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
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Cheap Highway property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Winchester
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
120 Wingate Dr., Winchester, VA 22601 +1-888-675-2083
  • Pool available: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3-star Highway property
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From$90
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 +1-800-716-8490
  • Pool in hotel: 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 Read Reviews Call BookMore Details
Clarion Inn & Conference Center : 711 Millwood Ave.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 +1-800-805-5223
  • Pool details: Labor day to Memorial Day Outdoor
  • Low-priced Highway property
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From$55
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Winchester : 160 Front Royal Pike
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 +1-888-965-1860
  • Pool in hotel: 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 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester in Winchester
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 +1-888-788-5576
  • Pool available: Our Indoor Pool is open 6am-11pm
  • Low-priced Suburban hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 +1-888-897-9207
  • Has swimming pool: Indoor pool open daily from 9:00AM - 10:00PM
  • 3 star Suburban hotel
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From$88
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-311-4278
  • 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.
  • 3 star Highway hotel
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From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sleep Inn & Suites : 140 Costello Dr.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-469-4795
  • Has swimming 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.
  • Economical Suburban hotel
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From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Winchester in Winchester
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
300 Marriott Dr., Winchester, VA 22603 +1-888-734-9421
  • Includes a pool: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Midscale Suburban property
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites in Winchester
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-841-5292
  • Pool available: 9am-10pm Indoor with Jacuzzi
  • Mid-scale Rural hotel
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From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-455-5160
  • Has swimming pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway property
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From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-965-8297
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban property
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From$85
Very Good 4.5 /5 Latest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-906-6358
  • Has swimming pool
  • Affordable Downtown property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-749-6785
  • Has a pool!
  • Mid-scale Suburban hotel
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From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 +1-888-878-9982
  • Has swimming pool
  • 2-star Suburban hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Winchester : 118 Mercedes Court
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 +1-888-389-4485
  • With a pool!
  • 3 star hotel
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From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-888-389-4121 ~7.28 miles south of Winchester
  • Has a pool!
  • Midscale Rural hotel
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From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-675-2083 ~7.30 miles south of Winchester
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Affordable Highway property
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows : 111 Hospitality Dr.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
111 Hospitality Dr., Front Royal, VA 22630 +1-800-716-8490 ~13.18 miles south of Winchester
  • Pool available: 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 Guest Reviews Call BookMore Details
Hampton Inn Front Royal - Front Royal
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
9800 Winchester Rd., Front Royal, VA 22630 +1-800-805-5223 ~15.32 miles south of Winchester
  • Has swimming pool: We have an indoor pool which is open from 8am-10pm
  • Three Star Suburban hotel
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From$107
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Charles Town 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
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-965-1860 ~19.37 miles east of Winchester
  • Pool available: Outdoor, seasonal
  • Midscale Mountain property
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites in Kearneysville
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 +1-888-788-5576 ~20.55 miles northeast of Winchester
  • Pool details: Outdoor pool 10:00 am to 11:00PM.
  • Three Star hotel
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From$55
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Martinsburg in Martinsburg
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-897-9207 ~20.84 miles northeast of Winchester
  • Pool in hotel: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway hotel
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From$98
Very Good 4.5 /5 Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-311-4278 ~23.42 miles east of Winchester
  • Pool available: 10am-10pm indoor
  • 3 star Mountain property
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From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1011 Motel Dr., Woodstock, VA 22664 +1-888-469-4795 ~28.51 miles southwest of Winchester
  • Pool available: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Two-star Highway property
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From$81
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 +1-888-734-9421 ~28.86 miles southwest of Winchester
  • With a pool!
  • 3-star Highway property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Suites Leesburg in Leesburg
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 +1-888-841-5292 ~33.44 miles east of Winchester
  • Includes a pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Mid-scale hotel
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-455-5160 ~33.57 miles east of Winchester
  • Pool details: 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.
  • 3 star Suburban hotel
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From$82
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-965-8297 ~33.68 miles east of Winchester
  • Includes a pool: 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 Guest Reviews Call BookMore Details
Hampton Inn & Suites - Leesburg
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-906-6358 ~33.71 miles east of Winchester
  • Pool available: 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 Read Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg - Leesburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-749-6785 ~34.97 miles east of Winchester
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban property
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From$75
Poor 2.0 /5 Recent Reviews Call BookMore Details
Airlie Hotel - Warrenton
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 +1-888-878-9982 ~35.38 miles southeast of Winchester
  • Has a pool!
  • High end hotel
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From$160
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-389-4485 ~37.22 miles northeast of Winchester
  • Has swimming pool: Indoor pool open daily until midnight.
  • 3-star Suburban hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Hagerstown
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
17280 Valley Mall Rd., Hagerstown, MD 21740 +1-888-389-4121 ~37.25 miles northeast of Winchester
  • Pool available: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • Affordable Suburban hotel
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From$102
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard Marriott Hagerstown in Hagerstown
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 +1-888-675-2083 ~37.38 miles northeast of Winchester
  • Includes a swimming pool
  • Midscale property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-800-716-8490 ~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
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 +1-800-805-5223 ~37.50 miles northeast of Winchester
  • We have a pool ready for use
  • Inexpensive property
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel 620 Closed
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 +1-888-965-1860 ~37.55 miles northeast of Winchester
  • Pool available: 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 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 +1-888-788-5576 ~37.63 miles southeast of Winchester
  • Pool details: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown - Hagerstown
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1650 Pullman Lane, Hagerstown, MD 21740 +1-888-897-9207 ~37.74 miles northeast of Winchester
  • Includes a pool: Pool open daily 6am -10pm-
  • Mid-scale Rural property
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From$114
Very Good 4.0 /5 Read Reviews Call BookMore Details
Aloft Dulles North : 22390 Flagstaff Plaza
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-311-4278 ~38.72 miles east of Winchester
  • Includes a pool: Indoor pool
  • Midscale Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-469-4795 ~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 Hotel Reviews Call BookMore Details
Quality Inn - Luray
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
410 West Main St., Luray, VA 22835 +1-888-734-9421 ~38.84 miles southwest of Winchester
  • Pool in hotel: 10am to 10 pm weather premating, seasonal out door ,
  • Mid-scale Downtown property
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From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-841-5292 ~39.07 miles east of Winchester
  • Includes a pool: Indoor pool open from 10am-10pm
  • Affordable Suburban property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites : 1801 Dual Highway
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1801 Dual Highway, Hagerstown, MD 21740 +1-888-455-5160 ~39.29 miles northeast of Winchester
  • Pool in hotel: 8ooam 9pm
  • 3-star property
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From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hagerstown
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1716 Dual Highway, Hagerstown, MD 21740 +1-888-965-8297 ~39.38 miles northeast of Winchester
  • We have a pool
  • Affordable Highway hotel
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From$79
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun in Ashburn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-906-6358 ~39.41 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • 3-star Airport hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun in Dulles
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-749-6785 ~39.44 miles east of Winchester
  • Pool available: Indoor/Outdoor Swimming pool
  • Three Star Airport property
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From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Home 2 Chantilly : 43340 Defender Dr.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 +1-888-878-9982 ~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 Hotel Reviews Call BookMore Details
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