Charles Town is a hub for exciting live entertainment. We've analyzed our sales data to bring you the most popular events so you can easily plan your next outing. Whether you're searching for the top concerts, must-see sporting events, or unique things to do in Charles Town, you'll find it all right here.

Top Events in Charles Town This Weekend

Planning your weekend? There are 93 events happening around Charles Town this weekend! Here are the most popular events happening in Charles Town from Thursday to Sunday. Don't miss out on the action!

Event Name	Date	Venue	Lowest Price
Sting	May 22	Wolf Trap National Park for the Performing Arts	$129
Frederick Keys vs. Greenville Drive	May 23	Nymeo Field at Harry Grove Stadium	$29
Harrisburg Senators vs. Akron RubberDucks	May 23	FNB Field	$16
D.C. United vs. CF Montreal	May 23	Audi Field	$21
Marcus Miller	May 23	Birchmere Music Hall	$158
Sting	May 23	Wolf Trap National Park for the Performing Arts	$272
Orchestra Noir	May 23	Warner Theatre - DC	$128
Russell Peters	May 23	The Theater at MGM National Harbor	$45
Bret Michaels	May 23	Hollywood Casino at Charles Town Races	$72
Harrisburg Senators vs. Akron RubberDucks	May 24	FNB Field	$26

Top 2026 Summer Events in Charles Town

Summer is the perfect time for live events in Charles Town! Check out this list of the top events happening from May through September.

Event Name	Date	Venue	Lowest Price
Kid Cudi	May 29	Jiffy Lube Live	$57
Machine Gun Kelly & Wiz Khalifa	Jun 3	Jiffy Lube Live	$51
Evanescence, Spiritbox & Nova Twins	Jun 27	Jiffy Lube Live	$40
National Symphony Orchestra: Lizzo	Jul 7	Wolf Trap National Park for the Performing Arts	$126
Usher & Chris Brown	Jul 10	Northwest Stadium	$246
Bob Dylan	Jul 24	Wolf Trap National Park for the Performing Arts	$96
Bob Dylan	Jul 25	Wolf Trap National Park for the Performing Arts	$89
Tim McGraw & 49 Winchester	Aug 15	Jiffy Lube Live	$54
Pitbull & Lil Jon	Aug 19	Jiffy Lube Live	$74
Josh Groban	Aug 22	Wolf Trap National Park for the Performing Arts	$110

Cheap Things to Do in Charles Town This Weekend (Under $100)

Looking for fun in Charles Town that won't break the bank? You've come to the right place. This list features the best-selling events this weekend with tickets under $100.

Event Name	Date	Venue	Lowest Price
Frederick Keys vs. Greenville Drive	May 22	Nymeo Field at Harry Grove Stadium	$27
Frederick Keys vs. Greenville Drive	May 23	Nymeo Field at Harry Grove Stadium	$29
Harrisburg Senators vs. Akron RubberDucks	May 23	FNB Field	$16
D.C. United vs. CF Montreal	May 23	Audi Field	$21
Russell Peters	May 23	The Theater at MGM National Harbor	$45
Bret Michaels	May 23	Hollywood Casino at Charles Town Races	$72
Hagerstown Flying Boxcars vs. York Revolution	May 24	Meritus Park	$39
Harrisburg Senators vs. Akron RubberDucks	May 24	FNB Field	$26
Robert Earl Keen	May 24	Hollywood Casino at Charles Town Races	$72
Buckethead	May 24	9:30 Club	$98

Most Popular Family-Friendly Events in Charles Town This Weekend

Looking for something fun for the whole family? Check out this list of top family events happening this weekend in Charles Town. From children's concerts and theater to magic and circus shows, there's something for everyone!

Event Name	Date	Venue	Lowest Price
Cirque De Paris	May 22	Under The Big Top! Dulles Town Center	$60
Every Brilliant Thing	May 22	Maryland Ensemble Theatre	$34
Cirque De Paris	May 22	Under The Big Top! Dulles Town Center	$60
Cirque De Paris	May 23	Under The Big Top! Dulles Town Center	$60
Cirque De Paris	May 23	Under The Big Top! Dulles Town Center	$60
Every Brilliant Thing	May 23	Maryland Ensemble Theatre	$39
Cirque De Paris	May 23	Under The Big Top! Dulles Town Center	$69
Cirque De Paris	May 24	Under The Big Top! Dulles Town Center	$66
Cirque De Paris	May 24	Under The Big Top! Dulles Town Center	$66