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Winchester Hotels with Outdoor or Indoor Pools

Hampton Inn Winchester University / Mall Area
+1-888-389-4121
640 East Jubal Early Dr., Winchester, VA 22601
  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Excellent pool
  • Great pool
  • Dip in the pool which was very clean
  • Lovely outdoor pool
  • Nice pool
  • 3-star Highway property
From$82
Very Good 4.0 /5 Reviews Call BookMore Details
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La Quinta Inn & Suites Winchester by Wyndham in Winchester
+1-888-675-2083
1055 Millwood Pike, Winchester, VA 22602
  • Pool in hotel: Our Indoor Pool is open 6am-11pm
  • 3-star Suburban hotel
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel : 333 Front Royal Pike
+1-800-716-8490
333 Front Royal Pike, Winchester, VA 22602
  • Includes a pool: Indoor
  • Mid-scale Suburban hotel
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-800-805-5223
142 Fox Ridge Lane, Winchester, VA 22603
  • Pool details: 9am-10pm Indoor with Jacuzzi
  • Pool is good
  • Great pool
  • Wonderful swimming pool
  • Nice pool
  • Affordable Rural property
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn : 1601 Martinsburg Pike
+1-888-965-1860
1601 Martinsburg Pike, Winchester, VA 22603
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Excellent pool
  • Great pool
  • Low Cost Highway property
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Winchester Va in Winchester
+1-888-788-5576
141 Kernstown Commons Blvd., Winchester, VA 22602
  • Pool available: Indoor heated pool open daily from 6am-12am (midnight)
  • Mid-scale Mountain property
From$75
Very Good 4.5 /5 Latest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-897-9207
103 East Piccadilly St., Winchester, VA 22601
  • With a pool!
  • Midscale Downtown hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wingate by Wyndham - Winchester
+1-888-311-4278
150 Wingate Dr., Winchester, VA 22601
  • Includes a swimming pool
  • Excellent pool
  • Great pool
  • Nice pool
  • Three Star Downtown hotel
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
TRU by Hilton Winchester : 118 Mercedes Court
+1-888-469-4795
118 Mercedes Court, Winchester, VA 22603
  • Includes a swimming pool
  • 3 star hotel
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Stephens City
+1-888-734-9421
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
  • Midscale Highway hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Winchester South Stephens City An Ihg Hotel : 165 Town Run Lane
+1-888-841-5292
165 Town Run Lane, Stephens City, VA 22655 ~7.34 miles south of Winchester
  • Has swimming pool
  • 3 star Rural hotel
From$65
Average 3.0 /5 Guest Reviews Call BookMore Details
DoubleTree by Hilton Front Royal Blue Ridge Shadows
+1-888-455-5160
111 Hospitality Dr., Front Royal, VA 22630 ~13.18 miles south of Winchester
  • Pool available: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • 3-star Golf Course hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park - Front Royal
+1-888-965-8297
10 South Commerce Ave., Front Royal, VA 22630 ~18.07 miles south of Winchester
  • Pool in hotel: Outdoor pool Open 10:00 a.m. to 10:00 p.m. End of May to First of September
  • Two-star Downtown property
From$39
Poor 2.0 /5 Reviews Call BookMore Details
Holiday Inn Express Charles Town, an IHG Hotel
+1-888-906-6358
681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Has swimming pool: Outdoor, seasonal
  • 3-star Mountain hotel
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites in Kearneysville
+1-888-749-6785
1937 Short Rd., Kearneysville, WV 25430 ~20.55 miles northeast of Winchester
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • Affordable hotel
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hampton Inn Martinsburg : 975 Foxcroft Ave.
+1-888-878-9982
975 Foxcroft Ave., Martinsburg, WV 25401 ~20.84 miles northeast of Winchester
  • Pool details: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • 3-star Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 by Hilton Martinsburg
+1-888-389-4485
820 Foxcroft Ave., Martinsburg, WV 25401 ~21.16 miles northeast of Winchester
  • Has swimming pool: Indoor Saline Pool
  • Mid-scale Suburban hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Martinsburg
+1-888-389-4121
451 Foxcroft Ave., Martinsburg, WV 25401 ~21.67 miles northeast of Winchester
  • Pool in hotel: Outdoor pool
  • Midscale property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn Harpers Ferry - Charles Town - Harpers Ferry
+1-888-675-2083
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.42 miles east of Winchester
  • Pool in hotel: 10am-10pm indoor
  • Affordable Mountain hotel
From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah - Woodstock
+1-800-716-8490
1101 Motel Dr., Woodstock, VA 22664 ~28.62 miles southwest of Winchester
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend through Labor Day.
  • Economical Highway hotel
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites in Woodstock
+1-800-805-5223
1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • Our hotel comes with a pool
  • 3 star Highway property
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Woodstock - Shenandoah Valley I-81 - Woodstock
+1-888-965-1860
1290 South Main St., Woodstock, VA 22664 ~29.23 miles southwest of Winchester
  • Pool in hotel: 20X40 30,000 Gallon Outdoor Pool Open from Sun-Up to Sun-Down.
  • Cheap Highway property
From$50
Average 3.0 /5 Review Score Call BookMore Details
SureStay Plus Hotel by Best Western Berkeley Springs
+1-888-788-5576
1776 Valley Rd., Berkeley Springs, WV 25411 ~29.70 miles north of Winchester
  • Includes a pool
  • Three Star Resort hotel
From$61
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Suites Leesburg
+1-888-897-9207
80 Prosperity Ave., Leesburg, VA 20175 ~33.44 miles east of Winchester
  • Has swimming pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Mid-scale property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-311-4278
726 East Market St., Leesburg, VA 20176 ~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.
  • Excellent pool
  • Great pool
  • Pool was a joy
  • Lovely pool
  • Three Star Suburban property
From$82
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-469-4795
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~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
  • 3 star Downtown hotel
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Leesburg Va - Leesburg
+1-888-734-9421
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~33.72 miles east of Winchester
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Low Cost Suburban property
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland
+1-888-841-5292
17612 Valley Mall Rd., Hagerstown, MD 21740 ~37.22 miles northeast of Winchester
  • Pool available: Indoor pool open daily until 11pm.
