Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Winchester Hotels with Outdoor or Indoor Pools

Microtel Inn & Suites by Wyndham Winchester
+1-888-389-4121
150 Faraday Plaza, Winchester, VA 22603
  • Includes a pool: Indoor Pool - 10a-10pm
  • Low Cost Highway hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Hampton Inn Winchester University / Mall Area
+1-888-675-2083
640 East Jubal Early Dr., Winchester, VA 22601
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3 star Highway property
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott - Winchester
+1-800-716-8490
250 Front Royal Pike, Winchester, VA 22602
  • Pool in hotel: Indoor Pool 6am - 10pm
  • 3-star Suburban property
From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University - Winchester
+1-800-805-5223
140 Costello Dr., Winchester, VA 22602
  • Pool in hotel: 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 property
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites - Winchester
+1-888-965-1860
142 Fox Ridge Lane, Winchester, VA 22603
  • Pool in hotel: 9am-10pm Indoor with Jacuzzi
  • Mid-scale Rural hotel
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Winchester
+1-888-788-5576
1601 Martinsburg Pike, Winchester, VA 22603
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Two star Highway hotel
From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites
+1-888-897-9207
141 Kernstown Commons Blvd., Winchester, VA 22602
  • Pool in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3 star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester
+1-888-311-4278
103 East Piccadilly St., Winchester, VA 22601
  • Includes a pool
  • Three Star Downtown property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-469-4795
170 Getty Ln, Winchester, VA 22603
  • With a pool!
  • Midscale Suburban property
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-734-9421
2951 Valley Ave., Winchester, VA 22601
  • Includes a swimming pool
  • Inexpensive Suburban property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-841-5292
165 Town Run Ln, Stephens City, VA 22655 ~7.28 miles south of Winchester
  • Our hotel comes with a pool
  • Affordable Rural hotel
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South in Stephens City
+1-888-455-5160
167 Town Run Lane, Stephens City, VA 22655 ~7.30 miles south of Winchester
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway property
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Strasburg
+1-888-965-8297
21 Signal Knob Dr., Strasburg, VA 22657 ~15.50 miles southwest of Winchester
  • Has swimming pool
  • Two-star Rural hotel
From$63
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+1-888-906-6358
681 Flowing Springs Rd., Ranson, WV 25438 ~19.37 miles east of Winchester
  • Has swimming pool: Outdoor, seasonal
  • Three Star Mountain property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites - Kearneysville
+1-888-749-6785
1937 Short Rd., Kearneysville, WV 25430 ~20.55 miles northeast of Winchester
  • Has swimming pool: Outdoor pool 10:00 am to 11:00PM.
  • Three Star property
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Hampton Inn Martinsburg - Martinsburg
+1-888-878-9982
975 Foxcroft Ave., Martinsburg, WV 25401 ~20.84 miles northeast of Winchester
  • Pool in hotel: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Mid-scale Highway hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Martinsburg in Martinsburg
+1-888-389-4485
301 Foxroft Ave., Martinsburg, WV 25401 ~21.70 miles northeast of Winchester
  • Pool available: The indoor pool is open from 6:00am-11:00pm daily.
  • Midscale Suburban hotel
From$111
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-389-4121
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~23.42 miles east of Winchester
  • Pool details: 10am-10pm indoor
  • Mid-scale Mountain property
From$72
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Goodstone Inn & Restaurant - Middleburg
+1-888-675-2083
36205 Snake Hill Rd., Middleburg, VA 20117 ~25.56 miles southeast of Winchester
  • Pool available: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Affordable Rural hotel
From$350
Average 3.0 /5 Review Score Call BookMore Details
Salamander Resort & Spa - Middleburg
+1-800-716-8490
500 North Pendelton St., Middleburg, VA 20117 ~26.68 miles southeast of Winchester
  • Pool available: Chill out. Cool off. Immerse yourself in the great outdoors. This is what summer is all about. Welcome to Splash Pool & Cafe, Salamander Resort & Spa’s new reprieve tucked away in the Virginia countryside. Bring the shades. Lather on the sunscreen. Settle into a comfy lounge chair with a specialty drink and your favorite summer read. At Splash Pool & Cafe, relaxation is key. The intimate surroundings make it easy to lay back and soak up some glorious sunshine. When the sun begins to notch up the temperature, there’s plenty of ways to keep cool. Take a comfortable swim in the pool or make your way over to the two cascading water features where kids (big and small) will undoubtedly find refreshing jets of shooting water endlessly entertaining. Throughout the day, the Splash team will be on hand to offer delicious complimentary frozen berries, grapes and other summer amenities including free sunglass polishing and Evian face misting. Memorial Day through Labor Day Friday & Saturday: 10:00 a.m. - 8:00 p.m.
