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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Hotel Name
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Upperville Hotels with Outdoor or Indoor Pools

Salamander Resort & Spa
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15406873600
500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • Pool available: Chill out. Cool off. Immerse yourself in the great outdoors. This is what summer is all about. Welcome to Splash Pool & Cafe, Salamander Resort & Spa’s new reprieve tucked away in the Virginia countryside. Bring the shades. Lather on the sunscreen. Settle into a comfy lounge chair with a specialty drink and your favorite summer read. At Splash Pool & Cafe, relaxation is key. The intimate surroundings make it easy to lay back and soak up some glorious sunshine.When the sun begins to notch up the temperature, there’s plenty of ways to keep cool. Take a comfortable swim in the pool or make your way over to the two cascading water features where kids (big and small) will undoubtedly find refreshing jets of shooting water endlessly entertaining. Throughout the day, the Splash team will be on hand to offer delicious complimentary frozen berries, grapes and other summer amenities including free sunglass polishing and Evian face misting.Memorial Day through Labor DayFriday & Saturday: 10:00 a.m. - 8:00 p.m.
  • Nice outdoor family pool
  • Luxury 5-star Resort property
More PhotosPhoto of Salamander Resort & Spa Pool
From$285
Very Good 4.5 /5Guest Reviews CallBookMore Details
Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15406313050
111 Hospitality Dr., Front Royal, VA 22630 ~15.65 miles west of Upperville
  • Pool in hotel: Heated Indoor Pool and Hot Tub7:30am - 10:00 pm
  • 3-star Suburban property
More Photos Swimming pool at Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows
From$104
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hampton Inn by Hilton : 9800 Winchester Rd.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 15406351882
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 property
More Photos Photo of Hampton Inn by Hilton Pool
From$88
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Aloft Winchester
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15406788899
1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Has swimming pool: Splash, our Indoor Pool is open 6am-11pm
  • Pool in need of cleaning
  • Dirty pool, said 67%
  • 3 star Suburban hotel
More Photos Photo of Aloft Winchester Pool
From$69
Very Good 4.0 /5Guest Reviews CallBookMore Details
Sleep Inn & Suites
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 15406677636
140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Includes a 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.
  • Two star Suburban property
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Winchester Se Historic Gateway - Winchester
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 15406673300
333 Front Royal Pike, Winchester, VA 22602 ~18.44 miles northwest of Upperville
  • Includes a pool: Indoor
  • Midscale Suburban hotel
More Photos Swimming pool at Holiday Inn Winchester Se Historic Gateway
From$83
Very Good 4.5 /5Recent Reviews CallBookMore Details
Fairfield & Suites by Marriott Winchester in Winchester
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • Pool in hotel: Indoor pool open daily from 9:00AM - 10:00PM
  • Horrible pool
  • Pool should be renewed
  • Indoor pool doesn't open
  • Only complaint was the pool
  • 3 star Suburban property
More Photos Pool image of Fairfield & Suites by Marriott Winchester
From$88
Very Good 4.0 /5Recent Reviews CallBookMore Details
Comfort Inn Stephens City
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15408696500
167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Pool available: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Affordable Highway property
More Photos Photo of Comfort Inn Stephens City Pool
From$60
Average 3.5 /5Hotel Reviews CallBookMore Details
Holiday Inn Express Winchester South / Stephens Ci
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15408690909
165 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • We have a pool ready for use
  • Affordable Rural hotel
More Photos Swimming pool at Holiday Inn Express Winchester South / Stephens Ci
From$67
Very Good 4.0 /5Recent Reviews CallBookMore Details
Travelodge Winchester : 160 Front Royal Pike
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 15406650685
160 Front Royal Pike, Winchester, VA 22602 ~18.52 miles northwest of Upperville
  • Pool details: 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.
  • Clean pool area
  • Low priced Suburban hotel
More Photos Photo of Travelodge Winchester Pool
From$58
Average 3.5 /5Hotel Reviews CallBookMore Details
Country Inn & Suites by Carlson Winchester Va - Winchester
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15408697657
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.57 miles west of Upperville
  • Pool in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Pool is good
  • Great pool
  • Nice pool
  • Heated pool
  • 3 star Mountain hotel
More Photos Photo of Country Inn & Suites by Carlson Winchester Va Pool
From$75
Very Good 4.5 /5Review Score CallBookMore Details
Towneplace Suites by Marriott Winchester
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 15406788822
170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • Has swimming pool
  • Midscale Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5Reviews CallBookMore Details
Hampton Inn Winchester University / Mall Area
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 15406678011
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
  • Excellent pool
  • Great pool
  • Dip in the pool which was very clean
  • Lovely outdoor pool
  • Nice pool
  • 3-star Highway property
More Photos Photo of Hampton Inn Winchester University / Mall Area Pool
From$70
Very Good 4.5 /5Reviews CallBookMore Details
Hampton Inn & Conference Center : 1204 Berryville Ave.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 15406784000
1204 Berryville Ave., Winchester, VA 22601 ~18.97 miles northwest of Upperville
  • Pool in hotel: 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.
