Shepherdstown Hotels with Outdoor or Indoor Pools

Quality Inn & Suites
+1-888-389-4121
1937 Short Rd., Kearneysville, WV 25430 +1-888-389-4121 ~5.93 miles west of Shepherdstown
  • Pool available: Outdoor pool 10:00 am to 11:00PM.
  • Affordable hotel
From$55
Average 3.0 /5 Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy
+1-888-675-2083
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-675-2083 ~8.27 miles south of Shepherdstown
  • Pool available: 10am-10pm indoor
  • 3 star Mountain property
From$72
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+1-800-716-8490
681 Flowing Springs Rd., Ranson, WV 25438 +1-800-716-8490 ~9.01 miles south of Shepherdstown
  • Pool details: Outdoor, seasonal
  • Three Star Mountain hotel
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Martinsburg in Martinsburg
+1-800-805-5223
975 Foxcroft Ave., Martinsburg, WV 25401 +1-800-805-5223 ~9.62 miles west of Shepherdstown
  • Pool in hotel: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Mid-scale Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Martinsburg
+1-888-965-1860
301 Foxroft Ave., Martinsburg, WV 25401 +1-888-965-1860 ~9.76 miles west of Shepherdstown
  • Pool details: The indoor pool is open from 6:00am-11:00pm daily.
  • Affordable Suburban property
From$111
Very good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites Hagerstown Maryland : 17612 Valley Mall Rd.
+1-888-788-5576
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-788-5576 ~13.27 miles north of Shepherdstown
  • Pool details: Indoor pool open daily until midnight.
  • 3 star Suburban property
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-897-9207
11321 Massey Blvd., Hagerstown, MD 21740 +1-888-897-9207 ~13.50 miles north of Shepherdstown
  • Our hotel comes with a pool
  • Two star hotel
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel 620 Closed
+1-888-311-4278
1718 Underpass Way, Hagerstown, MD 21740 +1-888-311-4278 ~13.69 miles north of Shepherdstown
  • Pool in hotel: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • Affordable Suburban hotel
From$65
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites in Hagerstown
+1-888-469-4795
241 Railway Ln, Hagerstown, MD 21740 +1-888-469-4795 ~13.75 miles north of Shepherdstown
  • Pool details: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • 3 star Highway hotel
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown
+1-888-734-9421
1650 Pullman Lane, Hagerstown, MD 21740 +1-888-734-9421 ~13.89 miles north of Shepherdstown
  • Pool available: Pool open daily 6am -10pm-
  • 3-star Rural property
From$114
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Historic Frederick - Frederick
+1-888-841-5292
420 Prospect Blvd., Frederick, MD 21701 +1-888-841-5292 ~20.38 miles east of Shepherdstown
  • Pool available: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Two-star Downtown hotel
From$44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Frederick
+1-888-455-5160
5646 Buckeystown Pike, Frederick, MD 21704 +1-888-455-5160 ~21.49 miles east of Shepherdstown
  • We have a pool ready for use
  • Low Cost Suburban hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Frederick Event Center : 5400 Holiday Dr.
+1-888-965-8297
5400 Holiday Dr., Frederick, MD 21703 +1-888-965-8297 ~21.82 miles east of Shepherdstown
  • Pool in hotel: Indoor Pool Hours 10 AM - 10 PM
  • Three Star Highway property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Winchester in Winchester
+1-888-906-6358
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-906-6358 ~23.20 miles southwest of Shepherdstown
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Cheap Highway hotel
From$77
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-749-6785
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-749-6785 ~23.83 miles southwest of Shepherdstown
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • Three Star Rural hotel
From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-878-9982
170 Getty Ln, Winchester, VA 22603 +1-888-878-9982 ~24.09 miles southwest of Shepherdstown
  • We have a pool
  • Mid-scale Suburban hotel
From$74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-389-4485
103 East Piccadilly St., Winchester, VA 22601 +1-888-389-4485 ~25.42 miles southwest of Shepherdstown
  • We have a pool
  • Three Star Downtown property
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester in Winchester
+1-888-389-4121
150 Faraday Plaza, Winchester, VA 22603 +1-888-389-4121 ~25.44 miles southwest of Shepherdstown
  • Pool available: Indoor Pool - 10a-10pm
  • Economy Highway hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area - Winchester
+1-888-675-2083
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-675-2083 ~26.36 miles southwest of Shepherdstown
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Mid-scale Highway hotel
From$82
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-800-716-8490
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-716-8490 ~26.47 miles southeast of Shepherdstown
  • Has swimming pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Three Star Downtown hotel
From$119
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-800-805-5223
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-800-805-5223 ~26.53 miles southeast of Shepherdstown
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-888-965-1860
250 Front Royal Pike, Winchester, VA 22602 +1-888-965-1860 ~26.61 miles southwest of Shepherdstown
  • Pool in hotel: Indoor Pool 6am - 10pm
  • Midscale Suburban hotel
From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Winchester near University : 140 Costello Dr.
