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 - Winchester
+1-888-389-4121

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150 Faraday Plaza, Winchester, VA 22603 +1-888-389-4121
  • Pool details: Indoor Pool - 10a-10pm
  • 2 star Highway hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in Winchester
+1-888-675-2083

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640 East Jubal Early Dr., Winchester, VA 22601 +1-888-675-2083
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway property
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From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-800-716-8490

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160 Front Royal Pike, Winchester, VA 22602 +1-800-716-8490
  • Includes a 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.
  • 2-star Suburban hotel
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From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites : 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 +1-800-805-5223
  • Includes a pool: 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
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From$60
Very Good 4.0 /5 Hotel 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 +1-888-965-1860
  • Pool available: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Three Star Suburban hotel
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+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 +1-888-788-5576
  • Pool available: 9am-10pm Indoor with Jacuzzi
  • 3-star Rural property
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn - Winchester
+1-888-897-9207

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1601 Martinsburg Pike, Winchester, VA 22603 +1-888-897-9207
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2 star Highway hotel
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From$77
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites - 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 +1-888-311-4278
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Recent 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 +1-888-469-4795
  • Has swimming pool
  • 3-star Downtown hotel
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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 +1-888-734-9421
  • Our hotel comes with a pool
  • Midscale Suburban hotel
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From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-841-5292

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2951 Valley Ave., Winchester, VA 22601 +1-888-841-5292
  • Our hotel comes with a pool
  • 2 star Suburban hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-455-5160

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165 Town Run Ln, Stephens City, VA 22655 +1-888-455-5160 ~7.28 miles south of Winchester
  • We have a pool ready for use
  • Mid-scale Rural hotel
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From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-965-8297 ~7.30 miles south of Winchester
  • Pool available: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway hotel
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From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-888-906-6358

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111 Hospitality Dr., Front Royal, VA 22630 +1-888-906-6358 ~13.18 miles south of Winchester
  • Pool available: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Three Star Golf Course property
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From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Strasburg
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
21 Signal Knob Dr., Strasburg, VA 22657 +1-888-749-6785 ~15.50 miles southwest of Winchester
  • Includes a pool
  • 2 star Rural hotel
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From$63
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+1-888-878-9982

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681 Flowing Springs Rd., Ranson, WV 25438 +1-888-878-9982 ~19.37 miles east of Winchester
  • Includes a pool: Outdoor, seasonal
  • 3-star Mountain property
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites
+1-888-389-4485

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1937 Short Rd., Kearneysville, WV 25430 +1-888-389-4485 ~20.55 miles northeast of Winchester
  • Pool details: Outdoor pool 10:00 am to 11:00PM.
  • Mid-scale property
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From$55
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Martinsburg in Martinsburg
+1-888-389-4121

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975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-389-4121 ~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
  • Three Star Highway property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy
+1-888-675-2083

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4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-675-2083 ~23.42 miles east of Winchester
  • Includes a pool: 10am-10pm indoor
  • Three Star Mountain hotel
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From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Goodstone Inn & Restaurant - 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 +1-800-716-8490 ~25.56 miles southeast of Winchester
  • Includes a pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Mid-scale Rural hotel
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From$350
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+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 +1-800-805-5223 ~28.51 miles southwest of Winchester
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Low-priced Highway property
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From$81
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites - Woodstock
+1-888-965-1860

