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Check availability on Charles Town Hotels with a Bar

Our top choices for Charles Town hotels with a bar

Property amenity
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is 4.186.311 ₫
5.346.894 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hillbrook Inn
Restaurant
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 3.426.146 ₫
4.100.885 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Inn at Charles Town - Hollywood Casino
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 1.678.210 ₫
1.896.376 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Rodeway Inn & Suites Charles Town
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Clean room, quiet area, good breakfast"
United States
Laurie
The price is 1.843.030 ₫
2.084.204 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg

Hilton Garden Inn Martinsburg
3.0 star property
Martinsburg
9.2 out of 10, Wonderful, (746)
"Yes, excellent stay!"
United States
Joan
The price is 2.513.893 ₫
2.815.561 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Hilton Garden Inn Martinsburg
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (914)
"comfortable room, amenities and staff"
United States
Prashant
The price is 2.817.203 ₫
3.065.117 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Courtyard by Marriott Winchester
Indoor pool
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 2.349.863 ₫
2.631.847 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Clarion Inn Harpers Ferry - Charles Town
2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1006)
"Great hotel!"
United States
CHARLES
The price is 3.338.114 ₫
3.782.083 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Snack bar
Homewood Suites by Hilton Leesburg

Homewood Suites by Hilton Leesburg

Homewood Suites by Hilton Leesburg
3.0 star property
Leesburg
9.2 out of 10, Wonderful, (539)
"Very clean roomy and sufficient parking close to evrrything "
United States
Noel
The price is 2.615.260 ₫
3.007.548 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Homewood Suites by Hilton Leesburg
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (508)
"Great hotel"
United States
DONNA D
The price is 2.516.566 ₫
2.851.268 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Winchester
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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Frequently asked questions

Searching for hotels with bars in Charles Town?
Charles Town offers 37 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy drink after exploring the city. While you're here, you can check out Charles Town Library and Hollywood Casino at Charles Town Races.
What is there to do in Charles Town?
Consider a visit to Charles Town Library, Hollywood Casino at Charles Town Races and Locust Hill Golf Course, and then find a cosy spot for a nightcap. Other places to see include Sleepy Hollow Country Club and Shenandoah River.
When is the best time to visit Charles Town?
Visiting local bars in Charles Town is more fun when the weather is good. These rainfall averages and temperatures can help you determine the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Charles Town is 1198 mm.
How can I get to Charles Town and around the area?
Here are some of your transportation choices in and around Charles Town: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 10.7 mi (17.2 km) away from the heart of the city. Otherwise, you can search for flights to Hagerstown, MD (HGR-Hagerstown Regional), which is 29.5 mi (47.5 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.