+1-888-788-5576
140 Costello Dr., Winchester, VA 22602 +1-888-788-5576 ~26.61 miles southwest of Shepherdstown
  • Has swimming 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.
  • Economy Suburban property
From$60
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center - Winchester
+1-888-897-9207
300 Marriott Dr., Winchester, VA 22603 +1-888-897-9207 ~26.68 miles southwest of Shepherdstown
  • Includes a pool: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Affordable Suburban hotel
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-888-311-4278
1500 East Market St., Leesburg, VA 20176 +1-888-311-4278 ~28.03 miles southeast of Shepherdstown
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • Midscale Suburban hotel
Motel 6 Winchester Va
+1-888-469-4795
2951 Valley Ave., Winchester, VA 22601 +1-888-469-4795 ~28.31 miles southwest of Shepherdstown
  • Includes a swimming pool
  • Inexpensive Suburban hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites : 141 Kernstown Commons Blvd.
+1-888-734-9421
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-734-9421 ~29.77 miles southwest of Shepherdstown
  • Pool in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Goodstone Inn & Restaurant : 36205 Snake Hill Rd.
+1-888-841-5292
36205 Snake Hill Rd., Middleburg, VA 20117 +1-888-841-5292 ~30.36 miles south of Shepherdstown
  • Pool in hotel: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • 3-star Rural hotel
From$350
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-455-5160
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-455-5160 ~31.91 miles southeast of Shepherdstown
  • Pool in hotel: Indoor pool open from 10am-10pm
  • Affordable Suburban property
From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites Emmitsburg
+1-888-965-8297
501 Silo Hill Pkwy., Emmitsburg, MD 21727 +1-888-965-8297 ~32.20 miles northeast of Shepherdstown
  • Has swimming pool: Hours of Operation : CURRENTLY CLOSED Indoor Heated Pool 35 person max capacity
  • 2 star Mountain hotel
From$84
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-906-6358
165 Town Run Ln, Stephens City, VA 22655 +1-888-906-6358 ~32.60 miles southwest of Shepherdstown
  • Has swimming pool
  • 3-star Rural property
From$68
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South in Stephens City
+1-888-749-6785
167 Town Run Lane, Stephens City, VA 22655 +1-888-749-6785 ~32.60 miles southwest of Shepherdstown
  • Pool details: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway hotel
From$60
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Chambersburg An Ihg Hotel
+1-888-878-9982
1097 Wayne Ave., Chambersburg, PA 17201 +1-888-878-9982 ~34.07 miles north of Shepherdstown
  • Includes a pool: We have an Indoor Heated Pool open from 8am-10pm. This was updated in our 2024 renovation.
