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

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Check availability on Shepherdstown Hotels with Bar

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Shepherdstown hotels with a bar

Room

1. Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,006 reviews)
"Rooms are older but staff was very nice and helpful with check in"
United States
Kathleen
The price is CA $137
CA $153 total
includes taxes & fees
Nov 23 - Nov 24
Clarion Inn Harpers Ferry - Charles Town
A lobby with a fireplace, comfortable seating, and a large wall with 'The Inn at Charles Town' signage.

2. 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, (648 reviews)
"The staff and place were great, with a shuttle running back and forth to the casino."
United States
HARRY
The price is CA $153
CA $185 total
includes taxes & fees
Nov 11 - Nov 12
The Inn at Charles Town - Hollywood Casino
A hotel room with two beds, a desk, a chair, and a television.

3. 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)
"This is an excellent place to stay, the casino, national park is near by the hotel"
United States
Biju
The price is CA $93
CA $105 total
includes taxes & fees
Nov 24 - Nov 25
Rodeway Inn & Suites Charles Town
Lobby

4. Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.4 out of 10, Exceptional, (859 reviews)
"Clean, comfortable room. Friendly and efficient staff. What more could you ask for?"
United States
Jeanine
The price is CA $159
CA $179 total
includes taxes & fees
Nov 19 - Nov 20
Hilton Garden Inn Martinsburg
A Holiday Inn hotel entrance with a prominent green sign, columns, and a well-lit facade.

5. Holiday Inn Martinsburg by IHG

Holiday Inn Martinsburg by IHG
3.0 star property
Martinsburg
9.0 out of 10, Wonderful, (758 reviews)
"Fantastic place to stay!!!"
United States
Thomas
The price is CA $137
CA $155 total
includes taxes & fees
Nov 26 - Nov 27
Holiday Inn Martinsburg by IHG
An outdoor patio with a fire pit, seating, and a covered area.

6. Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown
3.0 star property
Hagerstown
9.4 out of 10, Exceptional, (790 reviews)
"Nice clean room, very nice staff good breakfast"
United States
Susan
The price is CA $137
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Hagerstown
A Courtyard by Marriott hotel with a modern design, multiple floors, and a parking area in front.

7. Courtyard Marriott Hagerstown

Courtyard Marriott Hagerstown
3.0 star property
Hagerstown
9.0 out of 10, Wonderful, (816 reviews)
"The room was very clean and nice view"
United States
Abby
The price is CA $194
CA $217 total
includes taxes & fees
Nov 6 - Nov 7
Courtyard Marriott Hagerstown
A traditional Tudor-style house with a pond in the foreground, surrounded by well-maintained gardens and trees.

8. Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (692 reviews)
"It was beautiful location. The staff was amazing and the food was excellent highly recommend."
United States
Cecile
The price is CA $209
CA $269 total
includes taxes & fees
Nov 3 - Nov 4
Hillbrook Inn
A rooftop terrace with outdoor seating, a fire pit, and a view of the sunset over a mountainous landscape.

9. SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick
2.5 star property
Frederick
9.2 out of 10, Wonderful, (960 reviews)
"Wonderful stay! Would absolutely stay here again!"
United States
Elizabeth
The price is CA $163
CA $180 total
includes taxes & fees
Nov 16 - Nov 17
SpringHill Suites by Marriott Frederick
A multi-story hotel with a central entrance, a bell tower, and a brick facade.

10. Visitation Hotel Frederick, a Tribute Portfolio Hotel

Visitation Hotel Frederick, a Tribute Portfolio Hotel
3.5 star property
Downtown Frederick
9.0 out of 10, Wonderful, (113 reviews)
"Perfect stay at Visitation! Charming and wonderful!"
United States
Lorraine
The price is CA $301
CA $373 total
includes taxes & fees
Nov 8 - Nov 9
Visitation Hotel Frederick, a Tribute Portfolio Hotel
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.
View all properties

Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Great staff always a good stay here!!!"
Michele 2-night trip
Posted 20 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD

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 19 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 Visitors Center and Shepherdstown Opera House.
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. Quality Inn Harpers Ferry - Charles Town: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Best Western Historic Frederick: 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 Visitors Center, Shepherdstown Opera House, and Antietam National Cemetery, and then find a cozy spot for a nightcap. Other places to see include Shepherdstown Historic District and Rumsey Steamboat 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.

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