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 - Winchester
+1-888-389-4121

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150 Faraday Plaza, Winchester, VA 22603
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Economical Highway hotel
More Photos Swimming pool at Microtel Inn & Suites by Wyndham Winchester
From$60
Average 3.0 /5 Latest 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 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott in Winchester
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22602
  • Has swimming pool: Indoor Pool 6am - 10pm
  • Mid-scale Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$85
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites Winchester near University : 140 Costello Dr.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
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 hotel
More Photos Photo of Sleep Inn & Suites Winchester near University Pool
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center - Winchester
+1-888-965-1860

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300 Marriott Dr., Winchester, VA 22603
  • Pool available: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Affordable Suburban property
More Photos Pool image of Courtyard by Marriott Winchester Medical Center
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • Three Star 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 Winchester
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway hotel
More Photos Pool image of Quality Inn Winchester
From$77
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites in Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Suburban property
More Photos Swimming pool at Country Inn & Suites
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-469-4795

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103 East Piccadilly St., Winchester, VA 22601
  • Our hotel comes with a pool
  • Three Star Downtown property
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester in Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603
  • Pool in hotel
  • Mid-scale Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-841-5292

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2951 Valley Ave., Winchester, VA 22601
  • Includes a swimming pool
  • Inexpensive Suburban property
More Photos Swimming pool at Motel 6 Winchester Va
From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-455-5160

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165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • Pool in hotel
  • Affordable Rural property
More Photos Swimming pool at Holiday Inn Express
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South : 167 Town Run Lane
+1-888-965-8297

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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
  • 3-star Highway property
More Photos Swimming pool at Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Ramada by Wyndham Strasburg : 21 Signal Knob Dr.
+1-888-906-6358

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21 Signal Knob Dr., Strasburg, VA 22657 ~15.50 miles southwest of Winchester
  • Our hotel comes with a pool
  • 2-star Rural hotel
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Charles Town by Ihg in Ranson
+1-888-749-6785

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681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Includes a pool: Outdoor, seasonal
  • Three Star Mountain hotel
More Photos Pool image of Holiday Inn Express Charles Town by Ihg
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Quality Inn & Suites in Kearneysville
+1-888-878-9982

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1937 Short Rd., Kearneysville, WV 25430 ~20.55 miles northeast of Winchester
  • Pool details: Outdoor pool 10:00 am to 11:00PM.
  • 3-star property
More Photos Photo of Quality Inn & Suites Pool
From$55
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Martinsburg
+1-888-389-4485

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975 Foxcroft Ave., Martinsburg, WV 25401 ~20.84 miles northeast of Winchester
  • Pool available: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • 3-star Highway hotel
More Photos Pool image of Hampton Inn Martinsburg
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Martinsburg - Martinsburg
+1-888-389-4121

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301 Foxroft Ave., Martinsburg, WV 25401 ~21.70 miles northeast of Winchester
  • Has swimming pool: The indoor pool is open from 6:00am-11:00pm daily.
  • 3 star Suburban hotel
More Photos Swimming pool at Holiday Inn Martinsburg
From$111
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-675-2083

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New Reservations: +1-888-675-2083 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
  • Midscale Mountain hotel
More Photos Swimming pool at Clarion Inn Harpers Ferry Charles Town
From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Goodstone Inn & Restaurant in Middleburg
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 ~25.56 miles southeast of Winchester
  • Pool details: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Mid-scale Rural property
More Photos Pool image of Goodstone Inn & Restaurant
From$350
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1011 Motel Dr., Woodstock, VA 22664 ~28.51 miles southwest of Winchester
  • Pool details: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Two-star Highway property
More Photos Pool image of Comfort Inn Woodstock Shenandoah
From$81
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • Includes a swimming pool
  • 3 star Highway hotel
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va - Leesburg
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.68 miles east of Winchester
  • Has swimming pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Midscale Downtown property
More Photos Photo of Homewood Suites by Hilton Leesburg Va Pool
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-897-9207

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New Reservations: +1-888-897-9207 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
  • 3 star Suburban property
More Photos Swimming pool at Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 ~34.97 miles east of Winchester
  • Has swimming pool: 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 Review Score Call BookMore Details
Country Inn & Suites Hagerstown Maryland : 17612 Valley Mall Rd.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 ~37.22 miles northeast of Winchester
  • Has swimming pool: Indoor pool open daily until midnight.
  • 3-star Suburban property
More Photos Photo of Country Inn & Suites Hagerstown Maryland Pool
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton : 7379 Comfort Inn Dr.
+1-888-734-9421

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New Reservations: +1-888-734-9421 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.
  • Low-priced Suburban property
More Photos Pool image of Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Hagerstown, MD : 11321 Massey Blvd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • Pool in hotel
  • Inexpensive hotel
More Photos Swimming pool at Motel 6 Hagerstown, MD
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel 620 Closed
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 ~37.55 miles northeast of Winchester
  • Includes a pool: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • 3-star Suburban property
More Photos Photo of Hotel 620 Closed Pool
From$65
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites : 241 Railway Ln
+1-888-965-8297

