Shepherdstown Hotels with Pools - Outdoor/Indoor Pools in Shepherdstown WV

Shepherdstown 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 Shepherdstown, WV for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Shepherdstown West Virginia hotel and motel rooms for children. Review the list of Shepherdstown hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Shepherdstown WV Group Hotel Rates

Shepherdstown Hotels with Outdoor or Indoor Pools

Quality Inn & Suites
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
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.
  • 3 star property
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From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-675-2083 ~8.27 miles south of Shepherdstown
  • Pool in hotel: 10am-10pm indoor
  • 3-star Mountain property
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From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel : 681 Flowing Springs Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 +1-800-716-8490 ~9.01 miles south of Shepherdstown
  • Has swimming pool: Outdoor, seasonal
  • Midscale Mountain property
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites Hagerstown Maryland - Hagerstown
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-800-805-5223 ~13.27 miles north of Shepherdstown
  • Includes a pool: Indoor pool open daily until midnight.
  • Mid-scale Suburban hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Hagerstown
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
17280 Valley Mall Rd., Hagerstown, MD 21740 +1-888-965-1860 ~13.35 miles north of Shepherdstown
  • Includes a pool: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • Mid-scale Suburban hotel
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From$102
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Hagerstown, MD : 11321 Massey Blvd.
+1-888-788-5576

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11321 Massey Blvd., Hagerstown, MD 21740 +1-888-788-5576 ~13.50 miles north of Shepherdstown
  • Our hotel comes with a pool
  • Economy property
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From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard Marriott Hagerstown - Hagerstown
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 +1-888-897-9207 ~13.55 miles north of Shepherdstown
  • With a pool!
  • Three Star property
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel 620 Closed : 1718 Underpass Way
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1718 Underpass Way, Hagerstown, MD 21740 +1-888-311-4278 ~13.69 miles north of Shepherdstown
  • 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 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Hagerstown - Hagerstown
+1-888-469-4795

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1650 Pullman Lane, Hagerstown, MD 21740 +1-888-469-4795 ~13.89 miles north of Shepherdstown
  • Includes a pool: Pool open daily 6am -10pm-
  • Mid-scale Rural hotel
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From$114
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Suites - Hagerstown
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1801 Dual Highway, Hagerstown, MD 21740 +1-888-734-9421 ~13.99 miles northeast of Shepherdstown
  • Has swimming pool: 8ooam 9pm
  • 3-star hotel
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From$53
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hagerstown
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1716 Dual Highway, Hagerstown, MD 21740 +1-888-841-5292 ~14.10 miles northeast of Shepherdstown
  • Includes a pool
  • Three Star Highway property
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From$79
Very Good 4.5 /5 Read Reviews Call BookMore Details
Best Western Historic Frederick - Frederick
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
420 Prospect Blvd., Frederick, MD 21701 +1-888-455-5160 ~20.38 miles east of Shepherdstown
  • Pool available: We have seasonal outdoor pool that is open from 8am until 10pm.
  • Low priced Downtown hotel
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From$43
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Frederick-Fort Detrick
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1565 Opossumtown Pike, Frederick, MD 21702 +1-888-965-8297 ~21.24 miles east of Shepherdstown
  • Has swimming pool
  • 3 star Suburban property
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From$98
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Frederick : 7226 Corporate Court
+1-888-906-6358

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7226 Corporate Court, Frederick, MD 21703 +1-888-906-6358 ~21.37 miles east of Shepherdstown
  • Includes a pool: Indoor Pool, open 6AM to 10PM
  • Midscale Suburban property
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From$119
Very Good 4.5 /5 Review Score Call BookMore Details
Residence Inn by Marriott Frederick in Frederick
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5230 Westview Dr., Frederick, MD 21703 +1-888-749-6785 ~21.43 miles east of Shepherdstown
  • We have a pool
  • 3 star Suburban property
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From$144
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Frederick in Frederick
+1-888-878-9982

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5220 Westview Dr., Frederick, MD 21703 +1-888-878-9982 ~21.45 miles east of Shepherdstown
  • Has swimming pool
  • 3-star Suburban property
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Frederick - Frederick
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
5225 Westview Dr., Frederick, MD 21703 +1-888-389-4485 ~21.45 miles east of Shepherdstown
  • Includes a swimming pool
  • 3-star Suburban hotel
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Frederick
+1-888-389-4121

