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 : 21 Signal Knob Dr. 21 Signal Knob Dr., Strasburg, VA 22657
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~3.85 miles west of Middletown
  • Includes a swimming pool
  • Economical Rural property
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Quality Inn Stephens City - Winchester South 167 Town Run Lane, Stephens City, VA 22655
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~5.03 miles northeast of Middletown
  • Has swimming 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
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express - Stephens City 165 Town Run Ln, Stephens City, VA 22655
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~5.03 miles northeast of Middletown
  • With a pool!
  • Mid-scale Rural property
More Photos Photo of Holiday Inn Express Pool
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites 141 Kernstown Commons Blvd., Winchester, VA 22602
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~7.92 miles northeast of Middletown
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban property
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester 2951 Valley Ave., Winchester, VA 22601
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~9.56 miles northeast of Middletown
  • Includes a pool
  • 2 star Suburban property
More Photos Swimming pool at Motel 6 Winchester Va
From$60
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Sleep Inn & Suites Winchester Near University 140 Costello Dr., Winchester, VA 22602
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~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.
  • Inexpensive 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 Inn & Suites by Marriott - Winchester 250 Front Royal Pike, Winchester, VA 22602
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~11.10 miles northeast of Middletown
  • Pool details: Indoor Pool 6am - 10pm
  • Three Star Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott
From$85
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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
  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway property
More Photos Pool image of 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 1055 Millwood Pike, Winchester, VA 22602
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~11.48 miles northeast of Middletown
  • Includes a pool: Our Indoor Pool is open 6am-11pm
  • Midscale Suburban hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Winchester
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester 150 Faraday Plaza, Winchester, VA 22603
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~12.60 miles northeast of Middletown
  • Pool available: Indoor Pool - 10a-10pm
  • Two star Highway property
More Photos Pool image of Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601
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~12.62 miles northeast of Middletown
  • Includes a swimming pool
  • Midscale Downtown hotel
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 a pool!
  • Affordable Suburban hotel
More Photos Photo of Towneplace Suites by Marriott Winchester Pool
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites in Winchester 142 Fox Ridge Lane, Winchester, VA 22603
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~14.75 miles northeast of Middletown
  • Pool in hotel: 9am-10pm Indoor with Jacuzzi
  • 3-star Rural property
More Photos Photo of Holiday Inn Express & Suites Pool
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
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Quality Inn Winchester - Winchester 1601 Martinsburg Pike, Winchester, VA 22603
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~14.97 miles northeast of Middletown
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Economy Highway hotel
More Photos Photo of Quality Inn Winchester Pool
From$77
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr. 1011 Motel Dr., Woodstock, VA 22664
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~16.87 miles southwest of Middletown
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • 2-star Highway property
More Photos Pool image of Comfort Inn Woodstock Shenandoah
From$81
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
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Hampton Inn & Suites in Woodstock 1150 Motel Dr., Woodstock, VA 22664
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~17.23 miles southwest of Middletown
  • Has a pool!
  • Midscale Highway property
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Goodstone Inn & Restaurant in Middleburg 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.
  • Three Star Rural property
More Photos Swimming pool at Goodstone Inn & Restaurant
From$350
Average 3.0 /5 Guest Reviews Call BookMore Details
Salamander Resort And Spa 500 North Pendelton St., Middleburg, VA 20117
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~29.04 miles east of Middletown
  • Pool details: 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 5-star Resort hotel
More Photos Swimming pool at Salamander Resort And Spa
From$289
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg : 681 Flowing Springs Rd. 681 Flowing Springs Rd., Ranson, WV 25438
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~30.23 miles northeast of Middletown
  • Pool available: Outdoor, seasonal
  • Midscale Mountain property
More Photos Swimming pool at Holiday Inn Express Charles Town by Ihg
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites 1937 Short Rd., Kearneysville, WV 25430
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~32.48 miles northeast of Middletown
  • Pool details: Outdoor pool 10:00 am to 11:00PM.
  • 3 star property
More Photos Photo of Quality Inn & Suites Pool
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Martinsburg - 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
  • 3 star Highway hotel
More Photos Swimming pool at Hampton Inn Martinsburg
From$80
Average 3.0 /5 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 in hotel: The indoor pool is open from 6:00am-11:00pm daily.
