Event Calendar

Every month offers a variety of exciting events in Jefferson County. From craft fairs and street festivals to civil-war re-enactments and food festivals – Jefferson County has it all. Check out these events so you don’t miss a thing.

For more information on events in our towns, click below:

O’Hurleys Heritage Music Jam Session

June 26, 2014December 31, 2017

On any Thursday night, musicians arrive at O'Hurley's and start tuning up with a dozen or more musicians playing their dulcimer, banjo, guitar, fiddle, Celtic harp, flute, etc.Visitors can have a seat in a rocking chair and listen in and experience what has been a timeless tradition.

Time: 7:30 pm-11:00 pm
Location: O'Hurleys General Store, 205 East Washington Street, Shepherdstown WV 25443

For more information, please visit the event’s website.

Live Music & Comedy at The Event Center at Hollywood Casino at Charles Town Races

July 5, 2014December 31, 2017

Will Downing with Chante Moore: Saturday, May 6 at 8 p.m.
Travis Tritt: Friday, May 12 at 9 p.m.
Aaron Lewis: Saturday, May 20 at 9 p.m.
Rickey Smiley: Saturday, June 3 at 8 p.m.
Ron White: Saturday, June 10 at 7 p.m. & 10 p.m.
Creedence Clearwater Revisited: Saturday, July 1 at 8 p.m.
Wayne Brady: Saturday, July 15 at 8 p.m.
Jamey Johnson: Saturday, August 5 at 8 p.m.
Moonwalker: The Reflection of Michael: Saturday, August 26 at 8 p.m.
Oak Ridge Boys: Saturday September 2, 8 p.m.
Pat Benatar & Neil Giraldo: Friday, September 15 at 9 p.m.
Three Dog Night: Saturday, October 14 at 8 p.m.
Rodney Carrington: Saturday, November 25 at 7 p.m. & 10 p.m.

For tickets and more information on schedule and times go to

For more information, please visit the event’s website.

Charles Town & John Brown: The Rest of the Story…

June 2, 2017August 13, 2017

After visiting the site of John Brown's raid in Harpers Ferry, experience the rest of the story with this tour.  Visitors will be led by a Harpers Ferry Park Ranger  to the Charles Town courthouse where he was held, tried, and found guilty of treason, then the historic Jefferson County Museum housing the very wagon he was transported on, and later a stroll to the location where he was ultimately hanged. Tours begin at the Charles Town Visitor Center located on George Street, Charles Town.

• FREE Park Ranger Tour
• 10 minutes from Harpers Ferry
• Wed..-Sun.Tours: June 2 -August 13
• 2:00 p.m.

For more information, call: 304-535-2627

Hollywood Casino’s Responsible Gaming

July 31, 2017August 6, 2017

The Team Members at Hollywood Casino at Charles Town Races salute Responsible Gaming Week July 31-August 6.  We put the spotlight on Responsible Gaming!

For more information, please visit the event’s website.

Charles Town Car Show

September 2, 2017 from 10:00 AM4:00 PM

Join us for the biggest car show in the region as we shut down main street in Charles Town West Virginia. Over 400 cars attended the 2016 show covering 6 city blocks.

Top 50 & 14 Specialty Awards to include: Mayor's Award, Best Car, Best Truck, Police Chief Award, Best Motorcycle and more! Show Proceeds benefit Jefferson County Community Ministries. For more information visit our website or contact Duane Marcus 304-886-5600 or

 Pre Register $15
 online at
 (online registration opens soon)

 Day of registration: $20
 Registration opens at 8am. (Plan to arrive very early)

For more information, please visit the event’s website.

Happy Retreat Craft Beer & Music Festival

September 9, 2017 from 11:00 AM6:00 PM

Join us on September 9, 2017 at historic Happy Retreat in Charles Town for Jefferson Counties first ever craft beer and music festival! The festival will include the best in state, regional and national craft breweries who will be serving their newest creations and have staff on hand to discuss everything beer. Tickets available at

For more information, please visit the event’s website.

42nd Annual Fall Mountain Heritage Arts & Crafts Festival

September 22, 2017September 24, 2017

Enjoy the beautiful country mountains as you stroll through the tents of artisans demonstrating and showcasing their work. Wine tasting, fantastic food, live bands on Saturday and Sunday, Children's Make & Take Crafts as well as face painting and balloon sculpting.

Time: 10am-5pm

Sam Michael's Park
1330 Job Corps Rd
Shenandoah Junction, WV 25442

Call: 800-624-0577

For more information, please visit the event’s website.

Freedom’s Run: An event for Health and Heritage

October 7, 2017

Celebrate history, community health, and the soul of running! Recognized by Runner’s World as a top 25 half marathon: “…this small, much-loved event [is] moving, fun, inspiring, and tough." Select from a variety races: Marathon, Half Marathon, 10k, 5k, Kids Fun Run.

Location: Shepherdstown, WV
Phone: 304-876-1100

For more information, please visit the event’s website.