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Shepherdstown Hotels with Outdoor or Indoor Pools

Quality Inn & Suites
+1-888-389-4121
1937 Short Rd., Kearneysville, WV 25430 ~5.93 miles west of Shepherdstown
  • Has swimming pool: Outdoor pool 10:00 am to 11:00PM.
  • 3 star hotel
From$55
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-675-2083
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~8.27 miles south of Shepherdstown
  • Includes a pool: 10am-10pm indoor
  • Mid-scale Mountain property
From$72
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Charles Town by Ihg - Ranson
+1-800-716-8490
681 Flowing Springs Rd., Ranson, WV 25438 ~9.01 miles south of Shepherdstown
  • Pool in hotel: Outdoor, seasonal
  • 3 star Mountain hotel
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Martinsburg - Martinsburg
+1-800-805-5223
975 Foxcroft Ave., Martinsburg, WV 25401 ~9.62 miles west of Shepherdstown
  • Includes a pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Affordable Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Martinsburg
+1-888-965-1860
301 Foxroft Ave., Martinsburg, WV 25401 ~9.76 miles west of Shepherdstown
  • Pool details: The indoor pool is open from 6:00am-11:00pm daily.
  • 3-star Suburban property
From$111
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland
+1-888-788-5576
17612 Valley Mall Rd., Hagerstown, MD 21740 ~13.27 miles north of Shepherdstown
  • Pool in hotel: Indoor pool open daily until midnight.
  • 3-star Suburban property
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Motel 6 Hagerstown, MD in Hagerstown
+1-888-897-9207
11321 Massey Blvd., Hagerstown, MD 21740 ~13.50 miles north of Shepherdstown
  • With a pool!
  • Inexpensive property
From$60
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Hagerstown by IHG - Hagerstown
+1-888-311-4278
241 Railway Ln, Hagerstown, MD 21740 ~13.75 miles north of Shepherdstown
  • Has swimming pool: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • 3 star Highway property
From$100
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown
+1-888-469-4795
1650 Pullman Lane, Hagerstown, MD 21740 ~13.89 miles north of Shepherdstown
  • Pool details: Pool open daily 6am -10pm-
  • Midscale Rural hotel
From$114
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Historic Frederick - Frederick
+1-888-734-9421
420 Prospect Blvd., Frederick, MD 21701 ~20.38 miles east of Shepherdstown
  • Pool details: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Economical Downtown hotel
From$44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Frederick
+1-888-841-5292
5646 Buckeystown Pike, Frederick, MD 21704 ~21.49 miles east of Shepherdstown
  • We have a pool ready for use
  • Economical Suburban property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Winchester
+1-888-455-5160
1601 Martinsburg Pike, Winchester, VA 22603 ~23.20 miles southwest of Shepherdstown
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2 star Highway property
From$77
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-965-8297
142 Fox Ridge Lane, Winchester, VA 22603 ~23.83 miles southwest of Shepherdstown
  • Pool in hotel: 9am-10pm Indoor with Jacuzzi
  • Affordable Rural property
From$75
Very good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Winchester in Winchester
+1-888-906-6358
170 Getty Ln, Winchester, VA 22603 ~24.09 miles southwest of Shepherdstown
  • We have a pool
  • Three Star Suburban hotel
From$74
Very good 4.0 /5 Read Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-749-6785
103 East Piccadilly St., Winchester, VA 22601 ~25.42 miles southwest of Shepherdstown
  • Includes a pool
  • 3 star Downtown property
From$99
Very good 4.0 /5 Reviews Call BookMore Details
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Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-878-9982
150 Faraday Plaza, Winchester, VA 22603 ~25.44 miles southwest of Shepherdstown
  • Pool details: Indoor Pool - 10a-10pm
  • 2 star Highway property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-389-4485
640 East Jubal Early Dr., Winchester, VA 22601 ~26.36 miles southwest of Shepherdstown
  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway hotel
From$82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-389-4121
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~26.47 miles southeast of Shepherdstown
  • Includes a pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • 3-star Downtown property
From$119
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-675-2083
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~26.53 miles southeast of Shepherdstown
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Affordable Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott - Winchester
+1-800-716-8490
250 Front Royal Pike, Winchester, VA 22602 ~26.61 miles southwest of Shepherdstown
  • Has swimming pool: Indoor Pool 6am - 10pm
  • Midscale Suburban hotel
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Winchester near University
+1-800-805-5223
140 Costello Dr., Winchester, VA 22602 ~26.61 miles southwest of Shepherdstown
  • 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.
