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
  • Our hotel comes with a pool
  • 2 star Rural property
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From$63
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Quality Inn Stephens City - Winchester South 167 Town Run Lane, Stephens City, VA 22655 Call ~5.03 miles northeast of Middletown
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway hotel
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From$60
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Holiday Inn Express Winchester South Stephens City by IHG 165 Town Run Ln, Stephens City, VA 22655 Call ~5.03 miles northeast of Middletown
  • Pool in hotel
  • 3-star Rural hotel
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From$68
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Hampton Inn Front Royal 9800 Winchester Rd., Front Royal, VA 22630 Call ~6.62 miles southeast of Middletown
  • Has swimming pool: We have an indoor pool which is open from 8am-10pm
  • 3 star Suburban property
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From$107
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Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd. 141 Kernstown Commons Blvd., Winchester, VA 22602 Call ~7.92 miles northeast of Middletown
  • Pool available: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Midscale Suburban property
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From$80
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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 available: Indoor
  • 3-star Suburban hotel
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From$69
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Sleep Inn & Suites Winchester Near University - Winchester 140 Costello Dr., Winchester, VA 22602 Call ~11.08 miles northeast of Middletown
  • Pool in hotel: 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.
  • 2-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
  • Includes a pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Affordable 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
  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Affordable Highway property
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From$82
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La Quinta Inn & Suites by Wyndham Winchester in Winchester 1055 Millwood Pike, Winchester, VA 22602 Call ~11.48 miles northeast of Middletown
  • Includes a pool: Our Indoor Pool is open 7am-10pm
  • Mid-scale Suburban property
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From$80
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The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601 Call ~12.62 miles northeast of Middletown
  • Has swimming pool
  • Mid-scale Downtown property
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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
  • Has swimming pool
  • Midscale 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
  • Pool available: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Affordable Rural property
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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 available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway property
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From$77
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Hampton Inn & Suites in Woodstock 1150 Motel Dr., Woodstock, VA 22664 Call ~17.23 miles southwest of Middletown
  • Our hotel comes with a pool
  • Midscale Highway hotel
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From$80
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Goodstone Inn & Restaurant 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., Middleburg, VA 20117 Call ~29.04 miles east of Middletown
  • Pool in hotel: 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.
  • Luxury 5-star Resort hotel
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From$289
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Holiday Inn Express Charles Town by IHG in Ranson 681 Flowing Springs Rd., Ranson, WV 25438 Call ~30.23 miles northeast of Middletown
  • Has swimming pool: Outdoor, seasonal
  • 3 star Mountain hotel
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From$80
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Quality Inn & Suites : 1937 Short Rd. 1937 Short Rd., Kearneysville, WV 25430 Call ~32.48 miles northeast of Middletown
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • Mid-scale hotel
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From$55
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Hampton Inn Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401 Call ~32.90 miles northeast of Middletown
  • Pool in hotel: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway property
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From$80
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Holiday Inn Martinsburg 301 Foxroft Ave., Martinsburg, WV 25401 Call ~33.74 miles northeast of Middletown
  • Pool in hotel: The indoor pool is open from 6:00am-11:00pm daily.
  • 3 star Suburban property
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From$111
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Clarion Inn Harpers Ferry Charles Town - Harpers Ferry 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 Call ~33.99 miles northeast of Middletown
  • Pool in hotel: 10am-10pm indoor
  • 3 star Mountain property
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From$72
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Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 Call ~34.05 miles southeast of Middletown
  • Pool in hotel: 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.
  • Two-star 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
  • With 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 in Leesburg 80 Prosperity Ave., Leesburg, VA 20175 Call ~39.57 miles east of Middletown
  • Pool details: 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
  • Pool available: 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
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Hampton Inn & Suites Leesburg in Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~39.88 miles east of Middletown
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Mid-scale Suburban hotel
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From$80
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SureStay Plus by Best Western Berkeley Springs - Berkeley Springs 1776 Valley Rd., Berkeley Springs, WV 25411 Call ~39.89 miles north of Middletown
  • Includes a swimming pool
  • Three Star Resort hotel
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From$62
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Carradoc Hall Hotel & Conference Center by The Red Collection in Leesburg 1500 East Market St., Leesburg, VA 20176 Call ~40.85 miles east of Middletown
  • Includes a pool: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban hotel
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From$75
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Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel : 787 Madison Rd. 787 Madison Rd., Culpeper, VA 22701 Call ~41.87 miles south of Middletown
  • Pool in hotel: We have a lovely heated Indoor pool that is open from 7:00 am to 11:00 pm daily.
