Charles Town Travel Guide

Tourist 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 £98 per night from 29 Jun to 30 Jun
£98
29 Jun - 30 Jun
includes taxes & fees
Stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (587 reviews)
"Stayed the night to see a concert. The shuttle was very convenient, the staff was friendly and the room was clean and comfortable."

Reviewed on 21 Jun 2026

The Inn at Charles Town - Hollywood Casino
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 £86 per night from 5 Jul to 6 Jul
£86
5 Jul - 6 Jul
includes taxes & fees
Stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,008 reviews)
"Breakfast buffet was nice. Lots of choices and the employee in charge was constantly checking to refill any items. The free shuttle was also nice. We got a ride to Paddy's Irish bar."

Reviewed on 22 Jun 2026

Holiday Inn Express Charles Town by IHG
Hillbrook Inn

Hillbrook Inn

4 out of 5
4490 Summit Point Road Charles Town WV
The price is £135 per night from 5 Jul to 6 Jul
£135
5 Jul - 6 Jul
includes taxes & fees
Stay at this business-friendly B&B in Charles Town. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the property condition in their reviews. ...
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 26 May 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.
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town WV
Stay at this family-friendly holiday home in Charles Town. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shannondale Springs Wildlife ...
9.8/10 Exceptional! (55 reviews)
"Beautiful, comfortable, post and beam house with great views. Close to it's neighbors yet still very private. The kitchen is well stocked and the view from the deck is grand."

Reviewed on 17 Jun 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
Stay at this family-friendly holiday home in Charles Town. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Hollywood Casino at Charles Town ...
9.6/10 Exceptional! (71 reviews)
"This home is for the adventurous nature lover. Overlooking the Shenandoah River, the sound of the nearby rapids gently lulled us to sleep each night. The drive to the property from the highway was a like drive through a nature park teaming with deer, Canadian geese, river turtles and other wildlife. ..."

Reviewed on 1 Jun 2026

Terra Alta - Incredible River Views and Hot Tub!
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Harpers Ferry WV
Stay at this holiday home in Harpers Ferry. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Harpers Ferry National Historical Park and Hollywood ...
10/10 Exceptional! (89 reviews)
"The house was very clean and comfortable. Very close to town."

Reviewed on 11 Jun 2026

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
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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