Boston Comedy Festival

Thursday, Apr 3, 2025 at 7:00pm

City Winery Boston
80 Beverly Street
844-424-2420

At our annual comedy festival, we strive to achieve several key goals that elevate the comedy experience for both performers and audiences. Our mission is to:

Celebrate Comedy as an Art Form: We aim to showcase comedy not only as a source of entertainment and joy but also as a legitimate and evolving art form.

Discover Emerging Comedic Talent: We actively seek out diverse, talented comedians from all corners of the entertainment industry, giving them a platform to shine.

Bring the Best Comedy Talent to Audiences: Our festival features top-tier comedians, ensuring audiences experience the highest quality performances possible.

Encourage Contemporary Creativity in Comedy: We embrace and promote the latest trends and creative voices in the comedy world, constantly reflecting the genre’s dynamic nature.

Educate on the Rich History of Comedy: Our festival also seeks to educate audiences about the deep history of comedy, honoring its evolution and impact.

Have Fun and Produce Great Comedy: Above all, we’re committed to creating an enjoyable experience for all—performers and audiences alike—through top-notch comedic theater.

Join us at the festival to experience the best in comedy, discover new talent, and be part of a creative, fun, and inspiring community.

Schedule

Thursday, April 3, 2025

Boston comedy festival-Semi Final round 1

7:00PM - 8:30PM

City Winery Boston - 80 Beverly Street, Boston, MA, 02114

Get ready to kick off the 25th anniversary of the Boston Comedy Festival with a bang! 72 comics from across the country will battle it out for a shot at the semi-finals, the championship title, and a $7,000 grand prize. Past winners have gone on to major success—TV, film, and beyond—so this is your chance to witness comedy history and discover the next big star before they take off

Special Guest Trixx

Taboo shattering, searingly honest, and painfully funny, Frankie “TRIXX” Agyemang is one of North America’s rising comedic stars. Trixx is the 2021 winner of the Boston Comedy Festival, the 2018 Winner of the World Series of Comedy, also 2013 Winner of Just for Laughs’ JFL42 Big Break Competition. He’s been featured on Kevin Hart’s LOL Network, Sirius XM Radio

Hosted by Jody Sloane

Ticket Price : $25 & $35

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Eddie Pepitone

7:30PM - 8:30PM

City Winery Boston - 80 Beverly Street, Boston, MA, 02114

They call him the Bitter Buddha, comedian Eddie Pepitone is a master of the dark art of comedy. Hailed as a modern day cross between Jackie Gleason, Don Rickles and Eckart Tolle. Eddie is a force of nature on stage, switching between social rage and self-doubt. His shows are an energetic combo of calm and chaos, blue-collar angst and sardonic enlightenment. Few comedians working today channel the power of the rant better than Eddie Pepitone. His most recent stand-up special For the Masses was released in June 2020, which the New York Times listed as one of the best stand-up specials of 2020. In 2014, Eddie released In Ruins, his first stand-up that was shot at The Bell House in Brooklyn, NY. In addition to his regular stand-up shows, Eddie is a stand-out comic/character actor. Beginning in New York City’s improv/sketch scene (where he quickly became a regular face), and continuing on to recurring roles on Late Night with Conan O’Brien and appearances on WTF with Marc Maron Podcast. Most recently, Eddie can be seen in Max's Haley Quinn spin-off Kite Man, Hell Yea! and Hulu's Ramy. Eddie has also appeared on numerous comedy TV shows, including Crazy Ex-Girlfriend, Rick and Morty, Reno 911!, 10 Year Old Tom, The Life and Times of Tim, Will & Grace, It’s Always Sunny in Philadelphia, Love, The Sarah Silverman Program, Jimmy Kimmel Live, Last Comic Standing, Chappelle’s Show, appearances on Bob’s Burgers, and he’s a regular on Adult Swim’s Your Pretty Face is Going to Hell. Fans also might recognize Pepitone from his role in the hit comedy Old School, where he plays the role of 'Archer', one of the recruiting pledges. Eddie is the host of the podcast "Apocalypse Soon", which includes an assortment of original characters, ranting, raving and all the things you come to love from Eddie Pepitone. “Wheelan is a considerable talent with a unique voice and perspective.” – AV Club

Ticket Price : $20, $25 & $35

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Boston comedy festival-Semi Final round 2

9:30PM - 11:00PM

City Winery Boston - 80 Beverly Street, Boston, MA, 02114

Get ready to kick off the 25th anniversary of the Boston Comedy Festival with a bang! 72 comics from across the country will battle it out for a shot at the semi-finals, the championship title, and a $7,000 grand prize. Past winners have gone on to major success—TV, film, and beyond—so this is your chance to witness comedy history and discover the next big star before they take off

Special Guest Trixx

Taboo shattering, searingly honest, and painfully funny, Frankie “TRIXX” Agyemang is one of North America’s rising comedic stars. Trixx is the 2021 winner of the Boston Comedy Festival, the 2018 Winner of the World Series of Comedy, also 2013 Winner of Just for Laughs’ JFL42 Big Break Competition. He’s been featured on Kevin Hart’s LOL Network, Sirius XM Radio

Hosted by Kathe Farris

Ticket Price : $25 & $35

Buy Tickets

Date: March 31 - April 5, 2025


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