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Check availability on Shepherdstown Casino Hotels

Our top choices for Shepherdstown hotels with a casino

Seasonal outdoor pool
Hampton Inn Martinsburg

Hampton Inn Martinsburg

Hampton Inn Martinsburg
2.5 star property
Martinsburg
8.6 out of 10, Excellent, (1003)
"Front desk was very considerate and friendly. Hotel was very clean. "
United States
Barry
The price is 2.192.902 ₫
2.477.979 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Martinsburg
Casino
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1001)
"Very nice people in the front desk"
United States
Ximena
The price is 2.352.362 ₫
2.634.646 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Clarion Inn Harpers Ferry - Charles Town
2 bars/lounges, sports bar
Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1004)
"Good for me and front desk allowed me to check in early"
United States
Devan
The price is 1.679.995 ₫
1.898.395 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Rodeway Inn & Suites Charles Town
Casino
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
Charles Town
8.6 out of 10, Excellent, (521)
"the room was clean and the staff was great. The shuttle service to the casino was awesome."
United States
Steve
The price is 3.427.836 ₫
4.102.908 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Inn at Charles Town - Hollywood Casino
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (439)
"Excellent accommodations and breakfast. "
United States
William
The price is 3.417.552 ₫
3.861.836 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Carriage Inn B&B
Free buffet breakfast
Quality Inn Spring Mills - Martinsburg North

Quality Inn Spring Mills - Martinsburg North

Quality Inn Spring Mills - Martinsburg North
2.5 star property
Falling Waters
7.8 out of 10, Good, (1001)
"Excellent Staff"
United States
Andre
The price is 1.819.003 ₫
2.037.283 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Spring Mills - Martinsburg North
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.
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Top Shepherdstown Hotel Reviews

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Frequently asked questions

Searching for casino hotels in Shepherdstown?
If you're planning a gaming trip to Shepherdstown, you can roll the dice at Hollywood Casino at Charles Town Races, located 9.5 mi (15.2 km) away, but it's not the only place to visit while you're here. Visitors enjoy the historic sites and riverfront in this destination.
How many hotels that are good for gaming can I expect to find in Shepherdstown?
You won't need a stroke of luck to find something that suits with one of Expedia's 20 hotels in Shepherdstown.
When should I take my casino trip to Shepherdstown?
You might spend a lot of your holiday inside, but if you're planning to venture beyond the casino, taking a look at local weather data can help you. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Shepherdstown is 1201 mm.
What is there to do in Shepherdstown?
You can head to Maddex Square, Hagerstown Premium Outlets or Valley Mall to shop for the perfect souvenir. Shepherdstown is known for its historic sites, and you can visit cultural spots such as Shepherdstown Museum, John Brown Wax Museum and Apollo Civic Theatre. For more to see and do, you can plan to visit Shepherdstown Visitors Center and Shepherdstown Opera House.
What are my transportation options for my casino getaway to Shepherdstown?
Here are some transportation options in Shepherdstown: You can book a flight to the nearest airport, which is Martinsburg, WV (MRB-Eastern West Virginia Regional), 10.1 mi (16.3 km) from the city centre. If you'd like to explore around the area, you may want a rental car for your journey.