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.

Star Rating
Hotel Name
Price Range (USD)to
Amenities

Upperville Hotels with Outdoor or Indoor Pools

Salamander Resort & Spa : 500 North Pendelton St.
+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
  • Our hotel comes with a pool
  • Nice outdoor family pool
  • Luxury 5-star hotel
More PhotosPhoto of Salamander Resort & Spa Pool
From$285
Very Good 4.5 /5Reviews CallBookMore Details
Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows - Front Royal
+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 details: Heated Indoor Pool and Hot Tub7:30am - 10:00 pm
  • 3-star Suburban property
More Photos Photo of Holiday Inn Hotel & Suites Front Royal Blue Ridge Shadows Pool
From$104
Very Good 4.5 /5Review Score 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 details: We have an indoor pool which is open from 8am-10pm
  • 3 star Suburban property
More Photos Pool image of Hampton Inn by Hilton
From$88
Very Good 4.5 /5Latest 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
  • Pool available: Splash, our Indoor Pool is open 6am-11pm
  • Pool in need of cleaning
  • Dirty pool, said 67%
  • 3 star Suburban property
More Photos Swimming pool at Aloft Winchester
From$69
Very Good 4.0 /5Latest Reviews CallBookMore Details
Sleep Inn & Suites - 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: 15406677636
140 Costello Dr., Winchester, VA 22602 ~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.
  • Two star Suburban hotel
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very Good 4.0 /5Latest Reviews CallBookMore Details
Holiday Inn Winchester Se Historic Gateway
+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
  • Has swimming pool: Indoor
  • 3 star Suburban property
More Photos Swimming pool at Holiday Inn Winchester Se Historic Gateway
From$83
Very Good 4.5 /5Hotel 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 details: 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
  • Midscale Suburban hotel
More Photos Photo of Fairfield & Suites by Marriott Winchester Pool
From$88
Very Good 4.0 /5Review Score CallBookMore Details
Comfort Inn Stephens City - 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
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Affordable Highway property
More Photos Pool image of Comfort Inn Stephens City
From$60
Average 3.5 /5Guest 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
  • 3 star Rural hotel
More Photos Swimming pool at Holiday Inn Express Winchester South / Stephens Ci
From$67
Very Good 4.0 /5Latest 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
  • 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.
  • Clean pool area
  • Low Cost Suburban hotel
More Photos Photo of Travelodge Winchester Pool
From$58
Average 3.5 /5Reviews CallBookMore Details
Country Inn & Suites by Carlson Winchester Va in 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
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Pool is good
  • Great pool
  • Nice pool
  • Heated pool
  • 3 star Mountain property
More Photos Pool image of Country Inn & Suites by Carlson Winchester Va
From$75
Very Good 4.5 /5Reviews 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 a pool!
  • Midscale Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5Read Reviews 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
  • Pool available: 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
  • Affordable Highway property
More Photos Pool image of Hampton Inn Winchester University / Mall Area
From$70
Very Good 4.5 /5Recent Reviews 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
  • 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 property
More Photos Swimming pool at Hampton Inn & Conference Center
From$71
Very Good 4.5 /5Latest Reviews CallBookMore Details
Baymont Inn & Suites in Warrenton
+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.
  • 3 star Suburban hotel
More Photos Pool image of Baymont Inn & Suites
From$59
Average 3.0 /5Guest Reviews CallBookMore Details
Wingate by Wyndham : 150 Wingate Dr.
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
150 Wingate Dr., Winchester, VA 22601 ~19.14 miles northwest of Upperville
  • Pool in hotel
  • Excellent pool
  • Great pool
  • Nice pool
  • Three Star Downtown property
More Photos Swimming pool at Wingate by Wyndham
From$95
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hilton Garden Inn - Winchester
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 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 Photo of Hilton Garden Inn Pool
From$87
Very Good 4.5 /5Latest Reviews CallBookMore Details
Holiday Inn Express Hotel & Suites
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15403413461
410 Holiday Court, Warrenton, VA 20186 ~19.41 miles south of Upperville
  • Pool available: 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
More Photos Pool image of Holiday Inn Express Hotel & Suites
From$84
Very Good 4.0 /5Guest Reviews CallBookMore Details
The George Washington a Wyndham Grand Hotel
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 15406784700
103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • Includes a pool
  • Affordable Downtown property
More Photos Photo of The George Washington a Wyndham Grand Hotel Pool
From$99
Very Good 4.5 /5Review Score CallBookMore Details
Comfort Suites Leesburg : 80 Prosperity Ave.
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 17036691650
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.
  • Mid-scale property
More Photos Pool image of Comfort Suites Leesburg
From$100
Very Good 4.5 /5Read Reviews CallBookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 17037779400
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. 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
  • Midscale Suburban property
More Photos Pool image of Best Western Leesburg Hotel & Conference Center
From$75
Very Good 4.0 /5Latest Reviews CallBookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15712581068
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool details: Outdoor PoolOpen from 8:00 AM to 10:00 PMPool open every year from Memorial Day to Labor Day
  • Midscale Downtown property
More Photos Pool image of Homewood Suites by Hilton Leesburg Va
From$99
Very Good 4.5 /5Guest Reviews CallBookMore Details
Hampton Inn & Suites Leesburg Va
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 17036698640
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool524 square feet 3-5ft DeepOpen 6am-10pm
  • Inexpensive Suburban hotel
More Photos Pool image of Hampton Inn & Suites Leesburg Va
From$98
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Comfort Inn - Winchester
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • With a pool!
  • Excellent pool
  • Great pool
  • Low priced Highway hotel
More Photos Swimming pool at Comfort Inn
From$70
Very Good 4.0 /5Review Score CallBookMore Details
Clarion Inn Leesburg - Leesburg
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 17037719200
1500 East Market St., Leesburg, VA 20176 ~20.84 miles east of Upperville
  • Pool details: 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 Swimming pool at Clarion Inn Leesburg
From$55
Average 3.0 /5Hotel Reviews CallBookMore Details
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