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 details: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • 3 star Rural property
More Photos Swimming pool at Goodstone Inn & Restaurant
From$350
Average 3.0 /5 Read 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
  • Has swimming pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Affordable Golf Course property
More Photos Swimming pool at Doubletree by Hilton Front Royal Blue Ridge Shadows
From$80
Very good 4.0 /5 Latest 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 available: We have indoor heated pool, open all year round. Open 09:00am to 10:00pm. There is a pool lift available with a battery and a remote control. Size: 15 x 28 feet.
  • Economy Suburban property
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very good 4.0 /5 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
  • Affordable Highway hotel
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express
+1-888-965-1860

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165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • We have a pool
  • Three Star Rural property
More Photos Swimming pool at Holiday Inn Express
From$68
Very good 4.0 /5 Hotel 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
  • Has swimming pool: 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.
  • Low priced Suburban property
More Photos Photo of Travelodge by Wyndham Winchester Pool
From$49
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites in 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)
  • Three Star Suburban hotel
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-311-4278

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170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Pool in hotel
  • Affordable Suburban hotel
More Photos Photo of Towneplace Suites by Marriott Winchester Pool
From$74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in Winchester
+1-888-469-4795

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640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway property
More Photos Photo of Hampton Inn Winchester University / Mall Area Pool
From$82
Very good 4.0 /5 Latest 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
  • Has swimming pool: 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.
  • Economical Suburban property
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-841-5292

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2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Pool in hotel
  • 2 star Suburban property
More Photos Swimming pool at Motel 6 Winchester Va
From$60
Average 3.0 /5 Guest 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
  • 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 by IHG
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-965-8297

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150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Two-star 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
  • We have a pool ready for use
  • Three 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
+1-888-749-6785

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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 Pool image of Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Read Reviews Call BookMore Details
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Hampton Inn & Suites Leesburg
+1-888-878-9982

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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
  • Affordable Suburban property
More Photos Swimming pool at Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+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
  • Three Star Downtown property
More Photos Swimming pool at Homewood Suites by Hilton Leesburg Va
From$119
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn : 1601 Martinsburg Pike
+1-888-389-4121

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1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Cheap Highway property
More Photos Swimming pool at Quality Inn
From$77
Very good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg - Leesburg
+1-888-675-2083

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1500 East Market St., Leesburg, VA 20176 ~20.87 miles east of Upperville
  • Pool details: Very Large outdoor pool with Furniture to go all around
  • Affordable Suburban property
More Photos Photo of Clarion Hotel & Conference Center Leesburg Pool
From$75
Poor 2.0 /5 Reviews Call BookMore Details
Home 2 Chantilly : 43340 Defender Dr.
+1-800-716-8490

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43340 Defender Dr., Chantilly, VA 20152 ~21.27 miles east of Upperville
  • Has swimming pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High-end Airport property
More Photos hotel room
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites in 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 in hotel: 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 Medical Center - Winchester
+1-888-965-1860

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300 Marriott Dr., Winchester, VA 22603 ~21.73 miles northwest of Upperville
  • Pool available: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Mid-scale Suburban hotel
More Photos Photo of Courtyard by Marriott Winchester Medical Center Pool
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+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
  • Affordable Mountain hotel
More Photos Pool image of Holiday Inn Express Charles Town by Ihg
From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Aloft Dulles Airport North - Ashburn
+1-888-897-9207

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

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

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New Reservations: +1-888-469-4795 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
  • Affordable Airport hotel
More Photos Swimming pool at Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun : 44620 Waxpool Rd.
+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 details: Indoor/Outdoor Swimming pool
  • Mid-scale Airport hotel
More Photos Swimming pool at Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy
+1-888-841-5292

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New Reservations: +1-888-841-5292 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
  • 3-star Mountain hotel
More Photos Pool image of 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 : 6950 Nova Way Manassas Va 20109
+1-888-455-5160

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

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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.
  • Mid-scale Suburban property
More Photos Pool image of Courtyard by Marriott Manassas Battlefield Park
From$70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Washington Dulles Airport Marriott
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
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
  • 3-star Airport property
More Photos Swimming pool at Washington Dulles Airport Marriott
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Manassas
+1-888-749-6785

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

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10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Three Star Suburban property
More Photos Photo of Wyndham Garden Manassas Pool
From$53
Average 3.0 /5 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
  • Cheap Suburban property
More Photos Pool image of Best Western Battlefield Inn
From$45
Very good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North in Ashburn
+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
  • 3-star Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Ashburn Dulles North
From$79
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South in Chantilly
+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
  • With a pool!
  • Three Star Airport property
More Photos Photo of Hampton Inn Washington-Dulles Int'l Airport South Pool
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 in hotel: Indoor pool with a Jacuzzi 15X25 Indoor
  • Three Star Highway hotel
More Photos Pool image of Comfort Suites Manassas Battlefield Park
From$90
Average 3.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Strasburg
+1-800-805-5223

How should we direct your call?

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
  • We have a pool
  • 2-star Rural hotel
More Photos Pool image of Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport : 22700 Holiday Park Dr.
+1-888-965-1860

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

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 ~24.68 miles east of Upperville
  • Pool details: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Midscale Airport property
More Photos Photo of Holiday Inn Washington Dulles Pool
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG in Sterling
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~24.78 miles east of Upperville
  • Pool in hotel: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Three Star Airport property
More Photos Swimming pool at Holiday Inn Washington-Dulles International Airport by IHG
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
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.
  • Midscale Airport hotel
More Photos Photo of Hyatt House Sterling Dulles Airport North Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Westin Washington Dulles Airport - Herndon
+1-888-469-4795

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2520 Wasser Terrace, Herndon, VA 20171 ~24.90 miles east of Upperville
  • Pool details: Permanently closed.
  • Three Star Airport hotel
More Photos Pool image of The Westin Washington Dulles Airport
From$79
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Sterling 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
21611 Atlantic Blvd., Sterling, VA 20166 ~24.91 miles east of Upperville
  • Includes a pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Affordable Airport hotel
More Photos Pool image of Doubletree by Hilton Sterling Dulles Airport
From$59
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Chantilly
+1-888-841-5292

How should we direct your call?

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
  • Has swimming pool: an Outdoor Pool- opens on Memorial Day Weekend to Labor Day weekend from 10:00am - 8:00pm.
  • Three Star Airport property
More Photos Photo of Holiday Inn Chantilly Pool
From$57
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Dulles in Herndon
+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.
  • Four-star Airport hotel
More Photos Pool image of Hyatt Regency Dulles
From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Chantilly / Dulles Airport South - Chantilly
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
4994 Westone Plaza, Chantilly, VA 20151 ~25.18 miles east of Upperville
  • Pool available: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • Three Star Airport property
More Photos Swimming pool at Hyatt Place Chantilly / Dulles Airport South
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Herndon / Dulles Airport East : 13711 Sayward Blvd.
+1-888-906-6358

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13711 Sayward Blvd., Herndon, VA 20171 ~25.30 miles east of Upperville
  • Pool details: 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 Pool image of Hyatt Place Herndon / Dulles Airport East
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wingate by Wyndham Chantilly / Dulles Airport - Chantilly
+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
  • Pool available: Indoor Heated Pool/Jacuzzi 9 AM to 10 PM daily No Lifeguard on Duty
  • Mid-scale Airport hotel
More Photos Photo of Wingate by Wyndham Chantilly / Dulles Airport Pool
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
  • Pool in hotel: Indoor Pool
  • Midscale Airport property
More Photos Swimming pool at Homewood Suites by Hilton Dulles Int'l Airport
From$75
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