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1150 Motel Dr., Woodstock, VA 22664 +1-888-965-1860 ~28.86 miles southwest of Winchester
  • Includes a swimming pool
  • 3 star Highway hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-788-5576 ~33.57 miles east of Winchester
  • Pool in hotel: 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 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-897-9207 ~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
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From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-311-4278 ~33.71 miles east of Winchester
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Midscale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg - Leesburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-469-4795 ~34.97 miles east of Winchester
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • Affordable Suburban hotel
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From$75
Poor 2.0 /5 Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-734-9421 ~37.22 miles northeast of Winchester
  • Pool details: Indoor pool open daily until midnight.
  • Three Star Suburban hotel
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Hagerstown : 17280 Valley Mall Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
17280 Valley Mall Rd., Hagerstown, MD 21740 +1-888-841-5292 ~37.25 miles northeast of Winchester
  • Pool available: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • 3-star Suburban property
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From$102
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard Marriott Hagerstown - Hagerstown
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 +1-888-455-5160 ~37.38 miles northeast of Winchester
  • Includes a pool
  • Three Star property
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-965-8297 ~37.41 miles southeast of Winchester
  • Has swimming pool: We have a seasonal 15x25ft in ground pool. Plenty of sitting area, umbrellas and lounge chairs. Pool is equipped with a ADA lift for easy access to the pool. open 10am-10pm usually May through September. Complimentary Pool Towels provided.
  • Economical Suburban property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Hagerstown, MD in Hagerstown
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
11321 Massey Blvd., Hagerstown, MD 21740 +1-888-906-6358 ~37.50 miles northeast of Winchester
  • Our hotel comes with a pool
  • Low priced property
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel 620 Closed
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 +1-888-749-6785 ~37.55 miles northeast of Winchester
  • Pool available: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • Mid-scale Suburban property
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From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites : 241 Railway Ln
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
241 Railway Ln, Hagerstown, MD 21740 +1-888-878-9982 ~37.56 miles northeast of Winchester
  • Pool available: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • Mid-scale Highway hotel
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From$100
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 +1-888-389-4485 ~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.
  • 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
+1-888-389-4121

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1650 Pullman Lane, Hagerstown, MD 21740 +1-888-389-4121 ~37.74 miles northeast of Winchester
  • Pool available: Pool open daily 6am -10pm-
  • Midscale Rural property
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From$114
Very Good 4.0 /5 Reviews Call BookMore Details
Aloft Dulles Airport North : 22390 Flagstaff Plaza
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-675-2083 ~38.72 miles east of Winchester
  • Has swimming pool: Indoor pool
  • Mid-scale Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-800-716-8490 ~38.77 miles east of Winchester
  • Pool available: Indoor Pool
  • Affordable Suburban property
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From$64
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
410 West Main St., Luray, VA 22835 +1-800-805-5223 ~38.84 miles southwest of Winchester
  • Pool details: 10am to 10 pm weather premating, seasonal out door ,
  • 3 star Downtown hotel
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From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-965-1860 ~39.07 miles east of Winchester
  • Has swimming pool: Indoor pool open from 10am-10pm
  • Three Star Suburban hotel
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1801 Dual Highway, Hagerstown, MD 21740 +1-888-788-5576 ~39.29 miles northeast of Winchester
  • Has swimming pool: 8ooam 9pm
  • 3 star hotel
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From$53
Average 3.0 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun in Ashburn
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-897-9207 ~39.41 miles east of Winchester
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • 3 star Airport hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun in Dulles
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-311-4278 ~39.44 miles east of Winchester
  • Pool available: Indoor/Outdoor Swimming pool
  • Midscale Airport property
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From$95
Average 3.0 /5 Latest Reviews Call BookMore Details
Home 2 Chantilly - Chantilly
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 +1-888-469-4795 ~39.69 miles east of Winchester
  • Includes a pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Four-star Airport hotel
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From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport in Sterling
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
21611 Atlantic Blvd., Sterling, VA 20166 +1-888-734-9421 ~41.13 miles east of Winchester
  • Has swimming pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3 star Airport property
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From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Washington Dulles Airport Marriott - Dulles
+1-888-841-5292

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45020 Aviation Dr., Dulles, VA 20166 +1-888-841-5292 ~41.34 miles east of Winchester
  • Pool available: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3-star Airport property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Washington Dulles International Airport in Sterling
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
22700 Holiday Park Dr., Sterling, VA 20166 +1-888-455-5160 ~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
  • Three Star Airport property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Washington Dulles - Dulles
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1000 Sully Rd., Dulles, VA 20166 +1-888-965-8297 ~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
  • Midscale Airport property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
45425 Holiday Dr., Sterling, VA 20166 +1-888-906-6358 ~41.76 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
  • Three Star Airport property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
21481 Ridgetop Circle, Sterling, VA 20166 +1-888-749-6785 ~41.90 miles east of Winchester
  • Includes a pool: Outdoor Pool
  • Affordable Airport property
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From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
45520 Dulles Plaza, Sterling, VA 20166 +1-888-878-9982 ~41.99 miles east of Winchester
  • Has swimming pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3 star Airport property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
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