  • Cheap Suburban hotel
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg
+1-888-965-1860
1500 East Market St., Leesburg, VA 20176 ~28.03 miles southeast of Shepherdstown
  • Pool details: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban property
Motel 6 Winchester Va in Winchester
+1-888-788-5576
2951 Valley Ave., Winchester, VA 22601 ~28.31 miles southwest of Shepherdstown
  • We have a pool ready for use
  • Low priced Suburban property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites - Winchester
+1-888-897-9207
141 Kernstown Commons Blvd., Winchester, VA 22602 ~29.77 miles southwest of Shepherdstown
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Goodstone Inn & Restaurant - Middleburg
+1-888-311-4278
36205 Snake Hill Rd., Middleburg, VA 20117 ~30.36 miles south of Shepherdstown
  • Has swimming pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Mid-scale Rural property
From$350
Average 3.0 /5 Review Score Call BookMore Details
Salamander Resort & Spa
+1-888-469-4795
500 North Pendelton St., Middleburg, VA 20117 ~31.77 miles south of Shepherdstown
  • Pool details: 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 Five Star Resort hotel
From$289
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-734-9421
20065 Lakeview Center Plaza, Ashburn, VA 20147 ~31.91 miles southeast of Shepherdstown
  • Pool in hotel: Indoor pool open from 10am-10pm
  • 3-star Suburban hotel
From$79
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Emmitsburg : 501 Silo Hill Pkwy.
+1-888-841-5292
501 Silo Hill Pkwy., Emmitsburg, MD 21727 ~32.20 miles northeast of Shepherdstown
  • Pool available: Hours of Operation : CURRENTLY CLOSED Indoor Heated Pool 35 person max capacity
  • Cheap Mountain property
From$84
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express
+1-888-455-5160
165 Town Run Ln, Stephens City, VA 22655 ~32.60 miles southwest of Shepherdstown
  • Includes a swimming pool
  • Midscale Rural property
From$68
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-965-8297
167 Town Run Lane, Stephens City, VA 22655 ~32.60 miles southwest of Shepherdstown
  • 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 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Chambersburg An Ihg Hotel - Chambersburg
+1-888-906-6358
1097 Wayne Ave., Chambersburg, PA 17201 ~34.07 miles north of Shepherdstown
  • Pool in hotel: We have an Indoor Heated Pool open from 8am-10pm. This was updated in our 2024 renovation.
  • Midscale Rural hotel
From$84
Very good 4.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-749-6785
44610 Waxpool Rd., Ashburn, VA 20147 ~34.28 miles southeast of Shepherdstown
  • Pool details: Indoor/Outdoor Swimming pool
  • Expensive Airport property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun
+1-888-878-9982
44620 Waxpool Rd., Dulles, VA 20147 ~34.36 miles southeast of Shepherdstown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3 star Airport property
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles Airport North in Ashburn
+1-888-389-4485
22390 Flagstaff Plaza, Ashburn, VA 20148 ~34.70 miles southeast of Shepherdstown
  • Has swimming pool: Indoor pool
  • Three Star Airport hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-389-4121
22400 Flagstaff Plaza, Ashburn, VA 20148 ~34.74 miles southeast of Shepherdstown
  • Pool available: Indoor Pool
  • Affordable Suburban hotel
From$64
Very good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Sterling Dulles Airport North - Sterling
+1-888-675-2083
21481 Ridgetop Circle, Sterling, VA 20166 ~35.02 miles southeast of Shepherdstown
  • Includes a pool: Outdoor Pool
  • 3-star Airport hotel
From$59
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport
+1-800-716-8490
21611 Atlantic Blvd., Sterling, VA 20166 ~35.10 miles southeast of Shepherdstown
  • Includes a pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Affordable Airport property
From$59
Very good 4.0 /5 Review Score Call BookMore Details
Hawthorn Extended Stay by Wyndham Chambersburg : 1123 Lincoln Way East
+1-800-805-5223
1123 Lincoln Way East, Chambersburg, PA 17201 ~35.55 miles north of Shepherdstown
  • Has swimming pool: Indoor pool Open 9am- 10pm
  • Three Star Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Chambersburg
+1-888-965-1860
211 Walker Rd., Chambersburg, PA 17201 ~35.78 miles north of Shepherdstown
  • Pool in hotel: Outdoor pool open during summer season
  • Cheap Suburban hotel
From$59
Very good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Chambersburg : 451 Gateway Ave.
