Charles Town

Travel Guide

A street with cars, a Jeep, and a building with a sign that says "Visitor Center".
A selection of wine bottles and a vase with flowers on a wooden surface.
A row of two-story townhouses with red brick and blue painted exteriors.
A building corner with a red awning and two metal planters with green plants.
A busy urban street with vintage buildings, traffic lights, and parked cars.

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 $135 per night from Aug 4 to Aug 5
CA $135
CA $152 total
Aug 4 - Aug 5
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! (1,007 reviews)
"Breakfast was great. Room was comfortable. Didn’t avail ourselves of the pool, gym, or shuttle but they were ready and available if we needed them. Very close to Hollywood Casino and Races and the Event center. Would definitely consider staying at thisHoliday Inn Express again."

Reviewed on Jul 12, 2026

Holiday Inn Express Charles Town by IHG
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3 out of 5
100 Hollywood Dr Charles Town WV
Fully refundable
The price is CA $154 per night from Jul 20 to Jul 21
CA $154
CA $187 total
Jul 20 - Jul 21
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! (594 reviews)
"One of the rooms ,, my kyjjo"

Reviewed on Jul 12, 2026

The Inn at Charles Town - Hollywood Casino
Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

2 out of 5
741 E Washington St Charles Town WV
The price is CA $102 per night from Aug 2 to Aug 3
CA $102
CA $116 total
Aug 2 - Aug 3
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! (1,006 reviews)
"We stayed in the main building. We were on the 3rd floor. The hall ways are warm but the rooms were very cool- good ac. Breakfast was easy, plentiful and food. Staff was helpful when needed. There appears to be some renovations , but it didn’t effect our stay."

Reviewed on Jul 8, 2026

Rodeway Inn & Suites Charles Town
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.
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 ...
9.6/10 Exceptional! (72 reviews)
"Much better supplied than expected. Even found a first aid kit. One problem, no dresser in bedroom. No where to put most clothing."

Reviewed on Jun 26, 2026

Terra Alta - Incredible River Views and Hot Tub!
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! (56 reviews)
"Spectacular house with spectacular views, can’t wait to stay again."

Reviewed on Jul 8, 2026

Modern Country House on the Shenandoah River
Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!

Harpers Ferry WV
Stay at this cabin in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Shenandoah Lake Beach and Shannondale Springs Wildlife ...
9.8/10 Exceptional! (23 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."

Reviewed on Jun 14, 2026

Log Cabin w/ Hot Tub & Waterfront Patio!
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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