  • 3-star Rural property
From$84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun - Ashburn
+1-888-389-4485
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-389-4485 ~34.28 miles southeast of Shepherdstown
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • 3 star Airport hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun in Dulles
+1-888-389-4121
44620 Waxpool Rd., Dulles, VA 20147 +1-888-389-4121 ~34.36 miles southeast of Shepherdstown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Mid-scale Airport hotel
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles Airport North in Ashburn
+1-888-675-2083
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-675-2083 ~34.70 miles southeast of Shepherdstown
  • Pool in hotel: Indoor pool
  • Affordable Airport property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Dulles North - Ashburn
+1-800-716-8490
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-800-716-8490 ~34.74 miles southeast of Shepherdstown
  • Pool details: Indoor Pool
  • Three Star Suburban property
From$64
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North - Sterling
+1-800-805-5223
21481 Ridgetop Circle, Sterling, VA 20166 +1-800-805-5223 ~35.02 miles southeast of Shepherdstown
  • Pool details: Outdoor Pool
  • Affordable Airport hotel
From$59
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Sterling Dulles Airport - Sterling
+1-888-965-1860
21611 Atlantic Blvd., Sterling, VA 20166 +1-888-965-1860 ~35.10 miles southeast of Shepherdstown
  • Includes a pool: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Three Star Airport hotel
From$59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hawthorn Extended Stay by Wyndham Chambersburg - Chambersburg
+1-888-788-5576
1123 Lincoln Way East, Chambersburg, PA 17201 +1-888-788-5576 ~35.55 miles north of Shepherdstown
  • Pool in hotel: Indoor pool Open 9am- 10pm
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Chambersburg : 211 Walker Rd.
+1-888-897-9207
211 Walker Rd., Chambersburg, PA 17201 +1-888-897-9207 ~35.78 miles north of Shepherdstown
  • Pool details: Outdoor pool open during summer season
  • Cheap Suburban hotel
From$59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Chambersburg - Chambersburg
+1-888-311-4278
451 Gateway Ave., Chambersburg, PA 17201 +1-888-311-4278 ~36.01 miles north of Shepherdstown
  • Pool available: Take a dip in our heated indoor saline pool. The pool is open from 8:00 AM to 10:00 PM.
  • Affordable Highway property
From$104
Very good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Chambersburg Pa : 399 Beddington Blvd.
+1-888-469-4795
399 Beddington Blvd., Chambersburg Pa, PA 17201 +1-888-469-4795 ~36.14 miles north of Shepherdstown
  • Has swimming pool
  • 3 star Rural property
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Washington-Dulles International Airport : 22700 Holiday Park Dr.
+1-888-734-9421
22700 Holiday Park Dr., Sterling, VA 20166 +1-888-734-9421 ~36.73 miles southeast of Shepherdstown
  • 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
  • Affordable Airport hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Washington DC North/Gaithersburg
+1-888-841-5292
960 North Frederick Ave., Gaithersburg, MD 20879 +1-888-841-5292 ~36.80 miles southeast of Shepherdstown
  • Has swimming pool: Salt purified indoor pool
  • Low priced Downtown hotel
From$92
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Eisenhower Hotel & Conference Center : 2634 Emmitsburg Rd.
+1-888-455-5160
2634 Emmitsburg Rd., Gettysburg, PA 17325 +1-888-455-5160 ~36.81 miles northeast of Shepherdstown
  • Pool available: Indoor pool available 10am-10pm daily
  • Mid-scale Convention Center hotel
From$58
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Washington Dulles - Dulles
+1-888-965-8297
1000 Sully Rd., Dulles, VA 20166 +1-888-965-8297 ~36.92 miles southeast of Shepherdstown
  • 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
  • Mid-scale Airport hotel
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Washington-Dulles International Airport by IHG
+1-888-906-6358
45425 Holiday Dr., Sterling, VA 20166 +1-888-906-6358 ~36.99 miles southeast of Shepherdstown
  • 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
  • Mid-scale Airport hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Antrim 1844
+1-888-749-6785
30 Trevanion Rd., Taneytown, MD 21787 +1-888-749-6785 ~37.11 miles east of Shepherdstown
  • Pool details: Outdoor Pool open 8 AM to 8 PM.
  • Four star Suburban hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Gaithersburg/ Washington, DC North - Gaithersburg
+1-888-878-9982
805 Russell Ave., Gaithersburg, MD 20879 +1-888-878-9982 ~37.21 miles southeast of Shepherdstown
  • Includes a pool: 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.
  • Mid-scale Suburban hotel
From$99
Very good 4.5 /5 Read Reviews Call BookMore Details
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