  • Luxurious 5 Star Resort property
From$289
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-800-805-5223
1011 Motel Dr., Woodstock, VA 22664 ~28.51 miles southwest of Winchester
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • 2 star Highway hotel
From$81
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-965-1860
1150 Motel Dr., Woodstock, VA 22664 ~28.86 miles southwest of Winchester
  • We have a pool
  • Three Star Highway hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-788-5576
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
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-897-9207
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
  • Three Star Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg in Leesburg
+1-888-311-4278
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
  • 3 star Suburban hotel
From$75
Poor 2.0 /5 Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland - Hagerstown
+1-888-469-4795
17612 Valley Mall Rd., Hagerstown, MD 21740 ~37.22 miles northeast of Winchester
  • Includes a pool: Indoor pool open daily until midnight.
  • Affordable Suburban property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton
+1-888-734-9421
7379 Comfort Inn Dr., Warrenton, VA 20187 ~37.41 miles southeast of Winchester
  • Includes a 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.
  • Low priced Suburban property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Hagerstown, MD - Hagerstown
+1-888-841-5292
11321 Massey Blvd., Hagerstown, MD 21740 ~37.50 miles northeast of Winchester
  • Has swimming pool
  • 2-star hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG
+1-888-455-5160
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
  • Mid-scale Highway property
From$100
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Hagerstown - Hagerstown
+1-888-965-8297
1650 Pullman Lane, Hagerstown, MD 21740 ~37.74 miles northeast of Winchester
  • Has swimming pool: Pool open daily 6am -10pm-
  • 3-star Rural hotel
From$114
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Aloft Dulles Airport North
+1-888-906-6358
22390 Flagstaff Plaza, Ashburn, VA 20148 ~38.72 miles east of Winchester
  • Includes a pool: Indoor pool
  • 3 star Airport property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-749-6785
22400 Flagstaff Plaza, Ashburn, VA 20148 ~38.77 miles east of Winchester
  • Includes a pool: Indoor Pool
  • Three Star Suburban property
From$64
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-878-9982
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~39.07 miles east of Winchester
  • Pool details: Indoor pool open from 10am-10pm
  • Three Star Suburban hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-389-4485
44610 Waxpool Rd., Ashburn, VA 20147 ~39.41 miles east of Winchester
  • Pool details: Indoor/Outdoor Swimming pool
  • Four-star Airport property
From$125
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun in Dulles
+1-888-389-4121
44620 Waxpool Rd., Dulles, VA 20147 ~39.44 miles east of Winchester
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • Three Star Airport hotel
From$95
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport
+1-888-675-2083
21611 Atlantic Blvd., Sterling, VA 20166 ~41.13 miles east of Winchester
  • Pool in hotel: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Midscale Airport hotel
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Washington Dulles Airport Marriott - Dulles
+1-800-716-8490
45020 Aviation Dr., Dulles, VA 20166 ~41.34 miles east of Winchester
  • Pool available: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3 star Airport hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport in Sterling
+1-800-805-5223
22700 Holiday Park Dr., Sterling, VA 20166 ~41.59 miles east of Winchester
  • Pool details: 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
  • Mid-scale Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington Dulles
+1-888-965-1860
1000 Sully Rd., Dulles, VA 20166 ~41.66 miles east of Winchester
  • Includes a 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
  • 3-star Airport hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG
+1-888-788-5576
45425 Holiday Dr., Sterling, VA 20166 ~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
  • Midscale Airport hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North - Sterling
+1-888-897-9207
21481 Ridgetop Circle, Sterling, VA 20166 ~41.90 miles east of Winchester
  • Includes a pool: Outdoor Pool
  • Mid-scale Airport hotel
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Sterling Dulles Airport North : 45520 Dulles Plaza
+1-888-311-4278
45520 Dulles Plaza, Sterling, VA 20166 ~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 hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Historic Frederick
+1-888-469-4795
420 Prospect Blvd., Frederick, MD 21701 ~42.38 miles east of Winchester
  • Pool details: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Low priced Downtown property
From$44
Very Good 4.0 /5 Recent 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
  • Includes a pool: Permanently closed.
  • Affordable Airport property
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Dulles
+1-888-841-5292
2300 Dulles Corner Blvd., Herndon, VA 20171 ~42.56 miles east of Winchester
  • Includes a pool: Open from Dawn to Dusk, come enjoy our indoor pool with heated whirlpool.
  • Four-star Airport hotel
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Herndon Dulles Airport East in Herndon
+1-888-455-5160
13711 Sayward Blvd., Herndon, VA 20171 ~42.79 miles east of Winchester
  • Pool details: 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.
  • Midscale Airport hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Frederick - Frederick
+1-888-965-8297
5646 Buckeystown Pike, Frederick, MD 21704 ~42.97 miles east of Winchester
  • Our hotel comes with a pool
  • Two star Suburban hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Washington Dulles Airport in Herndon
+1-888-906-6358
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 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield - Manassas
+1-888-749-6785
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~43.19 miles southeast of Winchester
  • Includes a pool: 6am to 10pm Indoor
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Dulles Int'l Airport in Herndon
+1-888-878-9982
13460 Sunrise Valley Dr., Herndon, VA 20171 ~43.24 miles east of Winchester
  • Pool details: Indoor Pool
  • Midscale Airport property
From$75
Average 3.0 /5 Read Reviews Call BookMore Details

Next: Show All Available Winchester Hotels with Pricing
Back to Top