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.

Upperville Hotels with Outdoor or Indoor Pools

Doubletree by Hilton Front Royal Blue Ridge Shadows in Front Royal
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
111 Hospitality Dr., Front Royal, VA 22630 +1-888-389-4121 ~15.64 miles west of Upperville
  • Pool details: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Mid-scale Golf Course hotel
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Front Royal
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
9800 Winchester Rd., Front Royal, VA 22630 +1-888-675-2083 ~16.59 miles west of Upperville
  • Pool details: We have an indoor pool which is open from 8am-10pm
  • Affordable Suburban hotel
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From$107
Very Good 4.0 /5 Review Score Call BookMore Details
Airlie Hotel : 6809 Airlie Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 +1-800-716-8490 ~16.97 miles south of Upperville
  • We have a pool ready for use
  • Four-star property
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From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites - Winchester
+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 +1-800-805-5223 ~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.
  • Low priced Suburban property
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From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester : 250 Front Royal Pike
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 +1-888-965-1860 ~18.45 miles northwest of Upperville
  • Pool in hotel: Indoor pool open daily from 9:00AM - 10:00PM
  • 3-star Suburban hotel
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From$88
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-788-5576 ~18.47 miles west of Upperville
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Mid-scale Highway hotel
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-897-9207

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165 Town Run Ln, Stephens City, VA 22655 +1-888-897-9207 ~18.52 miles west of Upperville
  • Has swimming pool
  • Mid-scale Rural property
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From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Winchester in Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 +1-888-311-4278 ~18.52 miles northwest of Upperville
  • Includes a 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
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From$49
Average 3.0 /5 Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 +1-888-469-4795 ~18.74 miles northwest of Upperville
  • Pool details: Labor day to Memorial Day Outdoor
  • 2 star Highway property
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From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-734-9421 ~18.75 miles northwest of Upperville
  • We have a pool ready for use
  • Three Star Suburban property
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From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-841-5292 ~18.94 miles northwest of Upperville
  • Pool available: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway property
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From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA in Winchester
+1-888-455-5160

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1204 Berryville Ave., Winchester, VA 22601 +1-888-455-5160 ~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.
  • Three Star Highway hotel
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From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites Warrenton : 7379 Comfort Inn Dr.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-965-8297 ~19.03 miles south of Upperville
  • Pool available: We have a seasonal 15x25ft in ground pool. Plenty of sitting area, umbrellas and lounge chairs. Pool is equipped with a ADA lift for easy access to the pool. open 10am-10pm usually May through September. Complimentary Pool Towels provided.
  • Cheap Suburban hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-906-6358

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2951 Valley Ave., Winchester, VA 22601 +1-888-906-6358 ~19.36 miles northwest of Upperville
  • Includes a swimming pool
  • 2-star Suburban hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 +1-888-749-6785 ~19.41 miles south of Upperville
  • Has swimming 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 property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 +1-888-878-9982 ~19.89 miles northwest of Upperville
  • Includes a pool: Indoor Pool - 10a-10pm
  • Low-priced Highway hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-389-4485 ~19.90 miles northwest of Upperville
  • Our hotel comes with a pool
  • Midscale Downtown hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District, an IHG : 80 Prosperity Ave.
+1-888-389-4121

