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 in Strasburg 21 Signal Knob Dr., Strasburg, VA 22657
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~3.85 miles west of Middletown
  • Our hotel comes with a pool
  • Inexpensive Rural hotel
More Photos Photo of Ramada by Wyndham Strasburg Pool
From$63
Average 3.0 /5 Read Reviews Call BookMore Details
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Quality Inn Stephens City - Winchester South - Stephens City 167 Town Run Lane, Stephens City, VA 22655
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~5.03 miles northeast of Middletown
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3-star Highway property
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$60
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Holiday Inn Express 165 Town Run Ln, Stephens City, VA 22655
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~5.03 miles northeast of Middletown
  • We have a pool ready for use
  • Affordable Rural hotel
More Photos Photo of Holiday Inn Express Pool
From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Front Royal : 9800 Winchester Rd. 9800 Winchester Rd., Front Royal, VA 22630
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~6.62 miles southeast of Middletown
  • Includes a pool: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn Front Royal
From$107
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites 141 Kernstown Commons Blvd., Winchester, VA 22602
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~7.92 miles northeast of Middletown
  • Pool details: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Suburban hotel
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG in Winchester 333 Front Royal Pike, Winchester, VA 22602
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~10.93 miles northeast of Middletown
  • Has swimming pool: Indoor
  • Midscale Suburban hotel
More Photos Swimming pool at Holiday Inn Winchester Se Historic Gateway by IHG
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Winchester Near University in Winchester 140 Costello Dr., Winchester, VA 22602
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~11.08 miles northeast of Middletown
  • 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.
  • Cheap Suburban hotel
More Photos Swimming pool at Sleep Inn & Suites Winchester Near University
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield & Suites by Marriott Winchester : 250 Front Royal Pike 250 Front Royal Pike, Winchester, VA 22602
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~11.10 miles northeast of Middletown
  • Pool available: Indoor pool open daily from 9:00AM - 10:00PM
  • 3-star Rural hotel
More Photos Pool image of Fairfield & Suites by Marriott Winchester
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in Winchester 640 East Jubal Early Dr., Winchester, VA 22601
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~11.44 miles northeast of Middletown
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway property
More Photos Swimming pool at Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester in Winchester 1055 Millwood Pike, Winchester, VA 22602
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~11.48 miles northeast of Middletown
  • Includes a pool: Our Indoor Pool is open 7am-10pm
  • Three Star Suburban property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Winchester
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester 103 East Piccadilly St., Winchester, VA 22601
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~12.62 miles northeast of Middletown
  • We have a pool ready for use
  • Three Star Downtown property
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603
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~13.66 miles northeast of Middletown
  • Has swimming pool
  • Three Star Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites - Winchester 142 Fox Ridge Lane, Winchester, VA 22603
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~14.75 miles northeast of Middletown
  • Pool details: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Mid-scale Rural hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
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Quality Inn Winchester 1601 Martinsburg Pike, Winchester, VA 22603
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~14.97 miles northeast of Middletown
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Cheap Highway property
More Photos Pool image of Quality Inn Winchester
From$77
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites 1150 Motel Dr., Woodstock, VA 22664
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~17.23 miles southwest of Middletown
  • Our hotel comes with a pool
  • 3-star Highway hotel
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Goodstone Inn & Restaurant 36205 Snake Hill Rd., Middleburg, VA 20117
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~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 property
More Photos Photo of Goodstone Inn & Restaurant Pool
From$350
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Salamander Resort And Spa - Middleburg 500 North Pendelton St., Middleburg, VA 20117
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~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 property
More Photos Photo of Salamander Resort And Spa Pool
From$289
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG 681 Flowing Springs Rd., Ranson, WV 25438
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~30.23 miles northeast of Middletown
  • Pool in hotel: Outdoor, seasonal
  • 3 star Mountain hotel
More Photos Swimming pool at Holiday Inn Express Charles Town by IHG
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites 1937 Short Rd., Kearneysville, WV 25430
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~32.48 miles northeast of Middletown
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • Midscale hotel
More Photos Swimming pool at Quality Inn & Suites
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Martinsburg 975 Foxcroft Ave., Martinsburg, WV 25401
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~32.90 miles northeast of Middletown
  • Has swimming pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway property
More Photos Photo of Hampton Inn Martinsburg Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Martinsburg in Martinsburg 301 Foxroft Ave., Martinsburg, WV 25401
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~33.74 miles northeast of Middletown
  • Pool details: The indoor pool is open from 6:00am-11:00pm daily.
  • 3-star Suburban hotel
More Photos Photo of Holiday Inn Martinsburg Pool
From$111
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy 4328 William L Wilson Fwy, Harpers Ferry, WV 25425
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~33.99 miles northeast of Middletown
  • Pool available: 10am-10pm indoor
  • 3 star Mountain property
More Photos Swimming pool at Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187
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~34.05 miles southeast of Middletown
  • 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 hotel
More Photos Pool image of Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket in Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155
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~39.48 miles east of Middletown
  • Pool in hotel
  • 3 star Rural hotel
More Photos Swimming pool at Hampton Inn by Hilton Gainesville Haymarket
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG : 80 Prosperity Ave. 80 Prosperity Ave., Leesburg, VA 20175
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~39.57 miles east of Middletown
  • Includes a pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3-star property
More Photos Pool image of Holiday Inn Express & Suites Leesburg - Historic District by IHG
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va 115 Fort Evans Rd. Ne, Leesburg, VA 20176
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~39.87 miles east of Middletown
  • Pool details: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Affordable Downtown hotel
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176
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~39.88 miles east of Middletown
  • Includes a pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Carradoc Hall Hotel & Conference Center by The Red Collection in Leesburg 1500 East Market St., Leesburg, VA 20176
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~40.85 miles east of Middletown
  • Pool details: Very Large outdoor pool with Furniture to go all around
  • 3 star Suburban hotel
More Photos Pool image of Carradoc Hall Hotel & Conference Center by The Red Collection
From$75
Poor 2.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel 787 Madison Rd., Culpeper, VA 22701
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~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.
