Winchester Hotels with Pools - Outdoor/Indoor Pools in Winchester VA

Winchester hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winchester, VA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winchester Virginia hotel and motel rooms for children. Review the list of Winchester hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Winchester Hotels with Outdoor or Indoor Pools

Microtel Inn & Suites by Wyndham Winchester
+1-888-389-4121

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150 Faraday Plaza, Winchester, VA 22603
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Low priced Highway hotel
More Photos Pool image of 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 - Winchester
+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 in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three 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
Travelodge by Wyndham Winchester
+1-800-716-8490

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160 Front Royal Pike, Winchester, VA 22602
  • Pool available: 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.
  • 2 star Suburban hotel
More Photos Pool image of Travelodge by Wyndham Winchester
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22602
  • Has swimming pool: Indoor Pool 6am - 10pm
  • Midscale Suburban hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites : 140 Costello Dr.
+1-888-965-1860

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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.
  • 2-star Suburban hotel
More Photos Pool image of Sleep Inn & Suites
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center in Winchester
+1-888-788-5576

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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
  • 3-star Suburban property
More Photos Photo of Courtyard by Marriott Winchester Medical Center Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-897-9207

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142 Fox Ridge Lane, Winchester, VA 22603
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • 3 star Rural hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn in Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Economy Highway hotel
More Photos Swimming pool at Quality Inn
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites - Winchester
+1-888-469-4795

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141 Kernstown Commons Blvd., Winchester, VA 22602
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban property
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601
  • Includes a pool
  • Mid-scale Downtown property
More Photos Swimming pool at The George Washington a Wyndham Grand Hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603
  • Includes a pool
  • Three Star Suburban property
More Photos Pool image of Towneplace Suites by Marriott Winchester
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Motel 6 Winchester Va
+1-888-455-5160

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2951 Valley Ave., Winchester, VA 22601
  • With a pool!
  • Inexpensive Suburban hotel
More Photos Swimming pool at Motel 6 Winchester Va
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-965-8297

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165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • With a pool!
  • Three Star Rural property
More Photos Photo of Holiday Inn Express Pool
From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Quality Inn Stephens City - Winchester South
+1-888-906-6358

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167 Town Run Lane, Stephens City, VA 22655 ~7.30 miles south of Winchester
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Mid-scale Highway property
More Photos Swimming pool at Quality Inn Stephens City - Winchester South
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows in Front Royal
+1-888-749-6785

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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
  • Mid-scale Golf Course hotel
More Photos Swimming pool at Doubletree by Hilton Front Royal Blue Ridge Shadows
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Ramada by Wyndham Strasburg : 21 Signal Knob Dr.
+1-888-878-9982

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21 Signal Knob Dr., Strasburg, VA 22657 ~15.50 miles southwest of Winchester
  • Includes a swimming pool
  • Low Cost Rural property
More Photos Swimming pool at Ramada by Wyndham Strasburg
From$63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg in Ranson
+1-888-389-4485

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681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Includes a pool: Outdoor, seasonal
  • Affordable Mountain hotel
More Photos Swimming pool at Holiday Inn Express Charles Town by Ihg
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites in Kearneysville
+1-888-389-4121

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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 Swimming pool at Quality Inn & Suites
From$55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Martinsburg : 975 Foxcroft Ave.
+1-888-675-2083

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New Reservations: +1-888-675-2083 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 hotel
More Photos Swimming pool at Hampton Inn Martinsburg
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry
+1-800-716-8490

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4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.42 miles east of Winchester
  • Includes a pool: 10am-10pm indoor
  • 3-star Mountain property
More Photos Photo of Clarion Inn Harpers Ferry Charles Town Pool
From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Goodstone Inn & Restaurant
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 ~25.56 miles southeast of Winchester
  • Has swimming pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • 3 star Rural hotel
More Photos Photo of Goodstone Inn & Restaurant Pool
From$350
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-888-965-1860

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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 hotel
More Photos Pool image of Comfort Inn Woodstock Shenandoah
From$81
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites : 1150 Motel Dr.
+1-888-788-5576

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1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • Pool in hotel
  • 3-star Highway property
More Photos Swimming pool at Hampton Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~33.57 miles east of Winchester
  • Pool details: Our lovely seasonal outdoor swimming pool sits in a private courtyard. Best Practices for Hotel Pool and Fitness Center in compliance with State Ordinances which will govern the Opening Date as well.
  • Three Star Suburban hotel
More Photos Pool image of Best Western Leesburg Hotel & Conference Center
From$82
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.68 miles east of Winchester
  • Pool available: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • 3-star Downtown hotel
More Photos Pool image of Homewood Suites by Hilton Leesburg Va
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.71 miles east of Winchester
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3 star Suburban property
More Photos Pool image of Hampton Inn & Suites Leesburg
From$80
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel & Conference Center Leesburg in Leesburg
+1-888-734-9421

