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 : 150 Faraday Plaza
+1-888-389-4121

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150 Faraday Plaza, Winchester, VA 22603
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Low Cost Highway property
More Photos Swimming pool at Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
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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
  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway property
More Photos Pool image of Hampton Inn Winchester University / Mall Area
From$82
Very good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601
  • Pool in hotel: Labor day to Memorial Day Outdoor
  • Low Cost Highway hotel
More Photos Swimming pool at Clarion Inn & Conference Center
From$55
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602
  • Has swimming pool: Pool is outdoor. It generally opens by middle of May and closes by end of September. Again it depends on weather conditions at that time.
  • Economical Suburban hotel
More Photos Swimming pool at Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester in Winchester
+1-888-965-1860

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250 Front Royal Pike, Winchester, VA 22601
  • Includes a pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Affordable Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Winchester Pool
From$88
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-788-5576

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1204 Berryville Ave., Winchester, VA 22601
  • Has swimming pool: We feature a beautiful outdoor pool and sundeck, which is open Memorial Day through Labor Day. The pool is open in season from 9 am - 10 pm.
  • Mid-scale Highway hotel
More Photos Photo of Hampton Inn Winchester N/Conference Center, VA Pool
From$84
Very good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602
  • 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.
  • Low priced Suburban hotel
More Photos Pool image of Sleep Inn & Suites
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center in Winchester
+1-888-311-4278

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300 Marriott Dr., Winchester, VA 22603
  • Pool in hotel: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Mid-scale Suburban hotel
More Photos Photo of Courtyard by Marriott Winchester Medical Center Pool
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-888-469-4795

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142 Fox Ridge Lane, Winchester, VA 22603
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • Mid-scale Rural property
More Photos Photo of Holiday Inn Express & Suites Pool
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low priced Highway hotel
More Photos Photo of Quality Inn Pool
From$77
Very good 4.0 /5 Recent Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester
+1-888-841-5292

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103 East Piccadilly St., Winchester, VA 22601
  • Includes a pool
  • Mid-scale 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
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603
  • Our hotel comes with a pool
  • Three Star Suburban property
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va
+1-888-965-8297

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2951 Valley Ave., Winchester, VA 22601
  • Our hotel comes with a pool
  • Inexpensive Suburban property
More Photos Photo of Motel 6 Winchester Va Pool
From$60
Average 3.0 /5 Review Score Call BookMore Details
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TRU by Hilton Winchester : 118 Mercedes Court
+1-888-906-6358

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118 Mercedes Court, Winchester, VA 22603
  • With a pool!
  • Mid-scale hotel
More Photos Pool image of TRU by Hilton Winchester
From$90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-749-6785

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165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • Has a pool!
  • 3-star Rural property
More Photos Photo of Holiday Inn Express Pool
From$68
Very good 4.0 /5 Reviews Call BookMore Details
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Quality Inn Stephens City - Winchester South : 167 Town Run Lane
+1-888-878-9982

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167 Town Run Lane, Stephens City, VA 22655 ~7.30 miles south of Winchester
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway hotel
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-888-389-4485

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111 Hospitality Dr., Front Royal, VA 22630 ~13.18 miles south of Winchester
  • Includes a pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • 3-star Golf Course hotel
More Photos Pool image of Doubletree by Hilton Front Royal Blue Ridge Shadows
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Front Royal
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
9800 Winchester Rd., Front Royal, VA 22630 ~15.32 miles south of Winchester
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn Front Royal
From$107
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG - Ranson
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Pool available: Outdoor, seasonal
  • Midscale Mountain property
More Photos Pool image of Holiday Inn Express Charles Town by IHG
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites in Kearneysville
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 ~20.55 miles northeast of Winchester
  • Pool available: Outdoor pool 10:00 am to 11:00PM.
  • 3 star hotel
More Photos Swimming pool at Quality Inn & Suites
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Martinsburg
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 ~20.84 miles northeast of Winchester
  • Has swimming pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway hotel
More Photos Pool image of Hampton Inn Martinsburg
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy
+1-888-965-1860

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4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.42 miles east of Winchester
  • Pool available: 10am-10pm indoor
  • 3 star Mountain property
More Photos Pool image of Clarion Inn Harpers Ferry Charles Town
From$72
Very good 4.0 /5 Recent Reviews Call BookMore Details
Goodstone Inn & Restaurant
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 ~25.56 miles southeast of Winchester
  • Has swimming pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Three Star Rural hotel
More Photos hotel room
From$300
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah - Woodstock
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1011 Motel Dr., Woodstock, VA 22664 ~28.51 miles southwest of Winchester
  • Pool in hotel: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Cheap Highway property
More Photos Pool image of Comfort Inn Woodstock Shenandoah
From$81
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites : 1150 Motel Dr.
+1-888-311-4278

