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
  • Includes a pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Affordable Golf Course property
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From$80
Very Good 4.0 /5 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
  • Has swimming pool: We have an indoor pool which is open from 8am-10pm
  • Midscale Suburban property
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From$107
Very Good 4.0 /5 Review Score Call BookMore Details
Airlie Hotel - Warrenton
+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
  • 4 star hotel
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From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 +1-800-805-5223 ~18.28 miles northwest of Upperville
  • Includes a pool: Our Indoor Pool is open 6am-11pm
  • Cheap Suburban property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-965-1860 ~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.
  • Low priced Suburban property
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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 +1-888-788-5576 ~18.45 miles northwest of Upperville
  • Pool available: Indoor pool open daily from 9:00AM - 10:00PM
  • 3 star Suburban property
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From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-897-9207 ~18.47 miles west of Upperville
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Affordable Highway hotel
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Winchester Va in Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-311-4278 ~18.57 miles west of Upperville
  • Pool details: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Midscale Suburban hotel
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From$85
Very Good 4.5 /5 Review Score 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 in hotel: Labor day to Memorial Day Outdoor
  • 2 star Highway hotel
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From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - 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
  • Our hotel comes with a pool
  • Three Star Suburban hotel
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From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area - Winchester
+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 in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway hotel
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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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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-455-5160 ~18.98 miles northwest of Upperville
  • Includes a 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.
  • 3 star Highway hotel
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From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+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
  • Includes a 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.
  • Cheap Suburban property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Winchester
+1-888-906-6358

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120 Wingate Dr., Winchester, VA 22601 +1-888-906-6358 ~19.20 miles northwest of Upperville
  • Includes a pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3 star Highway property
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From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-749-6785

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2951 Valley Ave., Winchester, VA 22601 +1-888-749-6785 ~19.36 miles northwest of Upperville
  • Has a pool!
  • Economical Suburban property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Warrenton An Ihg Hotel
+1-888-878-9982

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410 Holiday Court, Warrenton, VA 20186 +1-888-878-9982 ~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.
  • Three Star Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 +1-888-389-4485 ~19.89 miles northwest of Upperville
  • Pool details: Indoor Pool - 10a-10pm
  • Low priced Highway hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-389-4121

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103 East Piccadilly St., Winchester, VA 22601 +1-888-389-4121 ~19.90 miles northwest of Upperville
  • Has a pool!
  • Mid-scale Downtown hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Leesburg in Leesburg
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 +1-888-675-2083 ~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.
  • Three Star hotel
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-800-716-8490 ~20.08 miles east of Upperville
  • Pool in hotel: 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
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From$82
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites : 117 Fort Evans Rd. Ne
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-805-5223 ~20.23 miles east of Upperville
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+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 +1-888-965-1860 ~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
  • 3-star Downtown hotel
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From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket - Gainesville
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-788-5576 ~20.24 miles southeast of Upperville
  • Pool in hotel
  • Affordable Rural hotel
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-897-9207 ~20.58 miles northwest of Upperville
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Economical Highway property
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From$77
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Winchester : 118 Mercedes Court
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 +1-888-311-4278 ~20.69 miles northwest of Upperville
  • Our hotel comes with a pool
  • Midscale hotel
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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 +1-888-469-4795 ~20.87 miles east of Upperville
  • Includes a pool: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
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From$75
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Home 2 Chantilly in 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 +1-888-734-9421 ~21.27 miles east of Upperville
  • Has swimming pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High end Airport hotel
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From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-841-5292 ~21.49 miles northwest of Upperville
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • 3-star Rural property
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From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winchester : 300 Marriott Dr.
+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 +1-888-455-5160 ~21.73 miles northwest of Upperville
  • Pool details: 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 Recent Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-965-8297 ~21.78 miles north of Upperville
  • Has swimming pool: Outdoor, seasonal
  • Affordable Mountain hotel
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles North
+1-888-906-6358

How should we direct your call?

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

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-749-6785 ~21.91 miles east of Upperville
  • Has swimming pool: Indoor Pool
  • 3 star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-878-9982 ~23.02 miles east of Upperville
  • Pool available: Indoor/Outdoor Swimming pool
  • Midscale Airport property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun - Dulles
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-389-4485 ~23.02 miles east of Upperville
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • Midscale Airport hotel
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From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy
+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 +1-888-389-4121 ~23.45 miles north of Upperville
  • Pool details: 10am-10pm indoor
  • Midscale Mountain property
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From$72
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-675-2083 ~23.63 miles southeast of Upperville
  • Pool in hotel: 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
+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 +1-800-716-8490 ~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.
  • Affordable Suburban hotel
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From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Wyndham Garden Manassas in 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 +1-800-805-5223 ~23.83 miles southeast of Upperville
  • Pool details: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Mid-scale Suburban property
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From$53
Average 3.0 /5 Reviews 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 +1-888-965-1860 ~23.90 miles southeast of Upperville
  • Pool in hotel: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Economical Suburban hotel
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From$45
Very Good 4.0 /5 Hotel 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 +1-888-788-5576 ~23.93 miles east of Upperville
  • Pool details: Indoor pool open from 10am-10pm
  • Midscale Suburban property
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From$79
Very Good 4.0 /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
  • Pool available: Seasonal outdoor saltwater pool
  • Three Star Suburban property
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From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Manassas Battlefield An Ihg Hotel in Manassas
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
10424 Balls Ford Rd., Manassas, VA 20109 +1-888-311-4278 ~24.25 miles southeast of Upperville
  • Pool details: Indoor heat Jacuzzi & Pool
  • 3-star Rural hotel
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott at Dulles Airport : 23000 Indian Creek Dr.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
23000 Indian Creek Dr., Sterling, VA 20166 +1-888-469-4795 ~24.49 miles east of Upperville
  • Pool available: Indoor Pool
  • 3-star Airport hotel
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Westfields Marriott
+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
  • Has swimming pool: We have two pools– one indoor and one seasonal outdoor.
  • 4-star Suburban hotel
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From$69
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Washington Dulles - Dulles
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 +1-888-841-5292 ~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
  • Mid-scale Airport property
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Chantilly Dulles South - Chantilly
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
14440 Chantilly Crossing Lane, Chantilly, VA 20151 +1-888-455-5160 ~24.72 miles east of Upperville
  • Pool in hotel
  • Three Star Suburban hotel
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From$119
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Dulles Airport in Sterling
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 +1-888-965-8297 ~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
  • Mid-scale Airport hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Hyatt House Sterling / Dulles Airport North - Sterling
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
45520 Dulles Plaza, Sterling, VA 20166 +1-888-906-6358 ~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.
  • Affordable Airport property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Chantilly
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
4335 Chantilly Shopping Center, Chantilly, VA 20151 +1-888-749-6785 ~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.
  • Affordable Airport property
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From$57
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Washington Dulles Airport : 13869 Park Center Rd.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
13869 Park Center Rd., Herndon, VA 20171 +1-888-878-9982 ~25.11 miles east of Upperville
  • Pool in hotel: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • 4-star Airport property
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From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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