  • Three Star Rural hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont Inn & Suites Culpeper 791 Madison Rd., Culpeper, VA 22701
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~41.90 miles south of Middletown
  • Has swimming pool: Outdoor pool. Open during the warm weather seasons.
  • 3 star Rural property
More Photos Photo of Baymont Inn & Suites Culpeper Pool
From$79
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Aloft Dulles Airport North : 22390 Flagstaff Plaza 22390 Flagstaff Plaza, Ashburn, VA 20148
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~42.86 miles east of Middletown
  • Pool available: Indoor pool
  • Affordable Airport property
More Photos Swimming pool at Aloft Dulles Airport North
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Dulles North in Ashburn 22400 Flagstaff Plaza, Ashburn, VA 20148
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~42.91 miles east of Middletown
  • Pool details: Indoor Pool
  • Three Star Suburban property
More Photos Photo of Hilton Garden Inn Dulles North Pool
From$64
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Holiday Inn Express & Suites Manassas An Ihg Hotel in Manassas 10810 Battleview Pkwy., Manassas, VA 20109
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~43.60 miles east of Middletown
  • Pool available: Great Big Indoor pool 8am to 9pm
  • 3 star Suburban hotel
More Photos Photo of Holiday Inn Express & Suites Manassas An Ihg Hotel Pool
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
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~43.65 miles east of Middletown
  • Includes a pool: 6am to 10pm Indoor
  • 3-star Suburban hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Manassas Battlefield
From$80
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Courtyard by Marriott Manassas Battlefield Park : 10701 Battleview Pkwy. 10701 Battleview Pkwy., Manassas, VA 20109
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~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
More Photos Photo of Courtyard by Marriott Manassas Battlefield Park Pool
From$70
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Best Western Battlefield Inn-Manassas in Manassas 10820 Balls Ford Rd., Manassas, VA 20109
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~43.81 miles east of Middletown
  • Pool in hotel: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Two star Suburban hotel
More Photos Pool image of Best Western Battlefield Inn-Manassas
From$45
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Wyndham Garden Manassas - Manassas 10800 Vandor Lane, Manassas, VA 20109
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~43.81 miles east of Middletown
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Mid-scale Suburban property
More Photos Pool image of Wyndham Garden Manassas
From$53
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Hilton Garden Inn Manassas : 7001 Infantry Ridge Rd. 7001 Infantry Ridge Rd., Manassas, VA 20109
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~43.82 miles east of Middletown
  • Pool available: Indoor Pool
  • 3-star hotel
More Photos hotel room
From$90
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Embassy Suites by Hilton Dulles North Loudoun - Ashburn 44610 Waxpool Rd., Ashburn, VA 20147
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~43.91 miles east of Middletown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • High-end Airport hotel
More Photos Swimming pool at Embassy Suites by Hilton Dulles North Loudoun
From$125
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Homewood Suites by Hilton Dulles North / Loudoun : 44620 Waxpool Rd. 44620 Waxpool Rd., Dulles, VA 20147
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~43.93 miles east of Middletown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Affordable Airport property
More Photos Pool image of Homewood Suites by Hilton Dulles North / Loudoun
From$95
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Hampton Inn Manassas 7295 Williamson Blvd., Manassas, VA 20109
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~44.05 miles east of Middletown
  • Includes a pool: Seasonal outdoor saltwater pool
  • 3 star Suburban hotel
More Photos Swimming pool at Hampton Inn Manassas
From$94
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Residence Inn by Marriott Manassas Battlefield Park 7345 Williamson Blvd., Manassas, VA 20109
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~44.11 miles east of Middletown
  • Pool in hotel: Indoor pool
  • Three Star Suburban hotel
More Photos Photo of Residence Inn by Marriott Manassas Battlefield Park Pool
From$129
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Comfort Suites Manassas Battlefield Park 7350 Williamson Blvd., Manassas, VA 20109
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~44.15 miles east of Middletown
  • Has swimming pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • Midscale Highway hotel
More Photos Swimming pool at Comfort Suites Manassas Battlefield Park
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Manassas Battlefield by IHG - Manassas 10424 Balls Ford Rd., Manassas, VA 20109
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~44.30 miles east of Middletown
  • Pool in hotel: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Mid-scale Rural hotel
More Photos Swimming pool at Holiday Inn Manassas Battlefield by IHG
From$70
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Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147
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~44.44 miles east of Middletown
  • Includes a pool: Indoor pool open from 10am-10pm
  • Three Star Suburban property
More Photos Photo of Springhill Suites by Marriott Ashburn Dulles North Pool
From$79
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Washington Dulles Airport Marriott - Dulles 45020 Aviation Dr., Dulles, VA 20166
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~44.88 miles east of Middletown
  • Includes a pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3-star Airport hotel
More Photos Swimming pool at Washington Dulles Airport Marriott
From$80
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