Middletown Hotels with Pools - Outdoor/Indoor Pools in Middletown VA

Middletown 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 Middletown, VA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Middletown Virginia hotel and motel rooms for children. Review the list of Middletown hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Middletown Hotels with Outdoor or Indoor Pools

Ramada by Wyndham Strasburg - Strasburg 21 Signal Knob Dr., Strasburg, VA 22657 Call ~3.85 miles west of Middletown
  • Includes a swimming pool
  • Economy Rural property
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From$63
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Quality Inn Stephens City - Winchester South : 167 Town Run Lane 167 Town Run Lane, Stephens City, VA 22655 Call ~5.03 miles northeast of Middletown
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Mid-scale Highway property
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From$60
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Holiday Inn Express in Stephens City 165 Town Run Ln, Stephens City, VA 22655 Call ~5.03 miles northeast of Middletown
  • Includes a swimming pool
  • Midscale Rural hotel
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From$68
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Country Inn & Suites : 141 Kernstown Commons Blvd. 141 Kernstown Commons Blvd., Winchester, VA 22602 Call ~7.92 miles northeast of Middletown
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Three Star Suburban hotel
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From$80
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Motel 6 Winchester Va 2951 Valley Ave., Winchester, VA 22601 Call ~9.56 miles northeast of Middletown
  • We have a pool ready for use
  • 2-star Suburban hotel
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From$60
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Holiday Inn Winchester Se Historic Gateway by IHG : 333 Front Royal Pike 333 Front Royal Pike, Winchester, VA 22602 Call ~10.93 miles northeast of Middletown
  • Pool details: Indoor
  • Affordable Suburban hotel
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From$69
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Sleep Inn & Suites Winchester Near University 140 Costello Dr., Winchester, VA 22602 Call ~11.08 miles northeast of Middletown
  • 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.
  • Two star Suburban property
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From$60
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Fairfield & Suites by Marriott Winchester : 250 Front Royal Pike 250 Front Royal Pike, Winchester, VA 22602 Call ~11.10 miles northeast of Middletown
  • Pool available: Indoor pool open daily from 9:00AM - 10:00PM
  • Midscale Rural hotel
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From$70
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Hampton Inn Winchester University / Mall Area 640 East Jubal Early Dr., Winchester, VA 22601 Call ~11.44 miles northeast of Middletown
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway hotel
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From$82
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La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Winchester, VA 22602 Call ~11.48 miles northeast of Middletown
  • Pool details: Our Indoor Pool is open 7am-10pm
  • Affordable Suburban property
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From$80
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Microtel Inn & Suites by Wyndham Winchester - Winchester 150 Faraday Plaza, Winchester, VA 22603 Call ~12.60 miles northeast of Middletown
  • Pool available: Indoor Pool - 10a-10pm
  • Two-star Highway property
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From$60
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The George Washington a Wyndham Grand Hotel - Winchester 103 East Piccadilly St., Winchester, VA 22601 Call ~12.62 miles northeast of Middletown
  • Has a pool!
  • Midscale Downtown hotel
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From$99
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Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603 Call ~13.66 miles northeast of Middletown
  • Our hotel comes with a pool
  • Affordable Suburban property
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From$74
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Holiday Inn Express & Suites : 142 Fox Ridge Lane 142 Fox Ridge Lane, Winchester, VA 22603 Call ~14.75 miles northeast of Middletown
  • Has swimming pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Midscale Rural hotel
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From$75
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Quality Inn Winchester 1601 Martinsburg Pike, Winchester, VA 22603 Call ~14.97 miles northeast of Middletown
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Cheap Highway property
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From$77
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Comfort Inn Woodstock Shenandoah in Woodstock 1011 Motel Dr., Woodstock, VA 22664 Call ~16.87 miles southwest of Middletown
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Low Cost Highway hotel
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From$81
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Hampton Inn & Suites in Woodstock 1150 Motel Dr., Woodstock, VA 22664 Call ~17.23 miles southwest of Middletown
  • We have a pool ready for use
  • Affordable Highway hotel
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From$80
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Goodstone Inn & Restaurant in Middleburg 36205 Snake Hill Rd., Middleburg, VA 20117 Call ~28.42 miles east of Middletown
  • Pool details: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Mid-scale Rural hotel
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From$350
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Salamander Resort And Spa : 500 North Pendelton St. 500 North Pendelton St., Middleburg, VA 20117 Call ~29.04 miles east of Middletown
  • Includes a pool: 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 Day Friday & Saturday: 10:00 a.m. - 8:00 p.m.
  • Luxurious Five Star Resort hotel
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From$289
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Holiday Inn Express Charles Town by IHG 681 Flowing Springs Rd., Ranson, WV 25438 Call ~30.23 miles northeast of Middletown
  • Pool in hotel: Outdoor, seasonal
  • Affordable Mountain hotel
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From$80
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Quality Inn & Suites in Kearneysville 1937 Short Rd., Kearneysville, WV 25430 Call ~32.48 miles northeast of Middletown
  • Pool details: Outdoor pool 10:00 am to 11:00PM.
  • Three Star property
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From$55
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Hampton Inn Martinsburg - Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401 Call ~32.90 miles northeast of Middletown
  • Includes a pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Mid-scale Highway property
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From$80
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Holiday Inn Martinsburg : 301 Foxroft Ave. 301 Foxroft Ave., Martinsburg, WV 25401 Call ~33.74 miles northeast of Middletown
  • Pool details: The indoor pool is open from 6:00am-11:00pm daily.