  • Mid-scale Suburban property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sleep Inn & Suites - Hagerstown
+1-888-455-5160
18216 Col Henry K Douglas Dr., Hagerstown, MD 21740 ~37.37 miles northeast of Winchester
  • Includes a swimming pool
  • 3-star Downtown hotel
From$64
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Warrenton Va
+1-888-965-8297
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.
  • Three Star Suburban hotel
Lansdowne Resort & Spa
+1-888-906-6358
44050 Woodridge Pkwy., Leesburg, VA 20176 ~37.53 miles east of Winchester
  • Includes a swimming pool
  • Good pool
  • Great pool
  • Pool is beautiful
  • Great pool facilities
  • High end Resort property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada Plaza Hotel : 1718 Underpass Way
+1-888-749-6785
1718 Underpass Way, Hagerstown, MD 21740 ~37.55 miles northeast of Winchester
  • Pool details: Pool Is temporarily closed
  • 3 star Suburban property
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aloft Dulles Airport North - Ashburn
+1-888-878-9982
22390 Flagstaff Plaza, Ashburn, VA 20148 ~38.72 miles east of Winchester
  • Pool details: Indoor pool
  • Midscale Airport hotel
From$55
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North - Ashburn
+1-888-389-4485
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~39.07 miles east of Winchester
  • Includes a pool: Indoor pool open from 10am-10pm
  • Midscale Suburban hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Embassy Suites Dulles North
+1-888-389-4121
44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • Mid-scale Airport hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
DoubleTree by Hilton Sterling - Dulles Airport in Sterling
+1-888-675-2083
21611 Atlantic Blvd., Sterling, VA 20166 ~41.13 miles east of Winchester
  • Pool available: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • 3 star Airport property
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites Dulles Airport : 22595 Shaw Rd.
+1-800-716-8490
22595 Shaw Rd., Sterling, VA 20166 ~41.52 miles east of Winchester
  • Pool details: Our pool is open from 6am to 10pm daily. It is an indoor pool with a patio connected to go outside when the weather is nice.
  • Mid-scale Airport property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Dulles - Sterling
+1-800-805-5223
22700 Holiday Park Dr., Sterling, VA 20166 ~41.59 miles east of Winchester
  • Has swimming 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
  • 3 star Airport property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Dulles Airport : 22744 Holiday Park Dr.
+1-888-965-1860
22744 Holiday Park Dr., Sterling, VA 20166 ~41.62 miles east of Winchester
  • Includes a pool
  • Mid-scale Airport property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport, an IHG Hotel
+1-888-788-5576
45425 Holiday Dr., Sterling, VA 20166 ~41.71 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
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Sterling / Dulles Airport North
+1-888-897-9207
45520 Dulles Plaza, Sterling, VA 20166 ~41.99 miles east of Winchester
  • Includes a pool: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3-star Airport hotel
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Historic Frederick : 420 Prospect Blvd.
+1-888-311-4278
420 Prospect Blvd., Frederick, MD 21701 ~42.38 miles east of Winchester
  • Pool in hotel: We have seasonal outdoor pool that is open from 9am until 10pm.
  • Pool is good
  • Great pool
  • My daughter thoroughly enjoyed the pool
  • Nice pool
  • Economy Downtown property
From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn
+1-888-469-4795
7300 Executive Way, Frederick, MD 21704 ~42.40 miles east of Winchester
  • Pool available: Our pool is open from 9am - 9pm, and is 5 ft in depth.
  • Two-star Suburban property
From$67
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Westin Washington Dulles Airport
+1-888-734-9421
2520 Wasser Terrace, Herndon, VA 20171 ~42.45 miles east of Winchester
  • Pool available: Permanently closed.
  • Three Star Airport hotel
From$79
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Regency Dulles in Herndon
+1-888-841-5292
2300 Dulles Corner Blvd., Herndon, VA 20171 ~42.56 miles east of Winchester
  • Pool in hotel: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • Expensive Airport property
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Dulles Airport Herndon
+1-888-455-5160
13715 Sayward Blvd., Herndon, VA 20171 ~42.71 miles east of Winchester
  • Has a pool!
  • Three Star Airport property
From$76
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Frederick
+1-888-965-8297
5311 Buckeystown Pike, Frederick, MD 21704 ~42.72 miles east of Winchester
  • Pool details: Outdoor Pool, open seasonally.
  • Three Star Suburban property
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East in Herndon
+1-888-906-6358
13711 Sayward Blvd., Herndon, VA 20171 ~42.79 miles east of Winchester
  • Includes a pool: Our indoor pool is currently closed due to Covid-19.
  • Midscale Airport hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Clarion Inn Frederick Event Center in Frederick
+1-888-749-6785
5400 Holiday Dr., Frederick, MD 21703 ~42.94 miles east of Winchester
  • Pool details: Indoor Pool Hours 10 AM - 10 PM
  • Mid-scale Highway hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Washington Dulles Airport
+1-888-878-9982
13869 Park Center Rd., Herndon, VA 20171 ~43.06 miles east of Winchester
  • Includes a pool: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • 4-star Airport property
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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