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

Hampton Inn by Hilton : 9800 Winchester Rd.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 15406351882
9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Pool available: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban property
More PhotosSwimming pool at Hampton Inn by Hilton
From$89
Very Good 4.5 /5Review Score Call
Quality Inn Skyline Drive
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863
10 South Commerce Ave., Front Royal, VA 22630 ~16.71 miles west of Upperville
  • Pool available: Outdoor poolOpen 10:00 a.m. to 10:00 p.m. End of May to First of September
  • Two star Downtown property
More Photos Swimming pool at Quality Inn Skyline Drive
From$65
Average 3.0 /5Recent Reviews Call
Aloft Winchester in Winchester
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863 Front Desk: 15406788899
1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Pool details: Splash, our Indoor Pool is open 6am-11pm
  • 3 star Suburban hotel
More Photos Swimming pool at Aloft Winchester
From$105
Very Good 4.0 /5Read Reviews Call
Sleep Inn & Suites
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15406677636
140 Costello Dr., Winchester, VA 22602 ~18.37 miles northwest of Upperville
  • Has swimming 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.
  • Low Cost Suburban hotel
More Photos Pool image of Sleep Inn & Suites
From$60
Very Good 4.0 /5Hotel Reviews Call
Holiday Inn Winchester Se Historic Gateway in Winchester
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15406673300
333 Front Royal Pike, Winchester, VA 22602 ~18.46 miles northwest of Upperville
  • Includes a pool
  • 3 star Suburban property
More Photos Swimming pool at Holiday Inn Winchester Se Historic Gateway
From$83
Very Good 4.5 /5Recent Reviews Call
Fairfield & Suites by Marriott Winchester - Winchester
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 ~18.46 miles northwest of Upperville
  • Includes a pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Three Star Suburban property
More Photos Photo of Fairfield & Suites by Marriott Winchester Pool
From$72
Very Good 4.0 /5Read Reviews Call
Comfort Inn Stephens City
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863 Front Desk: 15408696500
167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway property
More Photos hotel room
From$60
Average 3.5 /5Latest Reviews Call
Holiday Inn Express Winchester South / Stephens Ci - Stephens City
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 15408690909
165 Town Run Lane, Stephens City, VA 22655 ~18.50 miles west of Upperville
  • We have a pool
  • 3-star Rural property
More Photos Swimming pool at Holiday Inn Express Winchester South / Stephens Ci
From$60
Very Good 4.0 /5Reviews Call
Travelodge Winchester in Winchester
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 15406650685
160 Front Royal Pike, Winchester, VA 22602 ~18.54 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 Pool image of Travelodge Winchester
From$50
Average 3.5 /5Review Score Call
Country Inn & Suites by Carlson Winchester Va
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863 Front Desk: 15408697657
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Mountain property
More Photos Swimming pool at Country Inn & Suites by Carlson Winchester Va
From$65
Very Good 4.5 /5Hotel Reviews Call
Towneplace Suites by Marriott Winchester
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15406788822
170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • Pool in hotel
  • 3 star Suburban hotel
More Photos hotel room
From$74
Very Good 4.0 /5Latest Reviews Call
Best Western Lee Jackson Inn : 711 Millwood Ave.
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15406624154
711 Millwood Ave., Winchester, VA 22601 ~18.78 miles northwest of Upperville
  • Pool details: Labor day to Memorial DayOutdoor
  • 2 star Highway hotel
More Photos Photo of Best Western Lee Jackson Inn Pool
From$49
Very Good 4.0 /5Reviews Call
Hampton Inn Winchester University / Mall Area - 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: 15406678011
640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 miles northwest of Upperville
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Midscale Highway property
More Photos Photo of Hampton Inn Winchester University / Mall Area Pool
From$60
Very Good 4.5 /5Read Reviews Call
Baymont Inn & Suites : 7379 Comfort Inn Dr.
