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.
Planning group travel? Get Winchester VA Group Hotel Rates

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
  • Low-priced Highway hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Winchester - 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
  • Has swimming pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Mid-scale Highway hotel
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From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in Winchester
+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
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Midscale Highway hotel
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From$82
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester in Winchester
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 +1-800-805-5223
  • Includes a pool: Our Indoor Pool is open 6am-11pm
  • Low Cost Suburban hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-965-1860
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • Mid-scale Rural hotel
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From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-788-5576
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low Cost Highway hotel
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From$77
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va - Winchester
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-897-9207
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Midscale Suburban hotel
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From$85
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-311-4278
  • Our hotel comes with a pool
  • Midscale Downtown property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-469-4795 ~7.30 miles south of Winchester
  • Pool available: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Three Star Highway property
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Front Royal : 9800 Winchester Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
9800 Winchester Rd., Front Royal, VA 22630 +1-888-734-9421 ~15.32 miles south of Winchester
  • Has swimming pool: We have an indoor pool which is open from 8am-10pm
  • 3 star Suburban property
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From$107
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-841-5292 ~19.37 miles east of Winchester
  • Has swimming pool: Outdoor, seasonal
  • Midscale Mountain property
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 +1-888-455-5160 ~20.55 miles northeast of Winchester
  • Pool in hotel: Outdoor pool 10:00 am to 11:00PM.
  • Three Star property
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From$55
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Martinsburg - Martinsburg
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-965-8297 ~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
  • Midscale Highway property
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From$98
Very Good 4.5 /5 Review Score Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-906-6358 ~23.42 miles east of Winchester
  • Pool available: 10am-10pm indoor
  • Mid-scale Mountain property
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From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Aikens Center
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1872 Edwin Miller Blvd., Martinsburg, WV 25401 +1-888-749-6785 ~24.19 miles northeast of Winchester
  • Pool available: Seasonal Outdoor Pool is open from Memorial Day to Labor Day.
  • Cheap Highway property
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1011 Motel Dr., Woodstock, VA 22664 +1-888-878-9982 ~28.51 miles southwest of Winchester
  • Includes a pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Low priced Highway hotel
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From$81
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 +1-888-389-4485 ~28.86 miles southwest of Winchester
  • Our hotel comes with a pool
  • Mid-scale Highway hotel
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From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-389-4121 ~33.57 miles east of Winchester
  • Includes a pool: 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 property
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From$82
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-675-2083 ~33.68 miles east of Winchester
  • Pool in hotel: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Mid-scale Downtown hotel
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From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-716-8490 ~33.71 miles east of Winchester
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-800-805-5223 ~34.97 miles east of Winchester
  • Pool in hotel: Very Large outdoor pool with Furniture to go all around
  • Three Star Suburban property
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From$75
Poor 2.0 /5 Guest Reviews Call BookMore Details
Airlie Hotel - Warrenton
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 +1-888-965-1860 ~35.38 miles southeast of Winchester
  • Includes a pool
  • Four-star property
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From$160
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland : 17612 Valley Mall Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-788-5576 ~37.22 miles northeast of Winchester
  • Includes a pool: Indoor pool open daily until 11pm.
  • 3-star Suburban hotel
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-897-9207 ~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.