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80 Prosperity Ave., Leesburg, VA 20175 +1-888-389-4121 ~19.91 miles east of Upperville
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3 star hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-675-2083 ~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.
  • Affordable Suburban property
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From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-716-8490 ~20.23 miles east of Upperville
  • Pool details: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-805-5223 ~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
  • Three Star Downtown hotel
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From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-965-1860 ~20.24 miles southeast of Upperville
  • Pool in hotel
  • Three Star Rural hotel
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-788-5576 ~20.58 miles northwest of Upperville
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2 star Highway hotel
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From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Winchester - Winchester
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 +1-888-897-9207 ~20.69 miles northwest of Upperville
  • Pool in hotel
  • 3-star hotel
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From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg - Leesburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-311-4278 ~20.87 miles east of Upperville
  • Pool details: Very Large outdoor pool with Furniture to go all around
  • Mid-scale Suburban property
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From$75
Poor 2.0 /5 Recent Reviews Call BookMore Details
Home 2 Chantilly
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 +1-888-469-4795 ~21.27 miles east of Upperville
  • Has swimming pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High-end Airport property
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From$109
Average 3.0 /5 Review Score 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 +1-888-734-9421 ~21.49 miles northwest of Upperville
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • Three Star Rural property
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From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
300 Marriott Dr., Winchester, VA 22603 +1-888-841-5292 ~21.73 miles northwest of Upperville
  • Pool in hotel: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Three Star Suburban property
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel in Ranson
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-455-5160 ~21.78 miles north of Upperville
  • Includes a pool: Outdoor, seasonal
  • Mid-scale Mountain hotel
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Aloft Dulles Airport North
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-965-8297 ~21.87 miles east of Upperville
  • Pool available: Indoor pool
  • 3 star Airport hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-906-6358 ~21.91 miles east of Upperville
  • Pool in hotel: Indoor Pool
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-749-6785 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • Three Star Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-878-9982 ~23.02 miles east of Upperville
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
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From$95
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-389-4485 ~23.45 miles north of Upperville
  • Pool in hotel: 10am-10pm indoor
  • Midscale Mountain property
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From$72
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-389-4121 ~23.63 miles southeast of Upperville
  • Pool available: 6am to 10pm Indoor
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park - Manassas
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
10701 Battleview Pkwy., Manassas, VA 20109 +1-888-675-2083 ~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 hotel
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From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Wyndham Garden Manassas
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
10800 Vandor Lane, Manassas, VA 20109 +1-800-716-8490 ~23.83 miles southeast of Upperville
  • Has swimming pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Three Star Suburban property
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From$53
Average 3.0 /5 Review Score Call BookMore Details
Best Western Battlefield Inn : 10820 Balls Ford Rd.
+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 +1-800-805-5223 ~23.90 miles southeast of Upperville
  • Pool details: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Inexpensive Suburban property
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From$45
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-965-1860 ~23.93 miles east of Upperville
  • Includes a pool: Indoor pool open from 10am-10pm
  • 3 star Suburban hotel
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Washington-Dulles Int'l Airport South
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
4050 Westfax Dr., Chantilly, VA 20151 +1-888-788-5576 ~24.14 miles east of Upperville
  • With a pool!
  • Midscale Airport property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Manassas
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
7295 Williamson Blvd., Manassas, VA 20109 +1-888-897-9207 ~24.15 miles southeast of Upperville
  • Includes a pool: Seasonal outdoor saltwater pool
  • 3 star Suburban property
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From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park - Manassas
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7350 Williamson Blvd., Manassas, VA 20109 +1-888-311-4278 ~24.23 miles southeast of Upperville
  • Has swimming pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • Three Star Highway property
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From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Manassas - Battlefield, an IHG Hotel
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
10424 Balls Ford Rd., Manassas, VA 20109 +1-888-469-4795 ~24.25 miles southeast of Upperville
  • Pool details: Indoor heat Jacuzzi & Pool
  • Three Star Rural property
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Westfields Marriott in Chantilly
+1-888-734-9421

How should we direct your call?

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

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
22700 Holiday Park Dr., Sterling, VA 20166 +1-888-841-5292 ~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
  • 3-star Airport hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Washington Dulles : 1000 Sully Rd.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 +1-888-455-5160 ~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
  • Mid-scale Airport hotel
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Chantilly Dulles South
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
14440 Chantilly Crossing Lane, Chantilly, VA 20151 +1-888-965-8297 ~24.72 miles east of Upperville
  • Pool in hotel
  • Mid-scale Suburban property
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From$119
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport, an IHG Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 +1-888-906-6358 ~24.78 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
  • Mid-scale Airport property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North - Sterling
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
45520 Dulles Plaza, Sterling, VA 20166 +1-888-749-6785 ~24.87 miles east of Upperville
  • Pool in hotel: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3 star Airport property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Westin Washington Dulles Airport
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2520 Wasser Terrace, Herndon, VA 20171 +1-888-878-9982 ~24.90 miles east of Upperville
  • Pool in hotel: Permanently closed.
  • Affordable Airport hotel
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From$79
Average 3.0 /5 Latest Reviews Call BookMore Details
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