Search Chalets in Shepherdstown
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 20 Chalets in Shepherdstown with updated reviews, rates, and availability.

Cozy Ski Chalet at Whitetail Resort ....right next to the slopes!
Cozy Ski Chalet at Whitetail Resort ....right next to the slopes!
9.6 out of 10, Exceptional, (5)

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
10.0 out of 10, Exceptional, (5)
The price is AED 658
AED 1,193 total
includes taxes & fees
24 Feb - 25 Feb

Wooded Chalet w/Fire Pit, Grill, Resort Amenities
Wooded Chalet w/Fire Pit, Grill, Resort Amenities

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
9.0 out of 10, Wonderful, (17)
The price is AED 573
AED 1,133 total
includes taxes & fees
25 Feb - 26 Feb

Loft, Wood Stove, Fire Pit, Grill & Deck on Creek
Loft, Wood Stove, Fire Pit, Grill & Deck on Creek
10.0 out of 10, Exceptional, (1)
The price is AED 581
AED 1,206 total
includes taxes & fees
24 Feb - 25 Feb

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
9.4 out of 10, Exceptional, (18)
The price is AED 682
AED 1,179 total
includes taxes & fees
24 Feb - 25 Feb

Chalet in The Woods
Chalet in The Woods
7.6 out of 10, Good, (9)

Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
8.0 out of 10, Very Good, (2)
The price is AED 820
AED 1,253 total
includes taxes & fees
3 Mar - 4 Mar
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (53)
The price is AED 162
AED 403 total
includes taxes & fees
3 Mar - 4 Mar

Charming Cabin in the Woods with River Access
Charming Cabin in the Woods with River Access
9.8 out of 10, Exceptional, (17)

Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
8.0 out of 10, Very Good, (1)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Shepherdstown hotels
Recent reviews of Shepherdstown hotels

SpringHill Suites by Marriott Frederick
5/5 Excellent
"Clean and friendly. "
A verified traveler stayed at SpringHill Suites by Marriott Frederick
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Shepherdstown
- Vacation Homes in Shepherdstown
- Cabin Rentals in Shepherdstown
- Apartments in Shepherdstown
- Cottages in Shepherdstown
- B&B in Shepherdstown
- Farmstay in Shepherdstown
- Motels in Shepherdstown
- Guest Houses in Shepherdstown
- Condo Rentals in Shepherdstown
- Villas in Shepherdstown
- Resorts in Shepherdstown
- Inns in Shepherdstown
- RV Parks in Shepherdstown
- Lodges in Shepherdstown
- Hotels