  • 2 star Suburban property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Hagerstown Md
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 +1-888-311-4278 ~37.50 miles northeast of Winchester
  • Our hotel comes with a pool
  • Two star hotel
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From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel 620 : 1718 Underpass Way
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 +1-888-469-4795 ~37.55 miles northeast of Winchester
  • Pool details: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • Three Star Suburban hotel
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From$65
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 +1-888-734-9421 ~37.63 miles southeast of Winchester
  • Pool in hotel: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown : 1650 Pullman Lane
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1650 Pullman Lane, Hagerstown, MD 21740 +1-888-841-5292 ~37.74 miles northeast of Winchester
  • Pool available: Pool open daily 6am -10pm-
  • 3 star Rural hotel
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From$114
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Hagerstown : 1661 Pullman Lane
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1661 Pullman Lane, Hagerstown, MD 21740 +1-888-455-5160 ~37.74 miles northeast of Winchester
  • Has swimming pool: Eco-friendly, chemical-free saline pool (indoor) 6:00am -10:00pm
  • Three Star Suburban property
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From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Motel 6 Mount Jackson Va Shenandoah
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
250 Conicville Rd., Mount Jackson, VA 22842 +1-888-965-8297 ~38.00 miles southwest of Winchester
  • We have a pool ready for use
  • Low Cost Mountain hotel
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From$55
Average 3.5 /5 Reviews Call BookMore Details
Aloft Dulles North
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-906-6358 ~38.72 miles east of Winchester
  • Pool available: Indoor pool
  • Midscale Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-749-6785 ~38.77 miles east of Winchester
  • Includes a pool: Indoor Pool
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North - Ashburn
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-878-9982 ~39.07 miles east of Winchester
  • Pool available: Indoor pool open from 10am-10pm
  • Mid-scale Suburban hotel
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Hagerstown
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1716 Dual Highway, Hagerstown, MD 21740 +1-888-389-4485 ~39.38 miles northeast of Winchester
  • Includes a pool
  • 3 star Highway property
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From$79
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun : 44610 Waxpool Rd.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-389-4121 ~39.41 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • Affordable Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott at Dulles Airport in Sterling
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
23000 Indian Creek Dr., Sterling, VA 20166 +1-888-675-2083 ~41.57 miles east of Winchester
  • Pool details: Indoor Pool
  • Midscale Airport hotel
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Washington Dulles in Dulles
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 +1-800-716-8490 ~41.66 miles east of Winchester
  • Pool in hotel: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Mid-scale Airport property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Dulles Airport - Sterling
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 +1-800-805-5223 ~41.76 miles east of Winchester
  • Has swimming pool: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Midscale Airport hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Sterling / Dulles Airport North
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
21481 Ridgetop Circle, Sterling, VA 20166 +1-888-965-1860 ~41.92 miles east of Winchester
  • Pool available: Outdoor Pool
  • Three Star Airport hotel
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From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Historic Frederick
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
420 Prospect Blvd., Frederick, MD 21701 +1-888-788-5576 ~42.38 miles east of Winchester
  • Has swimming pool: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Low priced Downtown hotel
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From$44
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Frederick - Frederick
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
7226 Corporate Court, Frederick, MD 21703 +1-888-897-9207 ~42.52 miles east of Winchester
  • Pool details: Indoor Pool, open 6AM to 10PM
  • Affordable Suburban hotel
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From$119
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hyatt Regency Dulles : 2300 Dulles Corner Blvd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2300 Dulles Corner Blvd., Herndon, VA 20171 +1-888-311-4278 ~42.56 miles east of Winchester
  • Pool details: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • 4 star Airport property
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Frederick - Frederick
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
5311 Buckeystown Pike, Frederick, MD 21704 +1-888-469-4795 ~42.72 miles east of Winchester
  • Includes a pool: Outdoor Pool, open seasonally.
  • Affordable Suburban property
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From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
13711 Sayward Blvd., Herndon, VA 20171 +1-888-734-9421 ~42.79 miles east of Winchester
  • Includes a pool: Our indoor pool is currently closed due to Covid-19.
  • 3 star Airport hotel
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From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn Frederick Event Center
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
5400 Holiday Dr., Frederick, MD 21703 +1-888-841-5292 ~42.94 miles east of Winchester
  • Includes a pool: Indoor Pool Hours 10 AM - 10 PM
  • 3-star Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-455-5160 ~43.19 miles southeast of Winchester
  • Has swimming pool: 6am to 10pm Indoor
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
10701 Battleview Pkwy., Manassas, VA 20109 +1-888-965-8297 ~43.29 miles southeast of Winchester
  • Pool in hotel: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • 3 star Suburban hotel
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From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wyndham Garden Manassas
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
10800 Vandor Lane, Manassas, VA 20109 +1-888-906-6358 ~43.40 miles southeast of Winchester
  • Includes a pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Midscale Suburban property
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From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Battlefield Inn - Manassas
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
10820 Balls Ford Rd., Manassas, VA 20109 +1-888-749-6785 ~43.48 miles southeast of Winchester
  • Pool in hotel: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Low Cost Suburban property
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From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Dulles Airport, an IHG Hotel : 2200 Centreville Rd.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2200 Centreville Rd., Herndon, VA 20170 +1-888-878-9982 ~43.60 miles east of Winchester
  • Has swimming pool: Indoor pool. Open Weekdays: 6am to 11am, 4pm to 10 pm. Weekend: 8 am to 10 pm.
  • Four star Suburban property
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From$79
Very Good 4.5 /5 Review Score Call BookMore Details
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