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 : 36205 Snake Hill Rd.
+1-888-389-4121

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36205 Snake Hill Rd., Middleburg, VA 20117 ~7.37 miles east of Upperville
  • Pool in hotel: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Midscale Rural hotel
More Photos hotel room
From$300
Average 3.0 /5 Guest Reviews Call BookMore Details
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Doubletree by Hilton Front Royal Blue Ridge Shadows : 111 Hospitality Dr.
+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
  • Three Star 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
Hampton Inn Front Royal
+1-800-716-8490

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9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hampton Inn Front Royal
From$107
Very good 4.0 /5 Review Score Call BookMore Details
Airlie Hotel
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 ~16.97 miles south of Upperville
  • Includes a swimming pool
  • Four star hotel
More Photos Pool image of Airlie Hotel
From$160
Very good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites in Winchester
+1-888-965-1860

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140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Pool details: We have indoor heated pool, open all year round. Open 09:00am to 10:00pm. There is a pool lift available with a battery and a remote control. Size: 15 x 28 feet.
  • Inexpensive Suburban property
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • Pool available: Indoor pool open daily from 9:00AM - 10:00PM
  • Mid-scale Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Winchester Pool
From$88
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South : 167 Town Run Lane
+1-888-897-9207

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

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165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • Includes a pool
  • Three Star Rural property
More Photos Pool image of Holiday Inn Express
From$68
Very good 4.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Winchester - Winchester
+1-888-469-4795

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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.
  • Two-star Suburban property
More Photos Swimming pool at Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center in Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 ~18.74 miles northwest of Upperville
  • Pool details: Labor day to Memorial Day Outdoor
  • Low Cost Highway hotel
More Photos Pool image of Clarion Inn & Conference Center
From$55
Very good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-841-5292

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

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640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway hotel
More Photos Photo of Hampton Inn Winchester University / Mall Area Pool
From$82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-965-8297

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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.
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn Winchester N/Conference Center, VA
From$84
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Baymont Inn & Suites Warrenton in Warrenton
+1-888-906-6358

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7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • Pool details: We have a seasonal 15x25ft in ground pool. Plenty of sitting area, umbrellas and lounge chairs. Pool is equipped with a ADA lift for easy access to the pool. open 10am-10pm usually May through September. Complimentary Pool Towels provided.
  • 2-star Suburban hotel
More Photos Pool image of Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-749-6785

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2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Our hotel comes with a pool
  • Low-priced Suburban property
More Photos Pool image of Motel 6 Winchester Va
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel : 410 Holiday Court
+1-888-878-9982

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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.
  • Affordable Suburban hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-389-4485

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150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Inexpensive Highway hotel
More Photos Photo of Microtel Inn & Suites by Wyndham Winchester Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-389-4121

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103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a pool
  • 3-star Downtown hotel
More Photos Pool image of 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
+1-888-675-2083

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80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Pool available: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Three Star property
More Photos Photo of Holiday Inn Express and Suites Leesburg Historic District, an IHG Pool
From$109
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Has swimming 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.
  • Three Star Suburban hotel
More Photos Swimming pool at Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban property
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Has swimming pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Affordable Downtown property
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket : 7300 Atlas Walk Way
+1-888-788-5576

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7300 Atlas Walk Way, Gainesville, VA 20155 ~20.24 miles southeast of Upperville
  • Our hotel comes with a pool
  • Midscale Rural property
More Photos Pool image of Hampton Inn by Hilton Gainesville-Haymarket
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Two star Highway property
More Photos Pool image of Quality Inn
From$77
Very good 4.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 ~20.69 miles northwest of Upperville
  • Includes a swimming pool
  • 3-star property
More Photos Pool image of TRU by Hilton Winchester
From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 ~20.87 miles east of Upperville
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • Mid-scale Suburban property
More Photos Swimming pool at Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Review Score Call BookMore Details
Home 2 Chantilly
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 ~21.27 miles east of Upperville
  • Pool in hotel: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four-star Airport property
More Photos hotel room
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites in Winchester
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • Affordable Rural property
More Photos Swimming pool at Holiday Inn Express & Suites
From$75
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Winchester Medical Center - Winchester
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
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
  • Affordable Suburban hotel
More Photos Pool image of 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
+1-888-965-8297