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New Reservations: +1-888-965-8297 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
  • Three Star Highway hotel
More Photos Pool image of Holiday Inn Express & Suites
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown - Hagerstown
+1-888-906-6358

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New Reservations: +1-888-906-6358 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 property
More Photos Swimming pool at Homewood Suites by Hilton Hagerstown
From$114
Very Good 4.0 /5 Review Score Call BookMore Details
Aloft Dulles Airport North : 22390 Flagstaff Plaza
+1-888-749-6785

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New Reservations: +1-888-749-6785 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 property
More Photos Swimming pool at Aloft Dulles Airport North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-878-9982

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22400 Flagstaff Plaza, Ashburn, VA 20148 ~38.77 miles east of Winchester
  • Pool available: Indoor Pool
  • 3 star Suburban property
More Photos Pool image of Hilton Garden Inn Dulles North
From$64
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North in Ashburn
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
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
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Three Star Airport hotel
More Photos Pool image of Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 ~39.44 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • 3 star Airport property
More Photos Pool image of Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Home 2 Chantilly
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 ~39.69 miles east of Winchester
  • Pool in hotel: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four-star Airport property
More Photos hotel room
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Sterling 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
21611 Atlantic Blvd., Sterling, VA 20166 ~41.13 miles east of Winchester
  • Includes a pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Mid-scale Airport property
More Photos Swimming pool at Doubletree by Hilton Sterling Dulles Airport
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Washington Dulles Airport Marriott in Dulles
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
45020 Aviation Dr., Dulles, VA 20166 ~41.34 miles east of Winchester
  • Has swimming pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Affordable Airport property
More Photos Pool image of Washington Dulles Airport Marriott
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
22700 Holiday Park Dr., Sterling, VA 20166 ~41.59 miles east of Winchester
  • Includes a pool: 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
  • Three Star Airport hotel
More Photos Swimming pool at Hampton Inn & Suites Washington-Dulles International Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Washington Dulles - Dulles
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 ~41.66 miles east of Winchester
  • Pool details: 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
  • Affordable Airport hotel
More Photos Pool image of Holiday Inn Washington Dulles
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG : 45425 Holiday Dr.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~41.76 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
  • Midscale Airport property
More Photos Photo of Holiday Inn Washington-Dulles International Airport by IHG Pool
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North
+1-888-469-4795

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21481 Ridgetop Circle, Sterling, VA 20166 ~41.90 miles east of Winchester
  • Has swimming pool: Outdoor Pool
  • Mid-scale Airport property
More Photos Pool image of Hyatt Place Sterling Dulles Airport North
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
45520 Dulles Plaza, Sterling, VA 20166 ~41.99 miles east of Winchester
  • Pool available: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Three Star Airport hotel
More Photos Pool image of Hyatt House Sterling Dulles Airport North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Historic Frederick
+1-888-841-5292

How should we direct your call?

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420 Prospect Blvd., Frederick, MD 21701 ~42.38 miles east of Winchester
  • Includes a pool: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Low Cost Downtown property
More Photos Swimming pool at Best Western Historic Frederick
From$44
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Westin Washington Dulles Airport : 2520 Wasser Terrace
+1-888-455-5160

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2520 Wasser Terrace, Herndon, VA 20171 ~42.45 miles east of Winchester
  • Pool details: Permanently closed.
  • Mid-scale Airport property
More Photos Photo of The Westin Washington Dulles Airport Pool
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Dulles in Herndon
+1-888-965-8297

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2300 Dulles Corner Blvd., Herndon, VA 20171 ~42.56 miles east of Winchester
  • Has swimming pool: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • Expensive Airport hotel
More Photos Photo of Hyatt Regency Dulles Pool
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Herndon / Dulles Airport East
+1-888-906-6358

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13711 Sayward Blvd., Herndon, VA 20171 ~42.79 miles east of Winchester
  • Has swimming pool: Swim away a long day of travel or hard work in our heated indoor mineral pool! Guests enjoy our Dulles airport hotel's wide pool and healthy depth range (4ft - 9ft) -- good for getting in some exercise or simply enjoying a dip with friends and family. Towels, pool chairs and chaises are provided. Hours: open daily from 6:00 a.m. - 10:00 p.m.
  • Affordable Airport property
More Photos Photo of Hyatt Place Herndon / Dulles Airport East Pool
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Clarion Inn Frederick Event Center
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5400 Holiday Dr., Frederick, MD 21703 ~42.94 miles east of Winchester
  • Pool available: Indoor Pool Hours 10 AM - 10 PM
  • Three Star Highway hotel
More Photos Swimming pool at Clarion Inn Frederick Event Center
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Frederick
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
5646 Buckeystown Pike, Frederick, MD 21704 ~42.97 miles east of Winchester
  • Has swimming pool
  • Cheap Suburban property
More Photos Pool image of Days Inn by Wyndham Frederick
From$60
Average 3.0 /5 Review Score Call BookMore Details

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