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Comedy Events and Things to do in Princess Anne, MD

Comedy Show and After Party
Sat, Jun 27, 8:00 PM
Snow Hill · 407 Tingle St
Comedy Show and After Party
Sat, Jun 27, 8:00 PM
Snow Hill · 407 Tingle St
Phil Medina - Comedy @ Ocean Downs!
Sun, Jun 28, 7:00 PM
Berlin · Ocean Downs Casino
Phil Medina - Comedy @ Ocean Downs!
Sun, Jun 28, 7:00 PM
Berlin · Ocean Downs Casino
The LAFF'N JAZZ Lounge
Fri, Jun 19, 7:00 PM + 5 more
Salisbury · Inspire Gallery
The LAFF'N JAZZ Lounge
Fri, Jun 19, 7:00 PM + 5 more
Salisbury · Inspire Gallery
Ocean City Maryland Comedy Festival
Wed, Jun 3, 4:00 PM + 12 more
Ocean City · Hooper's Crab House & Sneaky Pete's
Ocean City Maryland Comedy Festival
Wed, Jun 3, 4:00 PM + 12 more
Ocean City · Hooper's Crab House & Sneaky Pete's
Stand Up Comedy Night at Mullys Brewery
Sat, Jun 27, 7:00 PM
Prince Frederick · Mully's Brewery
Stand Up Comedy Night at Mullys Brewery
Sat, Jun 27, 7:00 PM
Prince Frederick · Mully's Brewery
Just added
Just comedy presents- Keith Purnell
Fri, Jun 5, 6:00 PM
Seaford · Cinnamon’s CC 22
Just added
Just comedy presents- Keith Purnell
Fri, Jun 5, 6:00 PM
Seaford · Cinnamon’s CC 22
LOL - Laugh Out Loud Reloaded
Sat, Jun 20, 8:00 PM
Harrington · Gold Room
LOL - Laugh Out Loud Reloaded
Sat, Jun 20, 8:00 PM
Harrington · Gold Room
Next Stop Comedy at The Benjamin! - Seaford, DE
Sat, Jul 11, 7:00 PM
Seaford · The Benjamin
Next Stop Comedy at The Benjamin! - Seaford, DE
Sat, Jul 11, 7:00 PM
Seaford · The Benjamin
Roundtrip Travel to John Mulaney at the Freeman Arts Pavilion
Sun, Aug 2, 6:20 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel to John Mulaney at the Freeman Arts Pavilion
Sun, Aug 2, 6:20 PM
Selbyville · The Freeman Arts Pavilion
Comedy Night @ Eden Town Brewery Co.
Sat, Jun 27, 6:00 PM
Denton · Eden Town Brewing Company
Comedy Night @ Eden Town Brewery Co.
Sat, Jun 27, 6:00 PM
Denton · Eden Town Brewing Company
Jamal Harrington @ The Listening Booth
Fri, Jun 12, 8:00 PM
Lewes · The Listening Booth
Jamal Harrington @ The Listening Booth
Fri, Jun 12, 8:00 PM
Lewes · The Listening Booth
Standup Comedy at Eastern Shore Brewing! (Saint Michaels, MD)
Fri, Jun 12, 7:00 PM
Saint Michaels · Eastern Shore Brewing
Standup Comedy at Eastern Shore Brewing! (Saint Michaels, MD)
Fri, Jun 12, 7:00 PM
Saint Michaels · Eastern Shore Brewing
REHOBOTH PRIDE 2026 PRESENTS- KAREN MILLS AND KRISTEN MERLIN!!
Sat, Jul 18, 7:00 PM
Rehoboth Beach · Rehoboth Beach Convention Center
REHOBOTH PRIDE 2026 PRESENTS- KAREN MILLS AND KRISTEN MERLIN!!
Sat, Jul 18, 7:00 PM
Rehoboth Beach · Rehoboth Beach Convention Center
Laughs in the Lounge
Fri, Jun 12, 7:00 PM
Annapolis · Stan & Joe's Saloon
Laughs in the Lounge
Fri, Jun 12, 7:00 PM
Annapolis · Stan & Joe's Saloon
Roundtrip Travel to Matteo Bocelli at the Freeman Arts Pavilion
Wed, Jul 8, 5:50 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel to Matteo Bocelli at the Freeman Arts Pavilion
Wed, Jul 8, 5:50 PM
Selbyville · The Freeman Arts Pavilion
Father's Day Classy Comedy Brunch Experience
Sun, Jun 21, 1:00 PM
Waldorf · 3257 Plaza Dr
Father's Day Classy Comedy Brunch Experience
Sun, Jun 21, 1:00 PM
Waldorf · 3257 Plaza Dr
Sales end soon
The Rapp Road Comedy Showcase
Saturday at 7:00 PM
Clinton · 7452 Old Alexandria Ferry Rd
Sales end soon
The Rapp Road Comedy Showcase
Saturday at 7:00 PM
Clinton · 7452 Old Alexandria Ferry Rd
Roundtrip Travel to Little Big Town at the Freeman Arts Pavilion
Thu, Jul 9, 5:20 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel to Little Big Town at the Freeman Arts Pavilion
Thu, Jul 9, 5:20 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel to Gin Blossoms & Blues Traveler - Freeman Arts Pavilion
Tue, Aug 4, 4:20 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel to Gin Blossoms & Blues Traveler - Freeman Arts Pavilion
Tue, Aug 4, 4:20 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel- The Fray w/Dashboard Confessional - Freeman Arts Pavilion
Mon, Aug 10, 4:20 PM
Selbyville · The Freeman Arts Pavilion
Roundtrip Travel- The Fray w/Dashboard Confessional - Freeman Arts Pavilion
Mon, Aug 10, 4:20 PM
Selbyville · The Freeman Arts Pavilion

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