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

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

Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 +1-888-389-4121
  • Pool details: Indoor Pool - 10a-10pm
  • Two-star Highway property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-675-2083
  • Pool available: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Midscale Highway property
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From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott - Winchester
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22602 +1-800-716-8490
  • Pool available: Indoor Pool 6am - 10pm
  • Mid-scale Suburban hotel
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From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University : 140 Costello Dr.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-800-805-5223
  • 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 property
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites - Winchester
+1-888-965-1860

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142 Fox Ridge Lane, Winchester, VA 22603 +1-888-965-1860
  • Pool in hotel: 9am-10pm Indoor with Jacuzzi
  • 3 star Rural hotel
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Winchester
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-788-5576
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Inexpensive Highway property
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From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-897-9207
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-311-4278
  • Pool in hotel
  • Affordable Downtown property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-469-4795
  • Includes a pool
  • Three Star Suburban hotel
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From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 +1-888-734-9421
  • Our hotel comes with a pool
  • Two star Suburban property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-888-841-5292 ~7.28 miles south of Winchester
  • With a pool!
  • Mid-scale Rural hotel
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From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-455-5160 ~7.30 miles south of Winchester
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway property
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From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Strasburg : 21 Signal Knob Dr.
+1-888-965-8297

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21 Signal Knob Dr., Strasburg, VA 22657 +1-888-965-8297 ~15.50 miles southwest of Winchester
  • With a pool!
  • Two star Rural hotel
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From$63
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+1-888-906-6358

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681 Flowing Springs Rd., Ranson, WV 25438 +1-888-906-6358 ~19.37 miles east of Winchester
  • Includes a pool: Outdoor, seasonal
  • Three Star Mountain property
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites in Kearneysville
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 +1-888-749-6785 ~20.55 miles northeast of Winchester
  • Pool in hotel: Outdoor pool 10:00 am to 11:00PM.
  • Midscale hotel
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From$55
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Martinsburg : 975 Foxcroft Ave.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-878-9982 ~20.84 miles northeast of Winchester
  • Pool available: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Mid-scale Highway hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Martinsburg
+1-888-389-4485

