Charles Town

Travel Guide

Charles Town
Charles Town
Charles Town
Charles Town
Charles Town

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 theatre.

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 kilometres) 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 CA $158 per night from Apr 16 to Apr 17
CA $158
CA $178 total
Apr 16 - Apr 17
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! (1,002 reviews)
There was a good variety of food at the breakfast buffet, and the local shuttle was also a very nice option!

Reviewed on Apr 12, 2026

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 CA $94 per night from Apr 27 to Apr 28
CA $94
CA $106 total
Apr 27 - Apr 28
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)
Right across street from casino. Room looked newly renovated except for door.

Reviewed on Apr 11, 2026

Days Inn by Wyndham Charles Town/Harpers Ferry
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3 out of 5
100 Hollywood Dr Charles Town WV
The price is CA $166 per night from Apr 14 to Apr 15
CA $166
CA $200 total
Apr 14 - Apr 15
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 helpful staff and the clean ...
8.6/10 Excellent! (558 reviews)
Staff was great, rooms were clean and transportation to the casino was great.

Reviewed on Apr 10, 2026

The Inn at Charles Town - Hollywood Casino
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.
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town WV
Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shannondale Springs ...
9.8/10 Exceptional! (50 reviews)
Stayed here with a group of friends to celebrate my birthday and explore Harpers Ferry. We enjoyed the house very much and we found all of the games and supplies that came with the house to be superior to other rentals that we have had. The hike to the lake is definitely as advertised for someone ...

Reviewed on Mar 18, 2026

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

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV
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 ...
Terra Alta - Incredible River Views and Hot Tub!
The River House

The River House

Charles Town WV
Stay at this cabin in Charles Town. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Hollywood Casino at Charles Town Races and Shenandoah ...
10/10 Exceptional! (17 reviews)
We love staying here! The home is clean, peaceful, and on a wonderful spot on the river.

Reviewed on Apr 7, 2026

The River House
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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