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ImprovScape: Improv Comedy at the Highwire Center!
Friday, September 26, 2026 at 8:00 pm
The Highwire Center
400 S. Conkling Street, Baltimore, MD 21224
Featuring: Highwire Improv, Jessy DeSantis
ImprovScape is a live, unscripted comedy show presented by Highwire Improv. Each month, the cast interviews a local artist—this month featuring Jessy DeSantis—and transforms their stories and work into spontaneous comedy. The performance is held at The Highwire Center, an accessible community hub in... See more
BIG JAY OAKERSON
Friday, September 26, 2026 at 7:00 pm
Magoobys Joke House
9603 Deereco Rd, Timonium, MD 21093, United States
Featuring: BIG JAY OAKERSON
Big Jay Oakerson is a beloved, recognizable comedian known for his laid-back style, masterful crowd work, and unfiltered delivery. A constant touring headliner, he has performed at major festivals including Just for Laughs, Netflix Is a Joke Fest, and more. Jay co-hosts the daily radio show The Bonf... See more
BIG JAY OAKERSON
Friday, September 26, 2026 at 9:30 pm
Magoobys Joke House
9603 Deereco Rd, Timonium, MD 21093, United States
Featuring: BIG JAY OAKERSON
Big Jay Oakerson is one of the most beloved and recognizable comedians working today. His laid-back style, masterful crowd work, and unfiltered dirty delivery have made him a standout for over two decades. A constant touring headliner, he has performed at major festivals including Moontower, SkankFe... See more
Tony Roberts Live in Baltimore
Friday, September 26, 2026 at 7:00 pm
Baltimore Comedy Factory
5625 O'Donnell St, Baltimore, MD 21202, United States
Featuring: Tony Roberts
Come see Tony Roberts at the Baltimore Comedy Factory. The Baltimore Comedy Factory has a 35+ year history making the people of Baltimore, the DMV & Mid-Atlantic laugh.
Storytime Comedy: Improv Comedy at the Highwire Center!
Friday, September 26, 2026 at 6:00 pm
The Highwire Center
400 S. Conkling Street, Baltimore, MD 21224
Featuring: Flannel Demon, Mohan and Millie
Highwire Improv presents an unscripted comedy show where performers create scenes live based on audience suggestions. The performance features the improv troupes Flannel Demon and Mohan and Millie. It is a once-in-a-lifetime experience filled with pure, unfiltered comedic chaos. The show lasts for o... See more
Unscripted and Unhinged: Improv Comedy at the Highwire Center!
Friday, September 26, 2026 at 7:00 pm
The Highwire Center
400 S. Conkling Street, Baltimore, MD 21224
Featuring: Highwire Improv
No AI, no script, no second takes. Highwire Improv presents real performers building the entire show live, from your suggestions.
Rosebud Baker Live at The Port
Friday, September 26, 2026 at 7:00 pm
The Port Comedy Club
813 S Broadway, Baltimore, MD 21231, United States
Featuring: Rosebud Baker
Come see Rosebud Baker perform live at the port! Rosebud Baker has been featured on Netflix, Variety, and Vulture. This is a stand-up comedy performance for ages 21 and over.
BIG Time
Friday, September 26, 2026 at 8:00 pm
Baltimore Improv Group (BIG)
1727 N Charles St, Baltimore, MD 21201, United States
It's BIG TIME funny with a BIG TIME guest!
Tony Roberts Live in Baltimore
Friday, September 26, 2026 at 9:30 pm
Baltimore Comedy Factory
5625 O'Donnell St, Baltimore, MD 21202, United States
Featuring: Tony Roberts
Come see Tony Roberts at the Baltimore Comedy Factory. The Baltimore Comedy Factory has a 35+ year history making the people of Baltimore, the DMV & Mid-Atlantic laugh.
Rosebud Baker Live at The Port
Friday, September 26, 2026 at 9:30 pm
The Port Comedy Club
813 S Broadway, Baltimore, MD 21231, United States
Featuring: Rosebud Baker
Come see Rosebud Baker perform live at the port! Rosebud Baker is a stand-up comedian as seen on Netflix, Variety, & Vulture.
Highwire Repertory: Comedy at The Highwire Center
Saturday, September 27, 2026 at 5:30 pm
The Highwire Center
400 S. Conkling Street, Baltimore, MD 21224
Featuring: Highwire Improv
The Highwire Repertory brings together emerging performers to push the boundaries of improv through innovative formats and special team dynamics. Improv is live theater created spontaneously by the performers with the inspiration of the audience, making each show a unique, once-in-a-lifetime experie... See more
New Material Night
Saturday, September 27, 2026 at 8:00 pm
The Port Comedy Club
813 S Broadway, Baltimore, MD 21231, United States
Featuring: New Material Night
New Material Night is a stand-up comedy event featuring comedians testing out their latest jokes. Come catch fresh, experimental humor in a live setting. This event is strictly for ages 21 and older.
Highwire Improv's September All-Community Meeting!
Saturday, September 27, 2026 at 4:00 pm
The Highwire Center
400 S. Conkling Street, Baltimore, MD 21224
Highwire Improv hosts its quarterly community meeting, which includes board updates and a look at the strategy for next season. Attendees can also enjoy a performance by the Season 24 Repertory teams. The event includes a community meeting, a hangout period with snacks, and the repertory show. Both ... See more
KERWIN CLAIBORNE
Saturday, September 27, 2026 at 7:00 pm
Magoobys Joke House
9603 Deereco Rd, Timonium, MD 21093, United States
Featuring: KERWIN CLAIBORNE
Kerwin Claiborne is a well-known Instagram personality with over 1 million followers on Instagram. Known for his viral videos and internet personalities like Ms. Mary, Uncle Leroy, and Miss Keisha, he has successfully transitioned to stand-up comedy. His production 'Don’t You Do This To Me'... See more
Tony Roberts Live in Baltimore
Saturday, September 27, 2026 at 7:00 pm
Baltimore Comedy Factory
5625 O'Donnell St, Baltimore, MD 21202, United States
Featuring: Tony Roberts
Come see Tony Roberts at the Baltimore Comedy Factory. The Baltimore Comedy Factory has a 35+ year history making the people of Baltimore, the DMV & Mid-Atlantic laugh.
Captain's Quarters
Sunday, September 28, 2026 at 8:00 pm
The Port Comedy Club
813 S Broadway, Baltimore, MD 21231, United States
Featuring: Captain's Quarters
A free showcase featuring our best regulars.
The Open Mic
Sunday, September 28, 2026 at 9:30 pm
The Port Comedy Club
813 S Broadway, Baltimore, MD 21231, United States
Featuring: The Open Mic
Hosted weekly by a club regular. Come enjoy an evening of stand-up comedy at this open mic event.