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New Reservations: +1-888-734-9421 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
  • Three Star Suburban hotel
More Photos Pool image of Clarion Hotel & Conference Center Leesburg
From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland : 17612 Valley Mall Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 ~37.22 miles northeast of Winchester
  • Pool details: Indoor pool open daily until midnight.
  • Midscale Suburban hotel
More Photos Pool image of Country Inn & Suites Hagerstown Maryland
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 ~37.41 miles southeast of Winchester
  • Pool available: 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 hotel
More Photos Swimming pool at Baymont Inn & Suites Warrenton
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Hagerstown, MD in Hagerstown
+1-888-965-8297

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11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • We have a pool ready for use
  • Cheap property
More Photos Pool image of Motel 6 Hagerstown, MD
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel 620 Closed
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 ~37.55 miles northeast of Winchester
  • Pool details: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • 3-star Suburban hotel
More Photos Photo of Hotel 620 Closed Pool
From$65
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites - Hagerstown
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
241 Railway Ln, Hagerstown, MD 21740 ~37.56 miles northeast of Winchester
  • Has swimming pool: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Midscale Highway property
More Photos Swimming pool at Holiday Inn Express & Suites
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG : 410 Holiday Court
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 ~37.63 miles southeast of Winchester
  • Has swimming 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.
  • Mid-scale Suburban hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Warrenton by IHG Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown
+1-888-389-4485

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New Reservations: +1-888-389-4485 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-
  • 3-star Rural property
More Photos Pool image of Homewood Suites by Hilton Hagerstown
From$114
Very Good 4.0 /5 Reviews Call BookMore Details
Aloft Dulles Airport North
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 ~38.72 miles east of Winchester
  • Has swimming pool: Indoor pool
  • 3 star Airport hotel
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
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 ~38.77 miles east of Winchester
  • Includes a pool: Indoor Pool
  • Midscale Suburban property
More Photos Photo of Hilton Garden Inn Dulles North Pool
From$64
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
410 West Main St., Luray, VA 22835 ~38.84 miles southwest of Winchester
  • Pool in hotel: 10am to 10 pm weather premating, seasonal out door ,
  • Midscale Downtown hotel
More Photos Photo of Quality Inn Pool
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North - Ashburn
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~39.07 miles east of Winchester
  • Pool details: Indoor pool open from 10am-10pm
  • 3 star Suburban hotel
More Photos Photo of Springhill Suites by Marriott Ashburn Dulles North Pool
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Pool available: Indoor/Outdoor Swimming pool
  • 3 star Airport property
More Photos Pool image of Embassy Suites by Hilton Dulles North Loudoun
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun - Dulles
+1-888-788-5576

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New Reservations: +1-888-788-5576 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 Pool image of Homewood Suites by Hilton Dulles-North/Loudoun
From$95
Average 3.0 /5 Read Reviews Call BookMore Details
Home 2 Chantilly
+1-888-897-9207

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New Reservations: +1-888-897-9207 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 Latest Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
21611 Atlantic Blvd., Sterling, VA 20166 ~41.13 miles east of Winchester
  • Pool details: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Midscale Airport property
More Photos Photo of Doubletree by Hilton Sterling Dulles Airport Pool
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Washington Dulles Airport Marriott : 45020 Aviation Dr.
+1-888-469-4795

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45020 Aviation Dr., Dulles, VA 20166 ~41.34 miles east of Winchester
  • Pool in hotel: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3-star 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 : 22700 Holiday Park Dr.
+1-888-734-9421

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22700 Holiday Park Dr., Sterling, VA 20166 ~41.59 miles east of Winchester
  • Pool in hotel: 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
  • 3 star Airport property
More Photos Swimming pool at Hampton Inn & Suites Washington-Dulles International Airport
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Washington Dulles
+1-888-841-5292

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1000 Sully Rd., Dulles, VA 20166 ~41.66 miles east of Winchester
  • Pool available: 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
  • Three Star Airport hotel
More Photos Photo of Holiday Inn Washington Dulles Pool
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 ~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 property
More Photos Pool image of Holiday Inn Washington-Dulles International Airport by IHG
From$60
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Sterling Dulles Airport North - Sterling
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
21481 Ridgetop Circle, Sterling, VA 20166 ~41.90 miles east of Winchester
  • Pool in hotel: Outdoor Pool
  • 3 star Airport property
More Photos Pool image of Hyatt Place Sterling Dulles Airport North
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
45520 Dulles Plaza, Sterling, VA 20166 ~41.99 miles east of Winchester
  • Pool in hotel: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Affordable Airport property
More Photos Pool image of Hyatt House Sterling Dulles Airport North
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Historic Frederick
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
420 Prospect Blvd., Frederick, MD 21701 ~42.38 miles east of Winchester
  • Pool in hotel: We have seasonal outdoor pool that is open from 8am until 10pm.
  • 2 star Downtown hotel
More Photos Swimming pool at Best Western Historic Frederick
From$44
Very Good 4.0 /5 Reviews Call BookMore Details
The Westin Washington Dulles Airport - Herndon
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2520 Wasser Terrace, Herndon, VA 20171 ~42.45 miles east of Winchester
  • Pool details: Permanently closed.
  • 3-star Airport property
More Photos Pool image of The Westin Washington Dulles Airport
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details

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