  • Three 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 in Harpers Ferry 4328 William L Wilson Fwy, Harpers Ferry, WV 25425
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~33.99 miles northeast of Middletown
  • Includes a pool: 10am-10pm indoor
  • 3 star Mountain property
More Photos Photo of Clarion Inn Harpers Ferry Charles Town Pool
From$72
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Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187
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~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 property
More Photos Photo of Baymont Inn & Suites Warrenton Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket 7300 Atlas Walk Way, Gainesville, VA 20155
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~39.48 miles east of Middletown
  • Pool in hotel
  • Midscale Rural property
More Photos Pool image of Hampton Inn by Hilton Gainesville Haymarket
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg Historic District by IHG - Leesburg 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 Swimming pool at Holiday Inn Express & Suites Leesburg Historic District by IHG
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176
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~39.87 miles east of Middletown
  • Includes a pool: 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
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne 117 Fort Evans Rd. Ne, Leesburg, VA 20176
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~39.88 miles east of Middletown
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Affordable Suburban property
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg 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
  • Midscale Suburban hotel
More Photos Swimming pool at Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel : 787 Madison Rd. 787 Madison Rd., Culpeper, VA 22701
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~41.87 miles south of Middletown
  • Has swimming pool: We have a lovely heated Indoor pool that is open from 7:00 am to 11:00 pm daily.
  • Affordable Rural property
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel
From$109
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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 hotel
More Photos Pool image of Baymont Inn & Suites Culpeper
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Culpeper : 18411 Gate Rd. 18411 Gate Rd., Culpeper, VA 22701
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~42.77 miles south of Middletown
  • Has a pool!
  • Midscale property
More Photos Photo of Hampton Inn & Suites Culpeper Pool
From$90
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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 details: Indoor pool
  • 3 star Airport hotel
More Photos Pool image of Aloft Dulles Airport North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Dulles North - Ashburn 22400 Flagstaff Plaza, Ashburn, VA 20148
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~42.91 miles east of Middletown
  • Pool details: Indoor Pool
  • Midscale Suburban property
More Photos Photo of Hilton Garden Inn Dulles North Pool
From$64
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Manassas An Ihg Hotel 10810 Battleview Pkwy., Manassas, VA 20109
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~43.60 miles east of Middletown
  • Pool details: Great Big Indoor pool 8am to 9pm
  • Midscale Suburban property
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 : 6950 Nova Way Manassas Va 20109 6950 Nova Way Manassas Va 20109, Manassas, VA 20109
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~43.65 miles east of Middletown
  • Has swimming pool: 6am to 10pm Indoor
  • Affordable Suburban property
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 available: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Mid-scale Suburban property
More Photos Swimming pool at Courtyard by Marriott Manassas Battlefield Park
From$70
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Best Western Battlefield Inn : 10820 Balls Ford Rd. 10820 Balls Ford Rd., Manassas, VA 20109
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~43.81 miles east of Middletown
  • Includes a pool: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Low-priced Suburban property
More Photos Pool image of Best Western Battlefield Inn
From$45
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Wyndham Garden Manassas 10800 Vandor Lane, Manassas, VA 20109
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~43.81 miles east of Middletown
  • Includes a pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Midscale Suburban hotel
More Photos Photo of Wyndham Garden Manassas Pool
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 details: Indoor Pool
  • Three Star property
More Photos hotel room
From$90
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Embassy Suites by Hilton Dulles North Loudoun 44610 Waxpool Rd., Ashburn, VA 20147
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~43.91 miles east of Middletown
  • Pool available: Indoor/Outdoor Swimming pool
  • High end Airport property
More Photos Photo of Embassy Suites by Hilton Dulles North Loudoun Pool
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun in Dulles 44620 Waxpool Rd., Dulles, VA 20147
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~43.93 miles east of Middletown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3-star Airport hotel
More Photos Swimming pool at 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
  • Pool available: Seasonal outdoor saltwater pool
  • Affordable Suburban hotel
More Photos Swimming pool at Hampton Inn Manassas
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Manassas Battlefield Park 7345 Williamson Blvd., Manassas, VA 20109
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~44.11 miles east of Middletown
  • Includes a pool: Indoor pool
  • Affordable Suburban hotel
More Photos Pool image of Residence Inn by Marriott Manassas Battlefield Park
From$129
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Comfort Suites Manassas Battlefield Park - Manassas 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
  • 3 star Highway hotel
More Photos Swimming pool at Comfort Suites Manassas Battlefield Park
From$90
Average 3.0 /5 Latest 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
  • Has swimming pool: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • 3 star Rural property
More Photos Photo of Holiday Inn Manassas Battlefield by IHG Pool
From$70
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Springhill Suites by Marriott Ashburn Dulles North - Ashburn 20065 Lakeview Center Plaza, Ashburn, VA 20147
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~44.44 miles east of Middletown
  • Pool available: Indoor pool open from 10am-10pm
  • 3 star Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Ashburn Dulles North
From$79
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Washington Dulles Airport Marriott : 45020 Aviation Dr. 45020 Aviation Dr., Dulles, VA 20166
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~44.88 miles east of Middletown
  • Pool details: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Midscale Airport hotel
More Photos Photo of Washington Dulles Airport Marriott Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details

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