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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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 property
More Photos Swimming pool at Doubletree by Hilton Front Royal Blue Ridge Shadows
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Hampton Inn Front Royal in Front Royal
+1-888-675-2083

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9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • Pool available: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn Front Royal
From$107
Very Good 4.0 /5 Review Score 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
  • Includes a pool
  • Four star hotel
More Photos Photo of Airlie Hotel Pool
From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites : 140 Costello Dr.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Has swimming 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.
  • Low priced Suburban hotel
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester in Winchester
+1-888-965-1860

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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
  • Affordable Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Winchester
From$88
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-788-5576

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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 property
More Photos Swimming pool at Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-897-9207

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165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • Includes a pool
  • 3-star Rural property
More Photos Pool image of Holiday Inn Express
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-888-311-4278

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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.
  • Cheap Suburban hotel
More Photos Pool image of Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn & Conference Center in Winchester
+1-888-469-4795

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711 Millwood Ave., Winchester, VA 22601 ~18.74 miles northwest of Upperville
  • Pool in hotel: Labor day to Memorial Day Outdoor
  • 2 star Highway property
More Photos Pool image of Clarion Inn & Conference Center
From$55
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-734-9421

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170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Has a pool!
  • 3-star Suburban property
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-841-5292

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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
  • 3 star Highway property
More Photos Swimming pool at 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 : 1204 Berryville Ave.
+1-888-455-5160

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1204 Berryville Ave., Winchester, VA 22601 ~18.98 miles northwest of Upperville
  • Has swimming pool: 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 Photo of Hampton Inn Winchester N/Conference Center, VA Pool
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton
+1-888-965-8297

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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.
  • Inexpensive Suburban hotel
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
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Motel 6 Winchester Va
+1-888-906-6358

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2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Has swimming pool
  • 2 star Suburban hotel
More Photos Pool image of Motel 6 Winchester Va
From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel in Warrenton
+1-888-749-6785

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410 Holiday Court, Warrenton, VA 20186 ~19.41 miles south of Upperville
  • Pool details: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • 3-star Suburban hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Microtel Inn & Suites by Wyndham Winchester : 150 Faraday Plaza
+1-888-878-9982

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150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Low priced Highway hotel
More Photos Pool image of Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-888-389-4485

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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 Read Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District, an IHG
+1-888-389-4121

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80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Includes a pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Midscale property
More Photos Photo of Holiday Inn Express and Suites Leesburg Historic District, an IHG Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-675-2083

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726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Pool details: 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.
  • Affordable 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 - Leesburg
+1-800-716-8490

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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 property
More Photos Photo of Hampton Inn & Suites Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-800-805-5223

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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
  • Affordable Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket in Gainesville
+1-888-965-1860

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7300 Atlas Walk Way, Gainesville, VA 20155 ~20.24 miles southeast of Upperville
  • We have a pool ready for use
  • Affordable Rural hotel
More Photos Swimming pool at Hampton Inn by Hilton Gainesville-Haymarket
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-788-5576

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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.
  • Two star Highway hotel
More Photos Pool image of Quality Inn
From$77
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Winchester in Winchester
+1-888-897-9207

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118 Mercedes Court, Winchester, VA 22603 ~20.69 miles northwest of Upperville
  • Pool in hotel
  • 3 star hotel
More Photos Pool image of TRU by Hilton Winchester
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-888-311-4278

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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
  • 3 star Suburban hotel
More Photos Swimming pool at Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Home 2 Chantilly in Chantilly
+1-888-469-4795

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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
  • Expensive Airport property
More Photos hotel room
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Pool details: 9am-10pm Indoor with Jacuzzi
  • Midscale 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 - Winchester
+1-888-841-5292

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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
  • Midscale Suburban hotel
More Photos Photo of Courtyard by Marriott Winchester Medical Center Pool
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel : 681 Flowing Springs Rd.
+1-888-455-5160

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681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Pool in hotel: Outdoor, seasonal
  • 3-star Mountain hotel
More Photos Photo of Holiday Inn Express Charles Town An Ihg Hotel Pool
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles Airport North
+1-888-965-8297

