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 in 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
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Two star Highway hotel
More Photos Swimming pool at Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Read 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 available: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway property
More Photos Pool image of Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Inn & Conference Center : 711 Millwood Ave.
+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
  • Has swimming pool: Labor day to Memorial Day Outdoor
  • Two star Highway hotel
More Photos Swimming pool at Clarion Inn & Conference Center
From$55
Very Good 4.0 /5 Review Score 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
  • Pool details: 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 priced Suburban property
More Photos Pool image of Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester : 250 Front Royal Pike
+1-888-965-1860

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250 Front Royal Pike, Winchester, VA 22601
  • Has swimming pool: Indoor pool open daily from 9:00AM - 10:00PM
  • 3-star Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Winchester Pool
From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+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
  • 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.
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn Winchester N/Conference Center, VA
From$84
Very Good 4.0 /5 Read Reviews 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 available: 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.
  • Two-star Suburban property
More Photos Swimming pool at Sleep Inn & Suites
From$60
Very Good 4.0 /5 Review Score 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
  • Midscale Suburban hotel
More Photos Pool image of Courtyard by Marriott Winchester Medical Center
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-469-4795

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142 Fox Ridge Lane, Winchester, VA 22603
  • Pool details: 9am-10pm Indoor with Jacuzzi
  • Affordable Rural hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn in Winchester
+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
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low priced Highway property
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
+1-888-841-5292

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103 East Piccadilly St., Winchester, VA 22601
  • Includes a swimming pool
  • Mid-scale Downtown property
More Photos Pool image of The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-455-5160

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170 Getty Ln, Winchester, VA 22603
  • We have a pool
  • 3-star Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-965-8297

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2951 Valley Ave., Winchester, VA 22601
  • We have a pool
  • Low priced Suburban hotel
More Photos Pool image of Motel 6 Winchester Va
From$60
Average 3.0 /5 Reviews Call BookMore Details
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TRU by Hilton Winchester in Winchester
+1-888-906-6358

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118 Mercedes Court, Winchester, VA 22603
  • Includes a pool
  • Affordable property
More Photos Pool image of TRU by Hilton Winchester
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-749-6785

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165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • We have a pool ready for use
  • Affordable Rural hotel
More Photos Pool image of Holiday Inn Express
From$68
Very Good 4.0 /5 Hotel 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
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Mid-scale Highway hotel
More Photos Photo of Quality Inn Stephens City - Winchester South Pool
From$60
Very Good 4.0 /5 Latest 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
  • Pool in hotel: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Affordable Golf Course hotel
More Photos Photo of Doubletree by Hilton Front Royal Blue Ridge Shadows Pool
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Front Royal : 9800 Winchester Rd.
+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 available: We have an indoor pool which is open from 8am-10pm
  • 3-star Suburban property
More Photos Photo of Hampton Inn Front Royal Pool
From$107
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG : 681 Flowing Springs Rd.
+1-888-675-2083

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681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Pool in hotel: Outdoor, seasonal
  • 3 star Mountain property
More Photos Swimming pool at Holiday Inn Express Charles Town by IHG
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites : 1937 Short Rd.
+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 in hotel: Outdoor pool 10:00 am to 11:00PM.
  • Midscale hotel
More Photos Photo of Quality Inn & Suites Pool
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Martinsburg : 975 Foxcroft Ave.
+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
  • 3-star Highway property
More Photos Swimming pool at Hampton Inn Martinsburg
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry
+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 ~23.42 miles east of Winchester
  • Pool details: 10am-10pm indoor
  • Mid-scale Mountain property
More Photos Pool image of Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-888-788-5576