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681 Flowing Springs Rd., Ranson, WV 25438 ~21.78 miles north of Upperville
  • Pool available: Outdoor, seasonal
  • Midscale Mountain property
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 in Ashburn
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 ~21.87 miles east of Upperville
  • Includes a pool: Indoor pool
  • 3 star Airport property
More Photos Swimming pool at Aloft Dulles Airport North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-749-6785

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~21.91 miles east of Upperville
  • Pool in hotel: Indoor Pool
  • Affordable Suburban property
More Photos Swimming pool at Hilton Garden Inn Dulles North
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-878-9982

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44610 Waxpool Rd., Ashburn, VA 20147 ~23.02 miles east of Upperville
  • Pool details: Indoor/Outdoor Swimming pool
  • 3 star Airport property
More Photos Pool image of Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun : 44620 Waxpool Rd.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
More Photos Swimming pool at Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-389-4121

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New Reservations: +1-888-389-4121 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
  • Three 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
+1-888-675-2083

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6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~23.63 miles southeast of Upperville
  • Pool available: 6am to 10pm Indoor
  • 3 star Suburban hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Manassas Battlefield Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park in Manassas
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
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.
  • Midscale 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
Wyndham Garden Manassas
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
10800 Vandor Lane, Manassas, VA 20109 ~23.83 miles southeast of Upperville
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Affordable Suburban hotel
More Photos Photo of Wyndham Garden Manassas Pool
From$53
Average 3.0 /5 Review Score Call BookMore Details
Best Western Battlefield Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 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
  • Two-star Suburban property
More Photos Swimming pool at Best Western Battlefield Inn
From$45
Very good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~23.93 miles east of Upperville
  • Pool available: Indoor pool open from 10am-10pm
  • Three Star Suburban property
More Photos Photo of Springhill Suites by Marriott Ashburn Dulles North Pool
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South in Chantilly
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4050 Westfax Dr., Chantilly, VA 20151 ~24.14 miles east of Upperville
  • Includes a pool
  • 3-star Airport hotel
More Photos Photo of Hampton Inn Washington-Dulles Int'l Airport South Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Manassas
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7295 Williamson Blvd., Manassas, VA 20109 ~24.15 miles southeast of Upperville
  • Includes a pool: Seasonal outdoor saltwater pool
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn Manassas Pool
From$94
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park
+1-888-469-4795

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New Reservations: +1-888-469-4795 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 Guest Reviews Call BookMore Details
Holiday Inn Manassas - Battlefield by IHG in Manassas
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
10424 Balls Ford Rd., Manassas, VA 20109 ~24.25 miles southeast of Upperville
  • Has swimming pool: Indoor heat Jacuzzi & Pool
  • Affordable Rural hotel
More Photos Pool image of Holiday Inn Manassas - Battlefield by IHG
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Westfields Marriott
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
14750 Conference Center Dr., Chantilly, VA 20151 ~24.62 miles east of Upperville
  • Has swimming pool: We have two pools– one indoor and one seasonal outdoor.
  • Expensive Suburban property
More Photos Photo of Westfields Marriott Pool
From$69
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport in Sterling
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 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
  • Midscale Airport hotel
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
+1-888-965-8297

How should we direct your call?

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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
  • 3-star Airport property
More Photos Swimming pool at Holiday Inn Washington Dulles
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Chantilly Dulles South
+1-888-906-6358

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14440 Chantilly Crossing Lane, Chantilly, VA 20151 ~24.72 miles east of Upperville
  • Includes a pool
  • 3 star Suburban property
More Photos Swimming pool at Residence Inn by Marriott Chantilly Dulles South
From$119
Very good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport, an IHG Hotel
+1-888-749-6785

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New Reservations: +1-888-749-6785 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
  • Three Star Airport hotel
More Photos Swimming pool at Holiday Inn Washington-Dulles International Airport, an IHG Hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
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.
  • Midscale Airport hotel
More Photos Photo of Hyatt House Sterling Dulles Airport North Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details

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