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.

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 $178 per night from Jun 1 to Jun 2
CA $178
CA $213 total
Jun 1 - Jun 2
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! (579 reviews)
"The room was very nice. We got a smoking room and to our surprise the smell of smoke was not bad at all compared to other places we’ve stayed with smoking rooms. The hotel looked really nice and clean. The staff was super nice and friendly. I definitely recommend it. Will be back again!"

Reviewed on May 15, 2026

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

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr Charles Town WV
The price is CA $180 per night from Jun 14 to Jun 15
CA $180
CA $202 total
Jun 14 - Jun 15
includes taxes & fees
Stay at this hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,000 reviews)
"Nice hotel, good staff. Well equipped. Breakfast was quite good and had eggs and fruit, in addition to the usual options. Lots of parking. Room was comfortable."

Reviewed on May 26, 2026

Hampton Inn & Suites Charles Town
Hillbrook Inn

Hillbrook Inn

4 out of 5
4490 Summit Point Road Charles Town WV
The price is CA $202 per night from Jun 2 to Jun 3
CA $202
CA $261 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this business-friendly B&B in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
8.6/10 Excellent! (679 reviews)
"We had an amazing long weekend at Hillbrook. It was like being transported to an English Countryside. The Winter Cottage where we stayed was so comfortable and charming. Their chefs are absolutely amazing, we are still talking about how good our breakfasts and the tasting dinner was."

Reviewed on May 26, 2026

Hillbrook Inn
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! (70 reviews)
"Excellent accommodation for a long weekend. House was clean and the views were amazing. Enjoyed having multiple games to choose from on a rainy day. Hot tub was great."

Reviewed on May 7, 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! (54 reviews)
"My friends and I had a great memorial weekend. Songyee was very flexible with a couple of our requests and I very much appreciated it. Nice fire pit with wood available, a grill, and even some s'mores for roasting."

Reviewed on May 27, 2026

Modern Country House on the Shenandoah River
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Harpers Ferry WV
Stay at this apartment in Harpers Ferry. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Harpers Ferry National Historical Park ...
9.2/10 Wonderful! (34 reviews)
"Perfect location and size for a few night stay. Very clean and dry. Would stay here again for another long weekend. Only suggestion is to improve the parking. There was a group in the unit above us, and they had two cars. One day we returned, and they were parked blocking the spot designated for ..."

Reviewed on May 24, 2026

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
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

Things to do

Cities near Charles Town

Explore a world of travel with Expedia