Charles Town, WV

Travel Guide

Charles Town featuring street scenes and a small town or village
Charles Town which includes heritage elements and a monument
Charles Town featuring drinks or beverages
Charles Town which includes heritage elements
Charles Town which includes heritage elements

George Washington’s brother, Charles, founded this town. View parts of his original abode along with other historically important buildings. 

Charles Town is known for its associations with the Washington family. It’s also the site where prominent abolitionist John Brown was hanged before the American Civil War began. Get familiar with the town’s past at historical homes and play slot machines at the casino.

The town was founded in 1786 by Charles Washington, George Washington’s younger brother. As you explore, notice that the streets are all named after Washington family members, including his brother Samuel and wife Mildred and a square named after George.

Visit Happy Retreat, the one-time home of Charles Washington. Admire the Greek Revival-style structure from outside. The interior is not generally open to the public.

Another major historical site in town is the Gibson-Todd House, an architecturally eclectic building dating back to the late 19th century. Look for the marker on the grounds, indicating the spot where abolitionist John Brown was hanged for attempting to incite a slave rebellion.

Stroll down Washington Street to see the still-functioning Jefferson County Courthouse where Brown was tried. Learn more about the history of Charles Town and the surrounding region at the Jefferson County Museum.

When you’ve exhausted the town’s heritage attractions, enter the Hollywood Casino at Charles Town Races. Watch thoroughbreds racing, hope to get lucky on some of the 2,700 slot machines, play table games or enjoy a meal at an on-site restaurant. Other fun activities in the region include tastings at Bloomery Plantation Distillery, which produces a range of flavored liqueurs.

Outdoor enthusiasts will enjoy hiking the trails and bird-watching at the nearby Shannondale Springs Wildlife Management Area or playing a round of golf at Sleepy HollowCountry Club.For evening entertainment, attend a performance at the intimate Old Opera House theater.

Charles Town is just over an hour’s drive from Washington, D.C. The nearest train station is in Harpers Ferry, about 7 miles (11 kilometers) away. Delve into history of the Civil War era and beyond at this small Appalachian town.

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd, Charles Town, WV
The price is ¥16,254 per night from Nov 3 to Nov 4
¥16,254
¥18,367 total
Nov 3 - Nov 4
includes taxes & fees
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,015 reviews)
Comfortable clean room. Good breakfast

Reviewed on Oct 18, 2025

Holiday Inn Express Charles Town by IHG
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

2 out of 5
642 E Washington Street, Charles Town, WV
The price is ¥9,868 per night from Oct 26 to Oct 27
¥9,868
¥11,151 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,004 reviews)
Great hotel

Reviewed on Oct 18, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Rodeway Inn & Suites - Charles Town, WV

Rodeway Inn & Suites - Charles Town, WV

2 out of 5
741 E Washington St, Charles Town, WV
The price is ¥9,985 per night from Nov 17 to Nov 18
¥9,985
¥11,282 total
Nov 17 - Nov 18
includes taxes & fees
Book a stay at this business-friendly motel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,015 reviews)
Good for the price
I felt like the hotel was in good condition for the price. Really the only negative was that we found a cockroach crawling on the wall of our room above the beds.

Reviewed on Oct 21, 2025

Rodeway Inn & Suites - Charles Town, WV
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.
The River House

The River House

Charles Town
Stay at this cabin in Charles Town. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Hollywood Casino at Charles Town Races and Shenandoah ...
10/10 Exceptional! (9 reviews)
This was an awesome place and location. It was easy to access and it was a beautiful place. We loved it and it exceeded our expectations. John the host was great and always answered our questions and was very helpful. This is a great place to stay

Reviewed on Oct 12, 2025

The River House
Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town
Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Hollywood Casino at Charles ...
9.6/10 Exceptional! (62 reviews)
We enjoyed coffee and looked over the fabulous view each morning, and soaked in the hot tub after a bonfire every night. It was almost perfect. Be aware, the listing is not kidding about the bugs, or the steep drive. But it's fabulous.

Reviewed on Oct 23, 2025

Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town
Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shannondale Springs ...
9.6/10 Exceptional! (45 reviews)
We and our friends have traveled to many vacation rentals over the last 10 years and we all agreed that this rental in particular ranked among the top sites. We enjoyed the spaciousness of the common area and how comfortable everything was. Our host was prompt with her replies, which we greatly ...

Reviewed on Sep 15, 2025

Modern Country House on the Shenandoah River
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.

Popular places to visit

Reviews of Charles Town

4.2
Top Destination
5 - Excellent
90
5 - Excellent 37%
4 - Good
116
4 - Good 48%
3 - Okay
33
3 - Okay 14%
2 - Disappointing
2
2 - Disappointing 1%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Elizabeth

Husband loves Hollywood Casino

3/5 - Okay

Verified traveler

The only thing I didn’t like is when we went to the casino they allow smoking. For a non smoking that was terrible. In Maryland your not allow to

5/5 - Excellent

Verified traveler

Paddy’s Irish Pub in town is a must! Definitely will be back to Charles Town

4/5 - Good

Verified traveler

There's the casino/racetrack, and nothing else. If you're there for a casino, it is a good casino and you will have a good time. Otherwise, there's not much in town.

4/5 - Good

Verified traveler

I went for a concert at the Casino - I always enjoy Harper's Ferry

4/5 - Good

Verified traveler

We went to the casino for a concert. Great venue.

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