Charles Town Travel Guide

Tourist Guide

Charles Town showing street scenes and a small town or village
Charles Town showing heritage elements and a monument
Charles Town
Charles Town featuring heritage elements
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 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.

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 NZ$127 per night from 13 Aug to 14 Aug
NZ$127
13 Aug - 14 Aug
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! (1,001 reviews)
"Nice, quiet, clean place to stay without blowing up your budget."

Reviewed on 16 Jul. 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr, Charles Town, WV
The price is NZ$239 per night from 29 July to 30 July
NZ$239
29 July - 30 July
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! (1,009 reviews)
"Good place to stay."

Reviewed on 12 Jul. 2025

Hampton Inn & Suites Charles 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
Fully refundable
The price is NZ$211 per night from 30 July to 31 July
NZ$211
30 July - 31 July
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! (1,004 reviews)
"Very nice room great pool good shuttle service"

Reviewed on 14 Jul. 2025

Holiday Inn Express Charles Town by IHG
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
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 ...
9.8/10 Exceptional! (55 reviews)
Views are even better than pictures!
"The outdoor spaces exceeded my expectations of the property. There is ample space on the deck, the yard is enjoable with the views and firepit, and the front porch rocking chairs are relaxing with a cup of coffee and litening to the gentle rain.Young adults enjoyed the game room. My only suggestion ..."

Reviewed on 3 May 2025

Terra Alta - Incredible River Views and Hot Tub!
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

Charles Town
Stay at this vacation home in Charles Town. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hollywood Casino at Charles Town Races and ...
9.8/10 Exceptional! (17 reviews)
Beautiful House and Beautiful Scenery!
"We had our annual family trip at this house (kids ages ranged from 1-10 and then 8 adults) and the house was gorgeous! It was big enough for everyone, more than enough space. The beds are super comfortable, the provided towels were great quality, plenty of dishes, the grill worked amazingly, and ..."

Reviewed on 9 Jul. 2025

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
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! (34 reviews)
"Beautiful views of the river. The house had everything we needed and was plenty big for 8 people. The nature walk down to the river isn’t for the weak hearted but totally doable with some hiking boots. We loved our stay and would do it again."

Reviewed on 14 Jul. 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.

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