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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150 Faraday Plaza, Winchester, VA 22603
  • Includes a pool: Indoor Pool - 10a-10pm
  • Inexpensive Highway hotel
More Photos Pool image of Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Review Score Call BookMore Details
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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
  • Includes a pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • 3 star Highway property
More Photos Photo of Hilton Garden Inn Winchester Pool
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-800-716-8490

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640 East Jubal Early Dr., Winchester, VA 22601
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway hotel
More Photos Swimming pool at Hampton Inn Winchester University / Mall Area
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601
  • Includes a pool: Labor day to Memorial Day Outdoor
  • 2 star Highway property
More Photos Pool image of Clarion Inn & Conference Center
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Winchester in Winchester
+1-888-965-1860

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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.
  • Two-star Suburban property
More Photos Photo of Travelodge by Wyndham Winchester Pool
From$49
Average 3.0 /5 Read 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
  • Includes a pool: Our Indoor Pool is open 6am-11pm
  • Economy Suburban property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Latest Reviews 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
  • Pool details: Indoor pool open daily from 9:00AM - 10:00PM
  • Affordable Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Winchester
From$88
Very Good 4.0 /5 Guest 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
  • Pool available: 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
More Photos Pool image of Hampton Inn Winchester N/Conference Center, VA
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites
+1-888-469-4795

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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 property
More Photos Pool image of Sleep Inn & Suites
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Winchester in Winchester
+1-888-734-9421

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300 Marriott Dr., Winchester, VA 22603
  • Includes a pool: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Mid-scale Suburban property
More Photos Photo of Courtyard by Marriott Winchester Pool
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-888-841-5292

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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 Pool image of Holiday Inn Express & Suites
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-455-5160

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1601 Martinsburg Pike, Winchester, VA 22603
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Two star Highway property
More Photos Photo of Quality Inn Pool
From$77
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester
+1-888-965-8297

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103 East Piccadilly St., Winchester, VA 22601
  • We have a pool ready for use
  • Midscale Downtown property
More Photos Pool image of The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Towneplace Suites by Marriott Winchester
+1-888-906-6358

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170 Getty Ln, Winchester, VA 22603
  • Has swimming pool
  • Affordable Suburban hotel
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-749-6785

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2951 Valley Ave., Winchester, VA 22601
  • Has a pool!
  • Two star Suburban hotel
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 in Winchester
+1-888-878-9982

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118 Mercedes Court, Winchester, VA 22603
  • With a pool!
  • Affordable property
More Photos Swimming pool at TRU by Hilton Winchester
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • Includes a pool
  • 3-star Rural hotel
More Photos Pool image of Holiday Inn Express
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 ~7.30 miles south of Winchester
  • Pool details: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway property
More Photos Pool image of Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-888-675-2083

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111 Hospitality Dr., Front Royal, VA 22630 ~13.18 miles south of Winchester
  • Has swimming pool: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Midscale Golf Course property
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.
+1-800-716-8490

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New Reservations: +1-800-716-8490 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 Pool image of Hampton Inn Front Royal
From$107
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel - Ranson
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Pool details: Outdoor, seasonal
  • Midscale Mountain property
More Photos Pool image of Holiday Inn Express Charles Town An Ihg Hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites
+1-888-965-1860

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New Reservations: +1-888-965-1860 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.
  • Affordable hotel
More Photos Pool image of Quality Inn & Suites
From$55
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.42 miles east of Winchester
  • Pool in hotel: 10am-10pm indoor
  • Mid-scale Mountain property
More Photos Swimming pool at Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-888-897-9207

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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.
  • Low Cost 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 - Woodstock
+1-888-311-4278

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1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • With a pool!
  • Affordable Highway property
More Photos Pool image of Hampton Inn & Suites
From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Suites Leesburg - Leesburg
+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.
  • Affordable property
More Photos Photo of Comfort Suites Leesburg Pool
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center - Leesburg
+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 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.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+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
  • Affordable Downtown property
More Photos Pool image of Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites
+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 ~33.71 miles east of Winchester
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Mid-scale Suburban hotel
More Photos Photo of Hampton Inn & Suites Pool
From$80
Average 3.0 /5 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
  • 3 star Suburban property
More Photos Pool image of Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Reviews Call BookMore Details
Airlie Hotel in Warrenton
+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
  • We have a pool ready for use
  • 4 star hotel
More Photos Photo of Airlie Hotel Pool
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland - 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
  • Includes a pool: Indoor pool open daily until midnight.
  • Mid-scale Suburban hotel
More Photos Photo of Country Inn & Suites Hagerstown Maryland Pool
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Hagerstown
+1-888-878-9982

How should we direct your call?

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
  • Has swimming pool: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • 3 star Suburban hotel
More Photos Photo of Springhill Suites by Marriott Hagerstown Pool
From$102
Very Good 4.0 /5 Recent 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!
  • 3-star property
More Photos Photo of Courtyard Marriott Hagerstown Pool
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Warrenton in 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 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
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • Includes a swimming pool
  • Low-priced property
More Photos Pool image of Motel 6 Hagerstown, MD
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel 620 Closed
+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 property
More Photos Swimming pool at Hotel 620 Closed
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel in Warrenton
+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
  • 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.
  • Midscale Suburban property
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown - 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 available: Pool open daily 6am -10pm-
  • Three Star Rural hotel
More Photos Photo of Homewood Suites by Hilton Hagerstown Pool
From$114
Very Good 4.0 /5 Read Reviews Call BookMore Details
Aloft Dulles North : 22390 Flagstaff Plaza
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 ~38.72 miles east of Winchester
  • Includes a pool: Indoor pool
  • 3-star Airport hotel
More Photos Swimming pool at Aloft Dulles North
From$80
Average 3.0 /5 Review Score 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 ~38.77 miles east of Winchester
  • Has swimming pool: Indoor Pool
  • Three Star Suburban hotel
More Photos Photo of Hilton Garden Inn Dulles North Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-311-4278

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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 ,
  • 3 star Downtown property
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 - Ashburn
+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 ~39.07 miles east of Winchester
  • Pool available: Indoor pool open from 10am-10pm
  • 3-star Suburban property
More Photos Pool image of Springhill Suites by Marriott Ashburn Dulles North
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Suites
+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
  • Has swimming pool: 8ooam 9pm
  • Three Star hotel
More Photos Photo of Comfort Suites Pool
From$53
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Hagerstown
+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
  • Affordable Highway hotel
More Photos Pool image of Hampton Inn Hagerstown
From$79
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun : 44610 Waxpool Rd.
+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
  • Mid-scale Airport hotel
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 in Dulles
+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
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3-star 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
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 ~39.69 miles east of Winchester
  • Has swimming pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • 4 star Airport property
More Photos hotel room
From$109
Average 3.0 /5 Hotel 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
  • With a pool!
  • 3 star Rural hotel
More Photos Pool image of Hampton Inn by Hilton Gainesville-Haymarket
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott at Dulles Airport
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
23000 Indian Creek Dr., Sterling, VA 20166 ~41.57 miles east of Winchester
  • Pool available: Indoor Pool
  • Midscale Airport hotel
More Photos Photo of Fairfield Inn & Suites by Marriott at Dulles Airport Pool
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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