You can guarantee some big laughs this fall with Comedy Connection’s October Comedy Showcases. Take a break from studying and connect with your fun side. Enjoy some of the nation’s biggest comedians as they take the stage this fall. The Comedy Connection is featuring exclusive shows to give fans the opportunity to see the best stand-up comedians in the Boston area.

Fall is officially here which means its time to enjoy some football, pumpkin spice and of course, Comedy Connection Boston’s October showcase. Here are comedians scheduled to perform at the Wilbur Theater in Boston this month.

colin quinn comedy connection
Colin Quinn: Overstated: A Coast-To-Coast Roast Of The 50 States
10/12
Comedian and public commentator Colin Quinn kicks off the Comedy Connection Boston October Showcase with a show at the Wilbur Theater. Running state-by-state, from Connecticut to Hawaii, Quinn calls us out and identifies the hypocrisies inherent in what we claim to believe and what we actually do. You can’t help but laugh when you hear hilarious observations about the quirks and vibes of the citizens in each region during the show.
jess hilarious boston show
Jess Hilarious
10/16
Born and raised in Baltimore Maryland Jess has become one of the most sought after faces in comedy. Her comedy is smart and the “Jess with the Mess” segment on her social media channels are viewed by millions around the globe. She has opened for comedy legends such as Martin Lawrence,Rickey Smiley, Mo’Nique and Mike Epps. Jess Hilarious returns to the Wilbur 10/16 for a night of stand-up comedy and big laughs.
drew lynch stand-up comedian
Drew Lynch
10/23
Drew Lynch captured the hearts of America with his Golden Buzzer performance on Season 10 of America’s Got Talent, where he finished in second place. Since, Drew has appeared on IFC’s Maron and CONAN, and amassed over 2 million subscribers on Youtube. Drew was born in Indianapolis, grew up in Las Vegas, and currently lives in Los Angeles with his dog Stella.
taylor tomlinson boston event
Taylor Tomlinson
10/24
Taylor Tomlinson started doing stand-up at just 16 years old and has been featured on “Conan”, MTV’s “Safe Word”, Comedy Central’s “Adam Devine’s House Party,” and was a top ten finalist on season 9 of NBC’s “Last Comic Standing”. She’s one of the nation’s youngest touring headliners who uses biting wit and a wonderfully self-deprecating point of view to get the crowd laughing. Don’t miss her on October 24th at The Wilbur

Live Boston Comedy Shows

Join us at the Comedy Connection for the best stand-up comedy shows in Boston. Many of us could use a good laugh and the upcoming Comedy Connection shows intend to deliver. Get a ticket today to attend a night of Boston comedy you won’t forget soon.

Stay positive, stay laughing!