+1-888-788-5576
451 Gateway Ave., Chambersburg, PA 17201 ~36.01 miles north of Shepherdstown
  • Pool details: Take a dip in our heated indoor saline pool. The pool is open from 8:00 AM to 10:00 PM.
  • Three Star Highway hotel
From$104
Very good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Chambersburg Pa
+1-888-897-9207
399 Beddington Blvd., Chambersburg Pa, PA 17201 ~36.14 miles north of Shepherdstown
  • Pool in hotel
  • Midscale Rural property
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport
+1-888-311-4278
22700 Holiday Park Dr., Sterling, VA 20166 ~36.73 miles southeast of Shepherdstown
  • Pool available: 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
  • Midscale Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Washington DC North/Gaithersburg
+1-888-469-4795
960 North Frederick Ave., Gaithersburg, MD 20879 ~36.80 miles southeast of Shepherdstown
  • Pool in hotel: Salt purified indoor pool
  • Low-priced Downtown hotel
From$92
Very good 4.5 /5 Read Reviews Call BookMore Details
Eisenhower Hotel & Conference Center - Gettysburg
+1-888-734-9421
2634 Emmitsburg Rd., Gettysburg, PA 17325 ~36.81 miles northeast of Shepherdstown
  • Includes a pool: Indoor pool available 10am-10pm daily
  • Three Star Convention Center property
From$58
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Washington Dulles in Dulles
+1-888-841-5292
1000 Sully Rd., Dulles, VA 20166 ~36.92 miles southeast of Shepherdstown
  • 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
  • 3-star Airport hotel
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG in Sterling
+1-888-455-5160
45425 Holiday Dr., Sterling, VA 20166 ~36.99 miles southeast of Shepherdstown
  • 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
  • 3 star Airport property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Antrim 1844 in Taneytown
+1-888-965-8297
30 Trevanion Rd., Taneytown, MD 21787 ~37.11 miles east of Shepherdstown
  • Pool available: Outdoor Pool open 8 AM to 8 PM.
  • Four-star Suburban property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Gaithersburg/ Washington, DC North in Gaithersburg
+1-888-906-6358
805 Russell Ave., Gaithersburg, MD 20879 ~37.21 miles southeast of Shepherdstown
  • Pool in hotel: Enjoy our beautiful outdoor pool. Pool Open 5:00 PM-10:00 PM weekday's and 10:00 AM to 10:00 PM on weekends.
  • 3 star Suburban hotel
From$99
Very good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Gaithersburg by Ihg : 2 Montgomery Village Ave.
+1-888-749-6785
2 Montgomery Village Ave., Gaithersburg, MD 20879 ~37.21 miles southeast of Shepherdstown
  • Pool details: Indoor pool. 7a-10a and 4p to 10p Monday through Friday. Sat and Sun. open 10a to 10p.
  • Three Star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Washington DC North / Gaithersburg - Gaithersburg
+1-888-878-9982
620 Perry Pkwy., Gaithersburg, MD 20877 ~37.30 miles southeast of Shepherdstown
  • Has swimming pool: Unwind in style at our indoor and outdoor pools, designed for relaxation and family fun. The indoor pool offers year-round comfort, while the outdoor pool features a brand-new bar and a full-service pool menu every weekend, perfect for sunny days. Join us every Friday and Saturday night for complimentary family-friendly movies by the pool, creating memorable moments for all ages. Inquire about our exclusive pool party packages to make your event unforgettable!
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details

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