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
+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 available: 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 details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway property
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From$82
Very good 4.0 /5 Review Score 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 +1-800-716-8490
  • Pool available: Labor day to Memorial Day Outdoor
  • Economy Highway property
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From$55
Very good 4.0 /5 Recent 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 +1-800-805-5223
  • Includes a 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.
  • Low Cost Suburban property
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From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 +1-888-965-1860
  • Has swimming pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Three Star Suburban hotel
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From$88
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA - Winchester
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-788-5576
  • Pool details: 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.
  • Midscale Highway hotel
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From$84
Very good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites - Winchester
+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 +1-888-897-9207
  • Includes a pool: 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
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center in Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
300 Marriott Dr., Winchester, VA 22603 +1-888-311-4278
  • Has swimming pool: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Three Star Suburban hotel
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From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites - Winchester
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-469-4795
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • 3-star Rural property
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From$75
Very good 4.0 /5 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 +1-888-734-9421
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway hotel
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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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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-841-5292
  • We have a pool ready for use
  • Three Star Downtown property
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From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+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 +1-888-455-5160
  • Our hotel comes with a pool
  • 3 star Suburban property
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From$74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 +1-888-965-8297
  • Includes a pool
  • Economical Suburban property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
TRU by Hilton Winchester
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 +1-888-906-6358
  • Has swimming pool
  • 3-star hotel
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From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-888-749-6785 ~7.28 miles south of Winchester
  • Pool in hotel
  • Mid-scale Rural hotel
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From$68
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-878-9982 ~7.30 miles south of Winchester
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Three Star Highway hotel
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From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows in Front Royal
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
111 Hospitality Dr., Front Royal, VA 22630 +1-888-389-4485 ~13.18 miles south of Winchester
  • Has swimming pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • 3 star Golf Course property
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From$80
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Front Royal - 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 +1-888-389-4121 ~15.32 miles south of Winchester
  • Pool details: We have an indoor pool which is open from 8am-10pm
  • 3 star Suburban hotel
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From$107
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg : 681 Flowing Springs Rd.
+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 +1-888-675-2083 ~19.37 miles east of Winchester
  • Pool details: Outdoor, seasonal
  • Affordable Mountain property
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From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites - 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 +1-800-716-8490 ~20.55 miles northeast of Winchester
  • Has swimming pool: Outdoor pool 10:00 am to 11:00PM.
  • Mid-scale hotel
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From$55
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Martinsburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-800-805-5223 ~20.84 miles northeast of Winchester
  • Pool available: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • 3-star Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-965-1860 ~23.42 miles east of Winchester
  • Pool in hotel: 10am-10pm indoor
  • 3-star Mountain property
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From$72
Very good 4.0 /5 Guest Reviews Call BookMore Details
Goodstone Inn & Restaurant in Middleburg
+1-888-788-5576

How should we direct your call?

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

How should we direct your call?

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

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 +1-888-311-4278 ~28.86 miles southwest of Winchester
  • Our hotel comes with a pool
  • Midscale Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District by IHG in Leesburg
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 +1-888-469-4795 ~33.44 miles east of Winchester
  • Pool in hotel: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3 star hotel
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From$109
Very good 4.0 /5 Recent 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 +1-888-734-9421 ~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.
  • Mid-scale Suburban hotel
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From$82
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-841-5292 ~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
  • Midscale Downtown hotel
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From$119
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-455-5160 ~33.71 miles east of Winchester
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-965-8297 ~34.97 miles east of Winchester
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • Mid-scale Suburban hotel
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From$75
Poor 2.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland - Hagerstown
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-906-6358 ~37.22 miles northeast of Winchester
  • Pool details: Indoor pool open daily until midnight.
  • 3-star Suburban hotel
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From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Hagerstown - Hagerstown
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
17280 Valley Mall Rd., Hagerstown, MD 21740 +1-888-749-6785 ~37.25 miles northeast of Winchester
  • Has swimming pool: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • Three Star Suburban property
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From$102
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard Marriott Hagerstown
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 +1-888-878-9982 ~37.38 miles northeast of Winchester
  • With a pool!
  • Affordable hotel
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From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-389-4485 ~37.41 miles southeast of Winchester
  • 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.
  • Cheap Suburban property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 +1-888-389-4121 ~37.50 miles northeast of Winchester
  • Includes a pool
  • Two-star hotel
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From$60
Very good 4.0 /5 Review Score Call BookMore Details
Hotel 620 Closed
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 +1-888-675-2083 ~37.55 miles northeast of Winchester
  • Has swimming pool: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • Three Star Suburban property
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From$65
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
241 Railway Ln, Hagerstown, MD 21740 +1-800-716-8490 ~37.56 miles northeast of Winchester
  • Pool details: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Affordable Highway property
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From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 +1-800-805-5223 ~37.63 miles southeast of Winchester
  • Has swimming 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.
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Hagerstown in Hagerstown
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1650 Pullman Lane, Hagerstown, MD 21740 +1-888-965-1860 ~37.74 miles northeast of Winchester
  • Pool details: Pool open daily 6am -10pm-
  • Mid-scale Rural hotel
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From$114
Very good 4.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles Airport North
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-788-5576 ~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
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-897-9207 ~38.77 miles east of Winchester
  • Has swimming pool: Indoor Pool
  • 3-star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
410 West Main St., Luray, VA 22835 +1-888-311-4278 ~38.84 miles southwest of Winchester
  • Has swimming pool: 10am to 10 pm weather premating, seasonal out door ,
  • Midscale Downtown hotel
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From$69
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-469-4795 ~39.07 miles east of Winchester
  • Pool in hotel: Indoor pool open from 10am-10pm
  • Affordable Suburban property
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From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Suites - Hagerstown
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1801 Dual Highway, Hagerstown, MD 21740 +1-888-734-9421 ~39.29 miles northeast of Winchester
  • Pool available: 8ooam 9pm
  • Affordable hotel
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From$53
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun in Ashburn
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-841-5292 ~39.41 miles east of Winchester
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • 3 star Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun : 44620 Waxpool Rd.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-455-5160 ~39.44 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Affordable Airport hotel
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From$95
Average 3.0 /5 Read Reviews Call BookMore Details
Home 2 Chantilly - Chantilly
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 +1-888-965-8297 ~39.69 miles east of Winchester
  • Pool details: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four-star Airport property
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From$109
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket : 7300 Atlas Walk Way
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-906-6358 ~39.93 miles southeast of Winchester
  • Has a pool!
  • Mid-scale Rural property
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From$89
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport in Sterling
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
21611 Atlantic Blvd., Sterling, VA 20166 +1-888-749-6785 ~41.13 miles east of Winchester
  • Pool in hotel: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3-star Airport property
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From$59
Very good 4.0 /5 Reviews Call BookMore Details
Washington Dulles Airport Marriott - Dulles
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
45020 Aviation Dr., Dulles, VA 20166 +1-888-878-9982 ~41.34 miles east of Winchester
  • Pool available: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Mid-scale Airport property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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