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863 Front Desk: 15403498900
7379 Comfort Inn Dr., Warrenton, VA 20187 ~18.97 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.
  • Low priced Suburban property
More Photos Photo of Baymont Inn & Suites Pool
From$45
Average 3.0 /5Read Reviews Call
Hampton Inn & Conference Center
+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 ~18.98 miles northwest of Upperville
  • Pool available: 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 property
More Photos Pool image of Hampton Inn & Conference Center
From$50
Very Good 4.5 /5Review Score Call
Wingate by Wyndham : 150 Wingate Dr.
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863
150 Wingate Dr., Winchester, VA 22601 ~19.15 miles northwest of Upperville
  • Our hotel comes with a pool
  • Affordable Downtown property
More Photos Swimming pool at Wingate by Wyndham
From$95
Very Good 4.0 /5Reviews Call
Hilton Garden Inn - Winchester
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863 Front Desk: 15407228881
120 Wingate Dr., Winchester, VA 22601 ~19.21 miles northwest of Upperville
  • Includes a pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3-star Highway property
More Photos Photo of Hilton Garden Inn Pool
From$89
Very Good 4.5 /5Read Reviews Call
Holiday Inn Express Hotel & Suites - 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: 15403413461
410 Holiday Court, Warrenton, VA 20186 ~19.44 miles south of Upperville
  • Pool in hotel: 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 Pool image of Holiday Inn Express Hotel & Suites
From$88
Very Good 4.0 /5Hotel Reviews Call
Comfort Suites Leesburg - Leesburg
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 17036691650
80 Prosperity Ave., Leesburg, VA 20175 ~19.93 miles east of Upperville
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Affordable property
More Photos Pool image of Comfort Suites Leesburg
From$99
Very Good 4.5 /5Reviews Call
Best Western Leesburg Hotel
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 17037779400
726 East Market St., Leesburg, VA 20176 ~20.03 miles east of Upperville
  • Includes a pool: Seasonal outdoor swimming pool open Memorial Day to Labor Day (pool may be opened earlier than Memorial Day and stay open beyond Labor Day if weather allows).
  • Three Star Suburban hotel
More Photos Pool image of Best Western Leesburg Hotel
From$66
Very Good 4.0 /5Guest Reviews Call
Homewood Suites by Hilton Leesburg Va
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863 Front Desk: 15712581068
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Has swimming pool: Outdoor PoolOpen from 8:00 AM to 10:00 PMPool open every year from Memorial Day to Labor Day
  • Midscale Downtown hotel
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$99
Very Good 4.5 /5Latest Reviews Call
Hampton Inn & Suites Leesburg Va : 117 Fort Evans Rd. Ne
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 17036698640
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.26 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool524 square feet 3-5ft DeepOpen 6am-10pm
  • Two-star Suburban property
More Photos Photo of Hampton Inn & Suites Leesburg Va Pool
From$96
Very Good 4.0 /5Hotel Reviews Call
Hampton Inn Gainesville / Haymarket - Gainesville
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 17037531500
7300 Atlas Walk Way, Gainesville, VA 20155 ~20.29 miles southeast of Upperville
  • Includes a pool
  • Three Star Rural property
More Photos Pool image of Hampton Inn Gainesville / Haymarket
From$89
Very Good 4.5 /5Recent Reviews Call
Comfort Inn : 1601 Martinsburg Pike
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 ~20.59 miles northwest of Upperville
  • Has swimming pool
  • Low Cost Highway property
More Photos Swimming pool at Comfort Inn
From$65
Very Good 4.0 /5Reviews Call
Clarion Inn Leesburg : 1500 East Market 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: 17037719200
1500 East Market St., Leesburg, VA 20176 ~20.86 miles east of Upperville
  • Includes a pool: Large outdoor pool. Private and intimate seating areas on porches and verandas.9am-10pm Memorial Day to Labor Day
  • 3 star Highway hotel
More Photos Swimming pool at Clarion Inn Leesburg
From$74
Average 3.5 /5Latest Reviews Call
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