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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1937 Short Rd., Kearneysville, WV 25430 +1-888-389-4121 ~5.93 miles west of Shepherdstown
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • Affordable property
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From$55
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town - 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 available: 10am-10pm indoor
  • 3-star Mountain property
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From$72
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Charles Town by Ihg - Ranson
+1-800-716-8490

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681 Flowing Springs Rd., Ranson, WV 25438 +1-800-716-8490 ~9.01 miles south of Shepherdstown
  • Has swimming pool: Outdoor, seasonal
  • Mid-scale Mountain property
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From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Martinsburg - Martinsburg
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-800-805-5223 ~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
  • Three Star Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites Hagerstown Maryland - Hagerstown
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
17612 Valley Mall Rd., Hagerstown, MD 21740 +1-888-965-1860 ~13.27 miles north of Shepherdstown
  • Includes a pool: Indoor pool open daily until midnight.
  • Mid-scale Suburban property
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From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Hagerstown
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
17280 Valley Mall Rd., Hagerstown, MD 21740 +1-888-788-5576 ~13.35 miles north of Shepherdstown
  • Pool in hotel: Indoor pool with whirlpool. Outdoor lounge area access exclusive from pool deck.
  • Affordable Suburban hotel
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From$102
Very good 4.0 /5 Recent Reviews Call BookMore Details
Motel 6 Hagerstown, MD
+1-888-897-9207

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11321 Massey Blvd., Hagerstown, MD 21740 +1-888-897-9207 ~13.50 miles north of Shepherdstown
  • Includes a swimming pool
  • 2 star property
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From$60
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Marriott Hagerstown - Hagerstown
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
17270 Valley Mall Rd., Hagerstown, MD 21740 +1-888-311-4278 ~13.55 miles north of Shepherdstown
  • Our hotel comes with a pool
  • Mid-scale hotel
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From$90
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hotel 620 Closed
+1-888-469-4795

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1718 Underpass Way, Hagerstown, MD 21740 +1-888-469-4795 ~13.69 miles north of Shepherdstown
  • Pool details: Oversized indoor heated pool with 8 foot deep end. Open daily 7am - 10:30pm.
  • Affordable Suburban property
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From$65
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
241 Railway Ln, Hagerstown, MD 21740 +1-888-734-9421 ~13.75 miles north of Shepherdstown
  • Pool available: Indoor Pool Location: Indoor Hours: 6:00 AM to 10:00 PM Heated pool Whirlpool
  • 3-star Highway hotel
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From$100
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Hagerstown
+1-888-841-5292

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1650 Pullman Lane, Hagerstown, MD 21740 +1-888-841-5292 ~13.89 miles north of Shepherdstown
  • Has swimming pool: Pool open daily 6am -10pm-
  • Affordable Rural hotel
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From$114
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites in Hagerstown
+1-888-455-5160

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1801 Dual Highway, Hagerstown, MD 21740 +1-888-455-5160 ~13.99 miles northeast of Shepherdstown
  • Pool in hotel: 8ooam 9pm
  • 3 star property
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From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Historic Frederick
+1-888-965-8297

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420 Prospect Blvd., Frederick, MD 21701 +1-888-965-8297 ~20.38 miles east of Shepherdstown
  • Includes a pool: We have seasonal outdoor pool that is open from 8am until 10pm.
  • 2 star Downtown property
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From$43
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Frederick
+1-888-906-6358

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5230 Westview Dr., Frederick, MD 21703 +1-888-906-6358 ~21.43 miles east of Shepherdstown
  • Our hotel comes with a pool
  • Mid-scale Suburban hotel
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From$144
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Frederick : 5220 Westview Dr.
+1-888-749-6785

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5220 Westview Dr., Frederick, MD 21703 +1-888-749-6785 ~21.45 miles east of Shepherdstown
  • We have a pool ready for use
  • Mid-scale Suburban hotel
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From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Frederick - Frederick
+1-888-878-9982

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5225 Westview Dr., Frederick, MD 21703 +1-888-878-9982 ~21.45 miles east of Shepherdstown
  • Has a pool!
  • Midscale Suburban hotel
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From$89
Very good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Frederick : 5646 Buckeystown Pike
+1-888-389-4485

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5646 Buckeystown Pike, Frederick, MD 21704 +1-888-389-4485 ~21.49 miles east of Shepherdstown
  • Our hotel comes with a pool
  • Low Cost Suburban hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn Frederick Event Center in Frederick
+1-888-389-4121

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5400 Holiday Dr., Frederick, MD 21703 +1-888-389-4121 ~21.82 miles east of Shepherdstown
  • Pool in hotel: Indoor Pool Hours 10 AM - 10 PM
  • 3 star Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
TRU by Hilton Winchester
+1-888-675-2083

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118 Mercedes Court, Winchester, VA 22603 +1-888-675-2083 ~23.06 miles southwest of Shepherdstown
  • Pool in hotel
  • 3-star hotel
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From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-800-716-8490 ~23.20 miles southwest of Shepherdstown
  • Pool in hotel: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Cheap Highway property
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From$77
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-800-805-5223 ~23.83 miles southwest of Shepherdstown
  • Pool available: 9am-10pm Indoor with Jacuzzi
  • Affordable Rural hotel
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From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-965-1860