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1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • Includes a pool
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District, an IHG : 80 Prosperity Ave.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 ~33.44 miles east of Winchester
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Three Star property
More Photos Swimming pool at Holiday Inn Express and Suites Leesburg Historic District, an IHG
From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~33.57 miles east of Winchester
  • Pool in hotel: Our lovely seasonal outdoor swimming pool sits in a private courtyard. Best Practices for Hotel Pool and Fitness Center in compliance with State Ordinances which will govern the Opening Date as well.
  • Affordable Suburban hotel
More Photos Pool image of Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.68 miles east of Winchester
  • Pool details: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Mid-scale Downtown hotel
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.71 miles east of Winchester
  • Has swimming 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 Guest Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 ~34.97 miles east of Winchester
  • Pool details: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban property
More Photos Photo of Clarion Hotel & Conference Center Leesburg Pool
From$75
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Airlie Hotel
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 ~35.38 miles southeast of Winchester
  • Our hotel comes with a pool
  • Four star hotel
More Photos Photo of Airlie Hotel Pool
From$160
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland in Hagerstown
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 ~37.22 miles northeast of Winchester
  • Has swimming pool: Indoor pool open daily until midnight.
  • Mid-scale Suburban hotel
More Photos Pool image of Country Inn & Suites Hagerstown Maryland
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Hagerstown : 17280 Valley Mall Rd.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
17280 Valley Mall Rd., Hagerstown, MD 21740 ~37.25 miles northeast of Winchester
  • Pool available: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • 3 star Suburban property
More Photos Pool image of Springhill Suites by Marriott Hagerstown
From$102
Very good 4.0 /5 Reviews Call BookMore Details
Courtyard Marriott Hagerstown
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 ~37.38 miles northeast of Winchester
  • With a pool!
  • Three Star hotel
More Photos Swimming pool at Courtyard Marriott Hagerstown
From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 ~37.41 miles southeast of Winchester
  • 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.
  • Low Cost Suburban property
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • With a pool!
  • Two-star property
More Photos Swimming pool at Motel 6 Hagerstown, MD
From$60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hotel 620 Closed - Hagerstown
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 ~37.55 miles northeast of Winchester
  • Has swimming pool: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • Affordable Suburban hotel
More Photos Photo of Hotel 620 Closed Pool
From$65
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites : 241 Railway Ln
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
241 Railway Ln, Hagerstown, MD 21740 ~37.56 miles northeast of Winchester
  • Pool available: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • 3-star Highway property
More Photos Photo of Holiday Inn Express & Suites Pool
From$100
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 ~37.63 miles southeast of Winchester
  • Includes a pool: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Three Star Suburban hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1650 Pullman Lane, Hagerstown, MD 21740 ~37.74 miles northeast of Winchester
  • Pool details: Pool open daily 6am -10pm-
  • Mid-scale Rural property
More Photos Pool image of Homewood Suites by Hilton Hagerstown
From$114
Very good 4.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles Airport North
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 ~38.72 miles east of Winchester
  • Includes a pool: Indoor pool
  • Affordable Airport hotel
More Photos Pool image of Aloft Dulles Airport North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 ~38.77 miles east of Winchester
  • Pool details: Indoor Pool
  • Mid-scale Suburban property
More Photos Pool image of Hilton Garden Inn Dulles North
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
410 West Main St., Luray, VA 22835 ~38.84 miles southwest of Winchester
  • Pool available: 10am to 10 pm weather premating, seasonal out door ,
  • 3-star Downtown hotel
More Photos Photo of Quality Inn Pool
From$69
Very good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~39.07 miles east of Winchester
  • Includes a pool: Indoor pool open from 10am-10pm
  • Affordable Suburban property
More Photos Photo of Springhill Suites by Marriott Ashburn Dulles North Pool
From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Suites
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1801 Dual Highway, Hagerstown, MD 21740 ~39.29 miles northeast of Winchester
  • Pool available: 8ooam 9pm
  • Affordable hotel
More Photos Photo of Comfort Suites Pool
From$53
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hagerstown in Hagerstown
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1716 Dual Highway, Hagerstown, MD 21740 ~39.38 miles northeast of Winchester
  • Pool in hotel
  • Mid-scale Highway hotel
More Photos Swimming pool at Hampton Inn Hagerstown
From$79
Very good 4.5 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • 3-star Airport hotel
More Photos Swimming pool at Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun - Dulles
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~39.44 miles east of Winchester
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
More Photos Swimming pool at Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Home 2 Chantilly in Chantilly
+1-888-749-6785

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43340 Defender Dr., Chantilly, VA 20152 ~39.69 miles east of Winchester
  • Pool details: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • High-end Airport property
More Photos hotel room
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 ~39.93 miles southeast of Winchester
  • Includes a swimming pool
  • Three Star 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

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