Airport property
More Photos Photo of Holiday Inn Washington-Dulles International Airport by IHG Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-469-4795

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45520 Dulles Plaza, Sterling, VA 20166 ~24.87 miles east of Upperville
  • Pool available: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport hotel
More Photos Pool image of Hyatt House Sterling Dulles Airport North
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Westin Washington Dulles Airport : 2520 Wasser Terrace
+1-888-734-9421

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2520 Wasser Terrace, Herndon, VA 20171 ~24.90 miles east of Upperville
  • Pool in hotel: Permanently closed.
  • Three Star Airport hotel
More Photos Photo of The Westin Washington Dulles Airport Pool
From$79
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport : 21611 Atlantic Blvd.
+1-888-841-5292

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21611 Atlantic Blvd., Sterling, VA 20166 ~24.91 miles east of Upperville
  • Has swimming pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Three Star Airport property
More Photos Photo of Doubletree by Hilton Sterling Dulles Airport Pool
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Chantilly : 4335 Chantilly Shopping Center
+1-888-455-5160

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4335 Chantilly Shopping Center, Chantilly, VA 20151 ~25.01 miles east of Upperville
  • Pool available: an Outdoor Pool- opens on Memorial Day Weekend to Labor Day weekend from 10:00am - 8:00pm.
  • Affordable Airport hotel
More Photos Pool image of Holiday Inn Chantilly
From$57
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Dulles in Herndon
+1-888-965-8297

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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.
  • Expensive Airport hotel
More Photos Photo of Hyatt Regency Dulles Pool
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Chantilly / Dulles Airport South in Chantilly
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
4994 Westone Plaza, Chantilly, VA 20151 ~25.18 miles east of Upperville
  • Has swimming pool: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • Midscale Airport hotel
More Photos Swimming pool at Hyatt Place Chantilly / Dulles Airport South
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Herndon / Dulles Airport East
+1-888-749-6785

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13711 Sayward Blvd., Herndon, VA 20171 ~25.30 miles east of Upperville
  • Pool available: 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.
  • Mid-scale Airport property
More Photos Swimming pool at Hyatt Place Herndon / Dulles Airport East
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Wingate by Wyndham Chantilly / Dulles Airport - Chantilly
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3940 Centerview Dr., Chantilly, VA 20151 ~25.36 miles east of Upperville
  • Pool available: 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

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