  • Midscale Highway hotel
More Photos Photo of Hampton Inn & Conference Center Pool
From$69
Very Good 4.5 /5Review Score CallBookMore Details
Baymont Inn & Suites : 7379 Comfort Inn Dr.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15403498900
7379 Comfort Inn Dr., Warrenton, VA 20187 ~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.
  • Midscale Suburban property
More Photos Photo of Baymont Inn & Suites Pool
From$59
Average 3.0 /5Guest Reviews CallBookMore Details
Hilton Garden Inn : 120 Wingate Dr.
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15407228881
120 Wingate Dr., Winchester, VA 22601 ~19.20 miles northwest of Upperville
  • Pool details: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3 star Highway property
More Photos Pool image of Hilton Garden Inn
From$88
Very Good 4.5 /5Read Reviews CallBookMore Details
Holiday Inn Express Hotel & Suites
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 15403413461
410 Holiday Court, Warrenton, VA 20186 ~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.
  • Midscale Suburban property
More Photos Photo of Holiday Inn Express Hotel & Suites Pool
From$84
Very Good 4.0 /5Latest Reviews CallBookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15406784700
103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a swimming pool
  • Mid-scale Downtown hotel
More Photos Pool image of The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.5 /5Reviews CallBookMore Details
Comfort Suites Leesburg in Leesburg
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 17036691650
80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Has swimming pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Mid-scale hotel
More Photos Pool image of Comfort Suites Leesburg
From$105
Very Good 4.5 /5Guest Reviews CallBookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 17037779400
726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • Includes a pool: Our lovely seasonal outdoor swimming pool sits in a private courtyard. The pool is open Memorial Day to Labor Day as a minimum; we open prior to Memorial Day and keep the pool beyond Labor Day, weather permitting.
  • Excellent pool
  • Great pool
  • Pool was a joy
  • Lovely pool
  • Three Star Suburban property
More Photos Swimming pool at Best Western Leesburg Hotel & Conference Center
From$75
Very Good 4.0 /5Reviews CallBookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 15712581068
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Includes a pool: Outdoor PoolOpen from 8:00 AM to 10:00 PMPool open every year from Memorial Day to Labor Day
  • Affordable Downtown hotel
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$99
Very Good 4.5 /5Guest Reviews CallBookMore Details
Hampton Inn & Suites Leesburg Va
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 17036698640
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Includes a pool: Indoor Heated Pool524 square feet 3-5ft DeepOpen 6am-10pm
  • Low priced Suburban property
More Photos Swimming pool at Hampton Inn & Suites Leesburg Va
From$98
Very Good 4.0 /5Guest Reviews CallBookMore Details
Comfort Inn
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Includes a pool
  • Excellent pool
  • Great pool
  • Low-priced Highway property
More Photos Swimming pool at Comfort Inn
From$70
Very Good 4.0 /5Read Reviews CallBookMore Details
Clarion Inn Leesburg
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 17037719200
1500 East Market St., Leesburg, VA 20176 ~20.84 miles east of Upperville
  • Has swimming pool: Large outdoor pool. Private and intimate seating areas on porches and verandas.9am-10pm Memorial Day to Labor Day
  • Outdoor pool was big and very clean
  • Horrible pool
  • Pool should be renewed
  • No indoor pool
  • Swimming pool closed
  • Pool was not open even
  • Midscale Highway hotel
More Photos Pool image of Clarion Inn Leesburg
From$55
Average 3.5 /5Review Score CallBookMore Details
Holiday Inn Express & Suites
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 ~21.49 miles northwest of Upperville
  • Pool details: 9am-10pmIndoor with Jacuzzi
  • Pool is good
  • Great pool
  • Wonderful swimming pool
  • Nice pool
  • Three Star Rural hotel
More Photos Pool image of Holiday Inn Express & Suites
From$68
Very Good 4.5 /5Review Score CallBookMore Details
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