A street lined with brick buildings, including a bank and a restaurant.

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Check availability on Shepherdstown Hotels with Bars

Our top choices for Shepherdstown hotels with a bar

Lunch and dinner served

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,013 reviews)
"Clean room, nice staff."
United States
Jeffrey
The price is AED 384
AED 430 total
includes taxes & fees
2 Aug - 3 Aug
Clarion Inn Harpers Ferry - Charles Town
2 bars/lounges, sports bar

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,006 reviews)
"Wonderful place to stay"
United States
Jeremiah
The price is AED 265
AED 300 total
includes taxes & fees
2 Aug - 3 Aug
Rodeway Inn & Suites Charles Town
Exterior

Holiday Inn Martinsburg by IHG

Holiday Inn Martinsburg by IHG
3.0 star property
Martinsburg
9.0 out of 10, Wonderful, (715 reviews)
"Great area to stay. A lot to eat and do in the vicinity. Breakfast was good for $12"
United States
Parker
The price is AED 336
AED 380 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Martinsburg by IHG
Buffet

Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.4 out of 10, Exceptional, (823 reviews)
"Friendly and helpful staff, clean rooms."
United States
Nancy
The price is AED 434
AED 486 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Martinsburg
Restaurant

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, (595 reviews)
"Property was clean and staff was helpful."
United States
Lee
The price is AED 444
AED 534 total
includes taxes & fees
28 Jul - 29 Jul
The Inn at Charles Town - Hollywood Casino
Lounge

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown
3.0 star property
Hagerstown
9.4 out of 10, Exceptional, (695 reviews)
"Clean room, friendly staff and a good breakfast."
United States
Scott
The price is AED 406
AED 455 total
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Hagerstown
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (685 reviews)
"It was beautiful location. The staff was amazing and the food was excellent highly recommend."
United States
Cecile
The price is AED 498
AED 650 total
includes taxes & fees
28 Jul - 29 Jul
Hillbrook Inn
Exterior

Courtyard Marriott Hagerstown

Courtyard Marriott Hagerstown
3.0 star property
Hagerstown
9.0 out of 10, Wonderful, (791 reviews)
"the bed and room were very comfortable"
United States
Mark
The price is AED 496
AED 556 total
includes taxes & fees
24 Jul - 25 Jul
Courtyard Marriott Hagerstown
Front of property

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (107 reviews)
"Lovely inn in beautiful setting."
United States
Linda
The price is AED 855
AED 975 total
includes taxes & fees
19 Jul - 20 Jul
Stone Manor Boutique Inn
Rooftop terrace

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick
2.5 star property
Frederick
9.4 out of 10, Exceptional, (869 reviews)
"Clean and great stay."
United States
Richard
The price is AED 426
AED 473 total
includes taxes & fees
2 Aug - 3 Aug
SpringHill Suites by Marriott Frederick
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

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Everything was great really. Front desk was very helpful, pleasant and accommodating to our requests."
Jose 1-night trip
Posted 2 days ago
Clarion Inn Harpers Ferry - Charles Town

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Frequently asked questions

Searching for hotels with bars in Shepherdstown?
Though you might not find a hotel in Shepherdstown well-known for its bar, you will find 18 properties to choose from, some of which will have an onsite bar where you can unwind with a beer after a day out and about. While you're here, you can check out Shepherdstown Opera House and Shepherdstown Visitors Center.
What are the best hotels with bars in Shepherdstown?
Here are a few of the top hotels with bars in and around Shepherdstown: Quality Inn Shepherdstown: Enjoy the bar, free breakfast, and free WiFi. ❤️ Secluded 1940s Romantic Tiny House on the River: Enjoy the bar, free breakfast, and free WiFi. Country Inn & Suites by Radisson, Hagerstown, MD: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Shepherdstown?
If you have time to explore, consider visiting Shepherdstown Opera House, Antietam National Cemetery, and Big Cork Vineyards, and then find a cozy spot for a nightcap. Other places to see include Shepherdstown Visitors Center and Shepherdstown Museum. Shepherdstown is appreciated for its riverfront.
When is the best time to visit Shepherdstown?
Visiting local bars in Shepherdstown is more fun in good weather. These rainfall averages and temperatures can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Shepherdstown is 47 inches.
How can I get to Shepherdstown and around the area?
Here are some of your transportation options in and around Shepherdstown: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 10.1 mi (16.3 km) away from the city center. You can also search for flights into Hagerstown, MD (HGR-Hagerstown Regional), which is 19.4 mi (31.2 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.