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5646 Buckeystown Pike, Frederick, MD 21704 +1-888-389-4121 ~21.49 miles east of Shepherdstown
  • Includes a pool
  • 2-star Suburban hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn Frederick Event Center
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
5400 Holiday Dr., Frederick, MD 21703 +1-888-675-2083 ~21.82 miles east of Shepherdstown
  • Pool details: Indoor Pool Hours 10 AM - 10 PM
  • Three Star Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
TRU by Hilton Winchester
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 +1-800-716-8490 ~23.06 miles southwest of Shepherdstown
  • Pool in hotel
  • Three Star property
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From$90
Very Good 4.0 /5 Latest 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
1601 Martinsburg Pike, Winchester, VA 22603 +1-800-805-5223 ~23.20 miles southwest of Shepherdstown
  • Pool details: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • 2-star Highway property
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From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites : 142 Fox Ridge Lane
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-965-1860 ~23.83 miles southwest of Shepherdstown
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • Midscale Rural property
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-788-5576 ~24.09 miles southwest of Shepherdstown
  • We have a pool
  • 3 star Suburban hotel
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From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-897-9207 ~24.50 miles southwest of Shepherdstown
  • Has swimming pool: We feature a beautiful outdoor pool and sundeck, which is open Memorial Day through Labor Day. The pool is open in season from 9 am - 10 pm.
  • 3-star Highway hotel
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From$84
Very Good 4.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-311-4278 ~25.42 miles southwest of Shepherdstown
  • Includes a pool
  • Three Star Downtown hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 +1-888-469-4795 ~25.44 miles southwest of Shepherdstown
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Two-star Highway hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn & Conference Center - Winchester
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 +1-888-734-9421 ~26.34 miles southwest of Shepherdstown
  • Has swimming pool: Labor day to Memorial Day Outdoor
  • Low priced Highway property
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From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-841-5292 ~26.36 miles southwest of Shepherdstown
  • Includes a pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway property
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From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Winchester : 160 Front Royal Pike
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 +1-888-455-5160 ~26.39 miles southwest of Shepherdstown
  • Has swimming 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.
  • Low priced Suburban property
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From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-965-8297 ~26.47 miles southeast of Shepherdstown
  • Pool details: 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
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From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-906-6358 ~26.48 miles southeast of Shepherdstown
  • 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.
  • Midscale Suburban hotel
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From$82
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites Leesburg - Leesburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 +1-888-749-6785 ~26.48 miles southeast of Shepherdstown
  • Pool available: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • 3-star hotel
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From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-878-9982 ~26.53 miles southeast of Shepherdstown
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Winchester
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
120 Wingate Dr., Winchester, VA 22601 +1-888-389-4485 ~26.56 miles southwest of Shepherdstown
  • Pool in hotel: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Midscale Highway hotel
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From$90
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 +1-888-389-4121 ~26.61 miles southwest of Shepherdstown
  • Pool details: Indoor pool open daily from 9:00AM - 10:00PM
  • Mid-scale Suburban property
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From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites - Winchester
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-675-2083 ~26.61 miles southwest of Shepherdstown
  • Pool available: 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 property
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From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Winchester
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
300 Marriott Dr., Winchester, VA 22603 +1-800-716-8490 ~26.68 miles southwest of Shepherdstown
  • Pool in hotel: 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 Read Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-800-805-5223 ~28.03 miles southeast of Shepherdstown
  • Pool details: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban property
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From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 +1-888-965-1860 ~28.31 miles southwest of Shepherdstown
  • Includes a pool
  • Economical Suburban hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-788-5576 ~31.91 miles southeast of Shepherdstown
  • Pool details: Indoor pool open from 10am-10pm
  • Midscale Suburban property
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Emmitsburg : 501 Silo Hill Pkwy.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
501 Silo Hill Pkwy., Emmitsburg, MD 21727 +1-888-897-9207 ~32.20 miles northeast of Shepherdstown
  • Includes a pool: Hours of Operation : CURRENTLY CLOSED Indoor Heated Pool 35 person max capacity
  • Inexpensive Mountain hotel
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From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-888-311-4278 ~32.60 miles southwest of Shepherdstown
  • Includes a swimming pool
  • Three Star Rural property
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From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-469-4795 ~32.60 miles southwest of Shepherdstown
  • Pool in hotel: 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 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Germantown Gaithersburg : 20025 Century Blvd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
20025 Century Blvd., Germantown, MD 20874 +1-888-734-9421 ~33.83 miles southeast of Shepherdstown
  • Pool in hotel: Heated Indoor pool with Whirlpool. Open 5:00-10:00 PM daily and 10:00-9:00 on weekends.
  • 3-star Suburban hotel
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From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Chambersburg in Chambersburg
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1122 Wayne Ave., Chambersburg, PA 17201 +1-888-841-5292 ~33.86 miles north of Shepherdstown
  • Pool available: Indoor Pool and Hot tub Open Daily 6am-11pm
  • 3-star Rural property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chambersburg An Ihg Hotel in Chambersburg
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1097 Wayne Ave., Chambersburg, PA 17201 +1-888-455-5160 ~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.
  • 3-star Rural property
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From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-965-8297 ~34.28 miles southeast of Shepherdstown
  • Pool available: Indoor/Outdoor Swimming pool
  • Mid-scale Airport hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun : 44620 Waxpool Rd.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-906-6358 ~34.36 miles southeast of Shepherdstown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Midscale Airport hotel
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From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Aloft Dulles North - Ashburn
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-749-6785 ~34.70 miles southeast of Shepherdstown
  • Has swimming pool: Indoor pool
  • Midscale Airport hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-878-9982 ~34.74 miles southeast of Shepherdstown
  • Pool available: Indoor Pool
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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