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1011 Motel Dr., Woodstock, VA 22664 ~28.51 miles southwest of Winchester
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Inexpensive Highway property
More Photos Pool image of Comfort Inn Woodstock Shenandoah
From$81
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • Has a pool!
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District, an IHG : 80 Prosperity Ave.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 ~33.44 miles east of Winchester
  • Has swimming pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Affordable hotel
More Photos Pool image of Holiday Inn Express and Suites Leesburg Historic District, an IHG
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~33.57 miles east of Winchester
  • Pool available: 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
More Photos Photo of Best Western Leesburg Hotel & Conference Center Pool
From$82
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va - Leesburg
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 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
  • Midscale Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.71 miles east of Winchester
  • Pool details: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 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
  • 3-star Suburban property
More Photos Swimming pool at Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Airlie Hotel
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 ~35.38 miles southeast of Winchester
  • Includes a pool
  • Four star property
More Photos Swimming pool at Airlie Hotel
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland in 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 ~37.22 miles northeast of Winchester
  • Includes a pool: Indoor pool open daily until midnight.
  • Affordable Suburban property
More Photos Pool image of Country Inn & Suites Hagerstown Maryland
From$79
Very Good 4.0 /5 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 ~37.25 miles northeast of Winchester
  • Pool available: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • 3 star Suburban hotel
More Photos Pool image of Springhill Suites by Marriott Hagerstown
From$102
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Marriott Hagerstown : 17270 Valley Mall Rd.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 ~37.38 miles northeast of Winchester
  • We have a pool ready for use
  • Mid-scale property
More Photos Pool image of Courtyard Marriott Hagerstown
From$90
Very Good 4.0 /5 Hotel 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 ~37.41 miles southeast of Winchester
  • Includes a pool: 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 priced Suburban hotel
More Photos Pool image of Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • Pool in hotel
  • 2-star hotel
More Photos Photo of Motel 6 Hagerstown, MD Pool
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel 620 Closed - Hagerstown
+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 ~37.55 miles northeast of Winchester
  • Pool available: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • 3 star Suburban property
More Photos Pool image of Hotel 620 Closed
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites in Hagerstown
+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 ~37.56 miles northeast of Winchester
  • Pool available: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Midscale Highway hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$100
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+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 ~37.63 miles southeast of Winchester
  • Pool available: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • 3-star Suburban property
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 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 ~37.74 miles northeast of Winchester
  • Pool in hotel: Pool open daily 6am -10pm-
  • Affordable Rural hotel
More Photos Photo of Homewood Suites by Hilton Hagerstown Pool
From$114
Very Good 4.0 /5 Review Score Call BookMore Details
Aloft Dulles Airport North - Ashburn
+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 ~38.72 miles east of Winchester
  • Pool details: Indoor pool
  • Affordable Airport property
More Photos Pool image of Aloft Dulles Airport North
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Dulles North - Ashburn
+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 ~38.77 miles east of Winchester
  • Pool details: Indoor Pool
  • 3 star Suburban property
More Photos Swimming pool at Hilton Garden Inn Dulles North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn in Luray
+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 ~38.84 miles southwest of Winchester
  • Has swimming pool: 10am to 10 pm weather premating, seasonal out door ,
  • Midscale Downtown property
More Photos Photo of Quality Inn Pool
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-469-4795

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20065 Lakeview Center Plaza, Ashburn, VA 20147 ~39.07 miles east of Winchester
  • Includes a pool: Indoor pool open from 10am-10pm
  • Mid-scale Suburban property
More Photos Pool image of Springhill Suites by Marriott Ashburn Dulles North
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Suites in 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 ~39.29 miles northeast of Winchester
  • Includes a pool: 8ooam 9pm
  • 3 star hotel
More Photos Pool image of Comfort Suites
From$53
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Hagerstown : 1716 Dual Highway
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1716 Dual Highway, Hagerstown, MD 21740 ~39.38 miles northeast of Winchester
  • Includes a pool
  • 3-star Highway property
More Photos Photo of Hampton Inn Hagerstown Pool
From$79
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • Midscale Airport property
More Photos Photo of Embassy Suites by Hilton Dulles North Loudoun Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun : 44620 Waxpool Rd.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~39.44 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 3 star Airport property
More Photos Swimming pool at Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Read Reviews Call BookMore Details
Home 2 Chantilly in Chantilly
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 ~39.69 miles east of Winchester
  • Pool details: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • 4-star Airport property
More Photos hotel room
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket - Gainesville
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 ~39.93 miles southeast of Winchester
  • Our hotel comes with a pool
  • 3-star Rural property
More Photos Pool image of Hampton Inn by Hilton Gainesville-Haymarket
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
22700 Holiday Park Dr., Sterling, VA 20166 ~41.59 miles east of Winchester
  • Pool details: 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
  • Mid-scale Airport property
More Photos Pool image of Hampton Inn & Suites Washington Dulles International Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details

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