Charles Town

Travel Guide

Charles Town featuring street scenes and a small town or village
Charles Town featuring heritage elements and a monument
Charles Town
Charles Town showing 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 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 €93 per night from 11 Nov to 12 Nov
€93
11 Nov - 12 Nov
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! (1,001 reviews)
Courteous staff. Transportation to the Casino and complimentary breakfast. I would highly recommend!

Reviewed on 29 Oct 2025

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 €68 per night from 9 Nov to 10 Nov
€68
9 Nov - 10 Nov
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! (1,000 reviews)
All in all, the stay was good and I would stay there again.The location was close to the Village of Appomatox. The rooms were clean except for stains on the floor and chairs. The breakfast that was advertised wasn't fantastic. It was cold cereal and a bit of fruit.

Reviewed on 26 Oct 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 €108 per night from 19 Nov to 20 Nov
€108
19 Nov - 20 Nov
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! (1,007 reviews)
Room was excellent. Location was great. Convenient to stores and restaurants. I will be making this hotel my go to Whf

Reviewed on 2 Nov 2025

Hampton 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.
The River House

The River House

Charles Town
Stay at this cabin in Charles Town. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Hollywood Casino at Charles Town Races and Shenandoah ...
10/10 Exceptional! (9 reviews)
This was an awesome place and location. It was easy to access and it was a beautiful place. We loved it and it exceeded our expectations. John the host was great and always answered our questions and was very helpful. This is a great place to stay

Reviewed on 12 Oct 2025

The River House
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 ...
9.6/10 Exceptional! (62 reviews)
We enjoyed coffee and looked over the fabulous view each morning, and soaked in the hot tub after a bonfire every night. It was almost perfect. Be aware, the listing is not kidding about the bugs, or the steep drive. But it's fabulous.

Reviewed on 23 Oct 2025

Terra Alta - Incredible River Views and Hot Tub!
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! (46 reviews)
Open concept was very nice! Lots of extra sleeping options. Beds were very comfortable. The view was amazing and the hike to the River was a bit steep, however we all enjoyed the exercise! The only disappointment was the air quality in the house! The vents needed some attention and it had a Smokey ...

Reviewed on 27 Oct 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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3/5 - Okay

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