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22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Includes a pool: Indoor pool
  • Mid-scale Airport property
More Photos Pool image of Aloft Dulles Airport North
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-906-6358

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Has swimming pool: Indoor Pool
  • 3 star Suburban hotel
More Photos Pool image of Hilton Garden Inn Dulles North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-749-6785

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44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3 star Airport hotel
More Photos Pool image of 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 : 44620 Waxpool Rd.
+1-888-878-9982

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44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • Midscale Airport property
More Photos Photo of Homewood Suites by Hilton Dulles North / Loudoun Pool
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-389-4485

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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
  • Three Star Mountain property
More Photos Pool image of Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-888-389-4121

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6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Pool in hotel: 6am to 10pm Indoor
  • Midscale Suburban property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Manassas Battlefield
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park in Manassas
+1-888-675-2083

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10701 Battleview Pkwy., Manassas, VA 20109 ~23.73 miles southeast of Upperville
  • Has swimming pool: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Mid-scale Suburban property
More Photos Swimming pool at Courtyard by Marriott Manassas Battlefield Park
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wyndham Garden Manassas - Manassas
+1-800-716-8490

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10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Has swimming pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Affordable 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 in Manassas
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
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
  • Economical Suburban hotel
More Photos Photo of Best Western Battlefield Inn Pool
From$45
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-965-1860

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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
  • Mid-scale Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Ashburn Dulles North
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South in Chantilly
+1-888-788-5576

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4050 Westfax Dr., Chantilly, VA 20151 ~24.14 miles east of Upperville
  • Has a pool!
  • Three Star Airport hotel
More Photos Photo of Hampton Inn Washington-Dulles Int'l Airport South Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Manassas : 7295 Williamson Blvd.
+1-888-897-9207

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7295 Williamson Blvd., Manassas, VA 20109 ~24.15 miles southeast of Upperville
  • Pool available: Seasonal outdoor saltwater pool
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn Manassas
From$94
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park : 7350 Williamson Blvd.
+1-888-311-4278

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7350 Williamson Blvd., Manassas, VA 20109 ~24.23 miles southeast of Upperville
  • Has swimming pool: 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 Review Score Call BookMore Details
Holiday Inn Manassas - Battlefield, an IHG Hotel - Manassas
+1-888-469-4795

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10424 Balls Ford Rd., Manassas, VA 20109 ~24.25 miles southeast of Upperville
  • Has swimming pool: Indoor heat Jacuzzi & Pool
  • Midscale Rural property
More Photos Swimming pool at Holiday Inn Manassas - Battlefield, an IHG Hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Westfields Marriott
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
14750 Conference Center Dr., Chantilly, VA 20151 ~24.62 miles east of Upperville
  • Pool available: We have two pools– one indoor and one seasonal outdoor.
  • High-end Suburban hotel
More Photos Pool image of Westfields Marriott
From$69
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport : 22700 Holiday Park Dr.
+1-888-841-5292

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22700 Holiday Park Dr., Sterling, VA 20166 ~24.68 miles east of Upperville
  • Has swimming 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 Read Reviews Call BookMore Details
Holiday Inn Washington Dulles in Dulles
+1-888-455-5160

How should we direct your call?

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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
  • Three Star Airport hotel
More Photos Photo of Holiday Inn Washington Dulles Pool
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
  • With a pool!
  • 3-star Suburban hotel
More Photos Photo of Residence Inn by Marriott Chantilly Dulles South Pool
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport, an IHG Hotel
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~24.78 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
  • 3-star Airport hotel
More Photos Pool image of Holiday Inn Washington-Dulles International Airport, an IHG Hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North - Sterling
+1-888-749-6785

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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.
  • Three Star Airport property
More Photos Photo of Hyatt House Sterling Dulles Airport North Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Westin Washington Dulles Airport
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2520 Wasser Terrace, Herndon, VA 20171 ~24.90 miles east of Upperville
  • Pool available: Permanently closed.
  • 3-star Airport property
More Photos Photo of The Westin Washington Dulles Airport Pool
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details

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