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301 Foxroft Ave., Martinsburg, WV 25401 +1-888-389-4485 ~21.70 miles northeast of Winchester
  • Includes a pool: The indoor pool is open from 6:00am-11:00pm daily.
  • Affordable Suburban property
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From$111
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-389-4121 ~23.42 miles east of Winchester
  • Pool available: 10am-10pm indoor
  • Midscale Mountain property
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From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Goodstone Inn & Restaurant - Middleburg
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 +1-888-675-2083 ~25.56 miles southeast of Winchester
  • Has swimming pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • 3-star Rural hotel
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From$350
Average 3.0 /5 Reviews Call BookMore Details
Salamander Resort & Spa in Middleburg
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
500 North Pendelton St., Middleburg, VA 20117 +1-800-716-8490 ~26.68 miles southeast of Winchester
  • 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
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From$289
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1011 Motel Dr., Woodstock, VA 22664 +1-800-805-5223 ~28.51 miles southwest of Winchester
  • Pool available: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Cheap Highway property
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From$81
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 +1-888-965-1860 ~28.86 miles southwest of Winchester
  • With a pool!
  • Affordable Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-788-5576 ~33.68 miles east of Winchester
  • 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
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-897-9207 ~33.71 miles east of Winchester
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg in Leesburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-311-4278 ~34.97 miles east of Winchester
  • Pool in hotel: Very Large outdoor pool with Furniture to go all around
  • Midscale Suburban property
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From$75
Poor 2.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-469-4795 ~37.22 miles northeast of Winchester
  • Has swimming pool: Indoor pool open daily until midnight.
  • Mid-scale Suburban property
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-734-9421 ~37.41 miles southeast of Winchester
  • Pool available: 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 Cost Suburban hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 +1-888-841-5292 ~37.50 miles northeast of Winchester
  • Has a pool!
  • Two-star hotel
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG : 241 Railway Ln
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
241 Railway Ln, Hagerstown, MD 21740 +1-888-455-5160 ~37.56 miles northeast of Winchester
  • Includes a pool: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • 3-star Highway hotel
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From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1650 Pullman Lane, Hagerstown, MD 21740 +1-888-965-8297 ~37.74 miles northeast of Winchester
  • Pool details: Pool open daily 6am -10pm-
  • Affordable Rural property
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From$114
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Aloft Dulles Airport North - Ashburn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-906-6358 ~38.72 miles east of Winchester
  • Pool details: Indoor pool
  • 3-star Airport property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-749-6785 ~38.77 miles east of Winchester
  • Pool in hotel: Indoor Pool
  • Affordable Suburban property
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From$64
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-878-9982 ~39.07 miles east of Winchester
  • Pool available: Indoor pool open from 10am-10pm
  • Mid-scale Suburban property
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-389-4485 ~39.41 miles east of Winchester
  • Pool available: Indoor/Outdoor Swimming pool
  • Four-star Airport property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun : 44620 Waxpool Rd.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-389-4121 ~39.44 miles east of Winchester
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Three Star Airport hotel
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From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-675-2083 ~39.93 miles southeast of Winchester
  • Our hotel comes with a pool
  • Affordable Rural hotel
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport in Sterling
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
21611 Atlantic Blvd., Sterling, VA 20166 +1-800-716-8490 ~41.13 miles east of Winchester
  • Pool available: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Three Star Airport property
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From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Washington Dulles Airport Marriott : 45020 Aviation Dr.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
45020 Aviation Dr., Dulles, VA 20166 +1-800-805-5223 ~41.34 miles east of Winchester
  • Includes a pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3 star Airport property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport : 22700 Holiday Park Dr.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
22700 Holiday Park Dr., Sterling, VA 20166 +1-888-965-1860 ~41.59 miles east of Winchester
  • Pool available: We offer a large indoor swimming pool and hot tub. Both equipped with handicapped lifts for guests who would like it. The pool is open every day from 6am until 11pm. Key card required for entry
  • Midscale Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Washington Dulles
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 +1-888-788-5576 ~41.66 miles east of Winchester
  • Has swimming pool: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Mid-scale Airport property
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG - Sterling
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 +1-888-897-9207 ~41.76 miles east of Winchester
  • Pool details: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • 3 star Airport property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
21481 Ridgetop Circle, Sterling, VA 20166 +1-888-311-4278 ~41.90 miles east of Winchester
  • Pool details: Outdoor Pool
  • Midscale Airport property
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From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Sterling Dulles Airport North : 45520 Dulles Plaza
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
45520 Dulles Plaza, Sterling, VA 20166 +1-888-469-4795 ~41.99 miles east of Winchester
  • Pool available: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Historic Frederick : 420 Prospect Blvd.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
420 Prospect Blvd., Frederick, MD 21701 +1-888-734-9421 ~42.38 miles east of Winchester
  • Has swimming pool: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Two-star Downtown property
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From$44
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Washington Dulles Airport - Herndon
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2520 Wasser Terrace, Herndon, VA 20171 +1-888-841-5292 ~42.45 miles east of Winchester
  • Includes a pool: Permanently closed.
  • 3 star Airport property
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From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Dulles
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2300 Dulles Corner Blvd., Herndon, VA 20171 +1-888-455-5160 ~42.56 miles east of Winchester
  • Pool available: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • Four star Airport hotel
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From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East : 13711 Sayward Blvd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
13711 Sayward Blvd., Herndon, VA 20171 +1-888-965-8297 ~42.79 miles east of Winchester
  • Has swimming pool: Swim away a long day of travel or hard work in our heated indoor mineral pool! Guests enjoy our Dulles airport hotel's wide pool and healthy depth range (4ft - 9ft) -- good for getting in some exercise or simply enjoying a dip with friends and family. Towels, pool chairs and chaises are provided. Hours: open daily from 6:00 a.m. - 10:00 p.m.
  • Midscale Airport hotel
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Frederick : 5646 Buckeystown Pike
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
5646 Buckeystown Pike, Frederick, MD 21704 +1-888-906-6358 ~42.97 miles east of Winchester
  • Our hotel comes with a pool
  • 2 star Suburban property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Washington Dulles Airport : 13869 Park Center Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
13869 Park Center Rd., Herndon, VA 20171 +1-888-749-6785 ~43.06 miles east of Winchester
  • Pool available: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • 4 star Airport property
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From$74
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield in Manassas
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-878-9982 ~43.19 miles southeast of Winchester
  • Includes a pool: 6am to 10pm Indoor
  • Three Star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
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