  • Affordable Rural property
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From$109
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Baymont Inn & Suites Culpeper - Culpeper 791 a Madison Rd., Culpeper, VA 22701 Call ~41.90 miles south of Middletown
  • Pool available: Outdoor pool. Open during the warm weather seasons.
  • Midscale Rural hotel
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From$79
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Days Inn by Wyndham Culpeper 791 B Madison Rd., Culpeper, VA 22701 Call ~41.90 miles south of Middletown
  • Has swimming pool: Outdoor pool. Open during the warm weather seasons.
  • 3-star Rural hotel
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From$72
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Home 2 Chantilly 43340 Defender Dr., Chantilly, VA 20152 Call ~42.33 miles east of Middletown
  • Pool in hotel: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High-end Airport property
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From$109
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Aloft by Marriott Dulles Airport North in Ashburn 22390 Flagstaff Plaza, Ashburn, VA 20148 Call ~42.86 miles east of Middletown
  • Pool in hotel: Indoor pool
  • 3-star Airport property
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From$80
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Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza 22400 Flagstaff Plaza, Ashburn, VA 20148 Call ~42.91 miles east of Middletown
  • Pool available: Indoor Pool
  • Three Star Suburban property
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From$64
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Holiday Inn Express & Suites Manassas An Ihg Hotel in Manassas 10810 Battleview Pkwy., Manassas, VA 20109 Call ~43.60 miles east of Middletown
  • Pool details: Great Big Indoor pool 8am to 9pm
  • Midscale Suburban hotel
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From$76
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La Quinta Inn & Suites by Wyndham Manassas Battlefield 6950 Nova Way Manassas Va 20109, Manassas, VA 20109 Call ~43.65 miles east of Middletown
  • Has swimming pool: 6am to 10pm Indoor
  • 3 star Suburban hotel
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From$80
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Courtyard by Marriott Manassas Battlefield Park 10701 Battleview Pkwy., Manassas, VA 20109 Call ~43.71 miles east of Middletown
  • Pool details: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Mid-scale Suburban property
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From$70
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Best Western Battlefield Inn-Manassas : 10820 Balls Ford Rd. 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 10800 Vandor Lane, Manassas, VA 20109 Call ~43.81 miles east of Middletown
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • 3-star Suburban property
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From$53
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Hilton Garden Inn Manassas in Manassas 7001 Infantry Ridge Rd., Manassas, VA 20109 Call ~43.82 miles east of Middletown
  • Pool details: Indoor Pool
  • Three Star property
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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
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 4-star Airport property
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From$125
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Homewood Suites by Hilton Dulles North / Loudoun 44620 Waxpool Rd., Dulles, VA 20147 Call ~43.93 miles east of Middletown
  • Pool available: Indoor/Outdoor Swimming pool
  • Three Star Airport hotel
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From$80
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Hampton Inn Manassas 7295 Williamson Blvd., Manassas, VA 20109 Call ~44.05 miles east of Middletown
  • Includes a pool: Seasonal outdoor saltwater pool
  • Midscale Suburban property
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From$94
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Residence Inn by Marriott Manassas Battlefield Park in Manassas 7345 Williamson Blvd., Manassas, VA 20109 Call ~44.11 miles east of Middletown
  • Has swimming pool: Indoor pool
  • 3-star Suburban hotel
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From$129
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Comfort Suites Manassas Battlefield Park 7350 Williamson Blvd., Manassas, VA 20109 Call ~44.15 miles east of Middletown
  • Pool available: 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., Manassas, VA 20109 Call ~44.30 miles east of Middletown
  • Pool details: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Three Star Rural hotel
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From$70
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Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147 Call ~44.44 miles east of Middletown
  • Pool details: Indoor pool open from 10am-10pm
  • 3-star 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
  • Pool in hotel: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Affordable Airport hotel
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From$80
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