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170 Getty Ln, Winchester, VA 22603 +1-888-965-1860 ~24.09 miles southwest of Shepherdstown
  • Includes a swimming pool
  • 3 star Suburban property
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From$74
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA : 1204 Berryville Ave.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-788-5576 ~24.50 miles southwest of Shepherdstown
  • Includes a 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 Recent Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-897-9207

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103 East Piccadilly St., Winchester, VA 22601 +1-888-897-9207 ~25.42 miles southwest of Shepherdstown
  • Includes a swimming pool
  • Three Star Downtown property
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 +1-888-311-4278 ~25.44 miles southwest of Shepherdstown
  • Pool in hotel: Indoor Pool - 10a-10pm
  • Cheap Highway property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-888-469-4795

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711 Millwood Ave., Winchester, VA 22601 +1-888-469-4795 ~26.34 miles southwest of Shepherdstown
  • Includes a pool: Labor day to Memorial Day Outdoor
  • Economy Highway property
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From$55
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester University / Mall Area - Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-734-9421 ~26.36 miles southwest of Shepherdstown
  • Pool details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway hotel
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From$82
Very good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Winchester : 160 Front Royal Pike
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 +1-888-841-5292 ~26.39 miles southwest of Shepherdstown
  • Pool available: 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.
  • Inexpensive Suburban hotel
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From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-455-5160 ~26.47 miles southeast of Shepherdstown
  • Pool in hotel: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Mid-scale Downtown hotel
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From$119
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-965-8297 ~26.48 miles southeast of Shepherdstown
  • Pool details: 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.
  • Affordable Suburban property
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From$82
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District by IHG : 80 Prosperity Ave.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 +1-888-906-6358 ~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 property
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From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 Fort Evans Rd. Ne
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-749-6785 ~26.53 miles southeast of Shepherdstown
  • Pool in hotel: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester : 250 Front Royal Pike
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 +1-888-878-9982 ~26.61 miles southwest of Shepherdstown
  • Has swimming pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Midscale Suburban property
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From$88
Very good 4.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites in Winchester
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-389-4485 ~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.
  • 2 star Suburban property
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From$60
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center : 300 Marriott Dr.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
300 Marriott Dr., Winchester, VA 22603 +1-888-389-4121 ~26.68 miles southwest of Shepherdstown
  • Pool available: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Mid-scale Suburban hotel
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From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg : 1500 East Market St.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-675-2083 ~28.03 miles southeast of Shepherdstown
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
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From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 +1-800-716-8490 ~28.31 miles southwest of Shepherdstown
  • Includes a swimming pool
  • Cheap Suburban property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-800-805-5223 ~29.77 miles southwest of Shepherdstown
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Midscale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Goodstone Inn & Restaurant
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 +1-888-965-1860 ~30.36 miles south of Shepherdstown
  • Has swimming pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Affordable Rural property
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From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North - Ashburn
+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
  • Includes a pool: Indoor pool open from 10am-10pm
  • Mid-scale Suburban hotel
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From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Emmitsburg - Emmitsburg
+1-888-897-9207

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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
  • Pool details: Hours of Operation : CURRENTLY CLOSED Indoor Heated Pool 35 person max capacity
  • Cheap Mountain hotel
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From$84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-311-4278

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165 Town Run Ln, Stephens City, VA 22655 +1-888-311-4278 ~32.60 miles southwest of Shepherdstown
  • Has swimming pool
  • 3-star Rural hotel
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From$68
Very good 4.0 /5 Read Reviews 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
  • Has swimming pool: 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 Read Reviews Call BookMore Details
Fairfield Inn & Suites Germantown Gaithersburg
+1-888-734-9421

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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
  • Has swimming pool: 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 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Chambersburg An Ihg Hotel
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1097 Wayne Ave., Chambersburg, PA 17201 +1-888-841-5292 ~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.
  • Mid-scale Rural hotel
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From$84
Very good 4.0 /5 Guest Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-455-5160 ~34.28 miles southeast of Shepherdstown
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • Three Star Airport property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North/Loudoun : 44620 Waxpool Rd.
+1-888-965-8297

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44620 Waxpool Rd., Dulles, VA 20147 +1-888-965-8297 ~34.36 miles southeast of Shepherdstown
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 3 star Airport property
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From$95
Average 3.0 /5 Hotel Reviews Call BookMore Details
Aloft Dulles Airport North
+1-888-906-6358

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22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-906-6358 ~34.70 miles southeast of Shepherdstown
  • Has swimming pool: Indoor pool
  • 3 star Airport property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Dulles North
+1-888-749-6785

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22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-749-6785 ~34.74 miles southeast of Shepherdstown
  • Has swimming pool: Indoor Pool
  • 3 star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Sterling Dulles Airport North
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
21481 Ridgetop Circle, Sterling, VA 20166 +1-888-878-9982 ~35.02 miles southeast of Shepherdstown
  • Pool in hotel: Outdoor Pool
  • Mid-scale Airport property
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From$59
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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