Charles Town Travel Guide

Tourist 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.

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 NZ$216 per night from 7 Dec to 8 Dec
NZ$216
7 Dec - 8 Dec
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! (657 reviews)
"Pros: Clean rooms, well kept, the staff is wonderful and very helpful. Cons: The Continental Breakfast is more like small quick foods like hard boiled eggs, small / mini muffins. There was hot water to fix those small oatmeals. No hot foods such as eggs, pancakes, waffles, sausages, no fruit ..."

Reviewed on 5 Nov 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
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 11 Nov to 12 Nov
NZ$224
11 Nov - 12 Nov
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 ...
Holiday Inn Express Charles Town by IHG
Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

2 out of 5
741 E Washington St Charles Town WV
The price is NZ$136 per night from 6 Dec to 7 Dec
NZ$136
6 Dec - 7 Dec
includes taxes & fees
Stay at this business-friendly motel 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! (1,005 reviews)
"Good breakfast. Fast check in. Friendly staff. Clean room although we were on the first floor and had a lot of foot noise in room above. Close to casino."

Reviewed on 7 Nov 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
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! (78 reviews)
"Beds were comfy, check in was seamless. A very nice spot to just get away from the noise and enjoy nature.Having the hot tub was nice, shampoo conditioner and body wash stocked in bathrooms. Plenty of towels throughout the house.Only complaint at all was that the frying pans are in rough shape but ..."

Reviewed on 20 Oct 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
Stay at this family-friendly holiday home in Charles Town. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shannondale Springs Wildlife ...
9.6/10 Exceptional! (67 reviews)
"We've had several stays at this location. Nice get away with river view & access... great outdoor space with firepit! We spend almost all of our time outside (weather permitting). Convenient location to several wineries, we'll be back!"

Reviewed on 26 Oct 2026

Modern Country House on the Shenandoah River
Charles Town Home w/ Private Pool & Hot Tub

Charles Town Home w/ Private Pool & Hot Tub

Charles Town WV
Stay at this family-friendly holiday home in Charles Town. Enjoy private pools, laundry facilities and patios. Popular attractions Hollywood Casino at Charles ...
9.8/10 Exceptional! (72 reviews)
"A beautiful house, quite large with many living and play areas. It is tastefully decorated and laid out. Supplies are ample in the house and it was well-cleaned. The swimming pool, hot tub and outdoor spaces are also impressive. The pool has a slide, many pool-toys, and the night-lights give the ..."

Reviewed on 22 Sept 2026

Charles Town Home w/ Private Pool & Hot Tub
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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