  • Three Star Suburban hotel
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From$111
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Clarion Inn Harpers Ferry Charles Town 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 Call ~33.99 miles northeast of Middletown
  • Pool available: 10am-10pm indoor
  • Mid-scale Mountain property
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From$72
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Baymont Inn & Suites Warrenton in Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 Call ~34.05 miles southeast of Middletown
  • Pool details: 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
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Hampton Inn by Hilton Gainesville Haymarket 7300 Atlas Walk Way, Gainesville, VA 20155 Call ~39.48 miles east of Middletown
  • Has a pool!
  • 3 star Rural hotel
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From$89
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Holiday Inn Express & Suites Leesburg - Historic District by IHG - Leesburg 80 Prosperity Ave., Leesburg, VA 20175 Call ~39.57 miles east of Middletown
  • Has swimming pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Affordable property
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From$109
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Homewood Suites by Hilton Leesburg Va 115 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~39.87 miles east of Middletown
  • Has swimming pool: 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
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Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne 117 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~39.88 miles east of Middletown
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban hotel
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From$80
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Clarion Hotel & Conference Center Leesburg : 1500 East Market St. 1500 East Market St., Leesburg, VA 20176 Call ~40.85 miles east of Middletown
  • Pool in hotel: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban property
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From$75
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Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel 787 Madison Rd., Culpeper, VA 22701 Call ~41.87 miles south of Middletown
  • Includes a pool: We have a lovely heated Indoor pool that is open from 7:00 am to 11:00 pm daily.
  • Three Star Rural hotel
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From$109
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Baymont Inn & Suites Culpeper 791 Madison Rd., Culpeper, VA 22701 Call ~41.90 miles south of Middletown
  • Pool in hotel: Outdoor pool. Open during the warm weather seasons.
  • Mid-scale Rural property
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From$79
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Hampton Inn & Suites Culpeper - Culpeper 18411 Gate Rd., Culpeper, VA 22701 Call ~42.77 miles south of Middletown
  • Includes a swimming pool
  • 3-star hotel
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From$90
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Aloft Dulles Airport North : 22390 Flagstaff Plaza 22390 Flagstaff Plaza, Ashburn, VA 20148 Call ~42.86 miles east of Middletown
  • Pool details: Indoor pool
  • Midscale Airport hotel
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From$80
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Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA 20148 Call ~42.91 miles east of Middletown
  • Pool in hotel: Indoor Pool
  • 3-star Suburban property
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From$64
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Holiday Inn Express & Suites Manassas An Ihg Hotel : 10810 Battleview Pkwy. 10810 Battleview Pkwy., Manassas, VA 20109 Call ~43.60 miles east of Middletown
  • Has swimming pool: Great Big Indoor pool 8am to 9pm
  • Affordable Suburban hotel
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From$76
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La Quinta Inn & Suites by Wyndham Manassas Battlefield in Manassas 6950 Nova Way Manassas Va 20109, Manassas, VA 20109 Call ~43.65 miles east of Middletown
  • Pool details: 6am to 10pm Indoor
  • Affordable Suburban property
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From$80
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Courtyard by Marriott Manassas Battlefield Park - Manassas 10701 Battleview Pkwy., Manassas, VA 20109 Call ~43.71 miles east of Middletown
  • Pool available: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Three Star Suburban hotel
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From$70
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Best Western Battlefield Inn in Manassas 10820 Balls Ford Rd., Manassas, VA 20109 Call ~43.81 miles east of Middletown
  • Has swimming pool: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Low Cost Suburban hotel
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From$45
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Wyndham Garden Manassas - Manassas 10800 Vandor Lane, Manassas, VA 20109 Call ~43.81 miles east of Middletown
  • Has swimming pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Three Star Suburban hotel
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From$53
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Hilton Garden Inn Manassas 7001 Infantry Ridge Rd., Manassas, VA 20109 Call ~43.82 miles east of Middletown
  • Pool available: Indoor Pool
  • 3-star hotel
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From$90
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Embassy Suites by Hilton Dulles North Loudoun in Ashburn 44610 Waxpool Rd., Ashburn, VA 20147 Call ~43.91 miles east of Middletown
  • Pool available: Indoor/Outdoor Swimming pool
  • High-end Airport property
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From$125
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Homewood Suites by Hilton Dulles North / Loudoun - Dulles 44620 Waxpool Rd., Dulles, VA 20147 Call ~43.93 miles east of Middletown
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Mid-scale Airport property
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From$95
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Hampton Inn Manassas 7295 Williamson Blvd., Manassas, VA 20109 Call ~44.05 miles east of Middletown
  • Pool details: Seasonal outdoor saltwater pool
  • Mid-scale Suburban hotel
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From$94
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Residence Inn by Marriott Manassas Battlefield Park 7345 Williamson Blvd., Manassas, VA 20109 Call ~44.11 miles east of Middletown
  • Includes a pool: Indoor pool
  • 3 star Suburban property
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From$129
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Comfort Suites Manassas Battlefield Park : 7350 Williamson Blvd. 7350 Williamson Blvd., Manassas, VA 20109 Call ~44.15 miles east of Middletown
  • Includes a pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • 3 star Highway property
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From$90
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Holiday Inn Manassas Battlefield by IHG : 10424 Balls Ford Rd. 10424 Balls Ford Rd., Manassas, VA 20109 Call ~44.30 miles east of Middletown
  • Has swimming pool: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Three Star Rural property
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From$70
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Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza 20065 Lakeview Center Plaza, Ashburn, VA 20147 Call ~44.44 miles east of Middletown
  • Includes a pool: Indoor pool open from 10am-10pm
  • Mid-scale Suburban property
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From$79
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Washington Dulles Airport Marriott in Dulles 45020 Aviation Dr., Dulles, VA 20166 Call ~44.88 miles east of Middletown
  • Has swimming pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Mid-scale Airport property
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From$80
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