City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

Come out for a stacked lineup and help support our friend Dave McDonough while he goes through cancer treatment.

Dave is one of the funniest people around, a longtime part of the Boston comedy scene, and a beloved member of the Duck Tours team. He’s currently in treatment and can use the support, so we’re putting this show together to help take some of the pressure off.

Headlined by Christine Hurley and Dan Boulger, plus a bunch of surprise drop-ins from some of the best comics in Boston.

It’s going to be a really fun night. A great show for a great guy.

All proceeds go toward Dave’s medical and day-to-day expenses while he recovers.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

This St. Patrick’s Day season, celebrate all things Irish with a stacked comedy lineup. Headlined by the incredible Dan Boulger!

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

Ring in the New Year with laughs! Join us for a night of comedy, great vibes, and a toast to 2025. Don’t miss out on the fun!

Ring in the New Year with laughs! Join us for a night of comedy featuring the brilliant Bethany Van Delft — a Boston-based comedian known for her hip, grounded style and laid-back delivery. Bethany has hosted The Moth StorySLAMs, appeared on iHeartRadio, Nickelodeon, and GBH, and brings sharp wit and heart to every stage she graces.

Ring in the New Year with laughs! Join us for a night of comedy, great vibes, and a toast to 2025. Don’t miss out on the fun!

Ring in the New Year with laughs! Join us for a night of comedy featuring the brilliant Bethany Van Delft — a Boston-based comedian known for her hip, grounded style and laid-back delivery. Bethany has hosted The Moth StorySLAMs, appeared on iHeartRadio, Nickelodeon, and GBH, and brings sharp wit and heart to every stage she graces.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

Amy Miller was one of Comedy Central’s “Up Next” comics, and has a brand new Half Hour Special called Ham Mouth on the Comedy Central YouTube channel. As a brand new comic she was a breakout favorite in the final season of Last Comic Standing. She has a half hour comedy special on Epix’s Unprotected Sets and her Comedy Central Presents set has been viewed over 3 million times on Youtube and Facebook. She was also a featured comic on Viceland’s Flophouse. On Last Comic Standing, Keenen Ivory Wayans said she had one of the “fiercest jokes he had ever heard.” Originally from the East Bay, Amy found her comedy chops in Oakland and is still a regular at the SF Punch Line and Cobb’s Comedy Club. Her material is personal, political, and 100% authentic. The Laugh Button says “She found a wildly creative way to find empowerment while simultaneously sparking laughter” and Courting Comedy says “Miller juxtaposes an unassuming demeanor with unflinching assurance.” After a move to Portland, Amy quickly rose to the top of the Pacific Northwest comedy scene, winning Portland’s Funniest in Helium’s 2015 contest, as well as being voted Portland’s Funniest Comedian for 2013 and 2015 in the Willamette Week. She was the first woman to win each position and the only one to win all three.

Amy’s debut album Solid Gold is available on Kill Rock Stars, and was named one of the top 10 comedy albums of 2016 by The Interrobang. You may have also seen Amy on Viceland or heard her on Sirius XM, NPR, Doug Loves Movies, The Adam Carolla Show, The Bennington Show, Put Your Hands Together, All Fantasy Everything, Keith and the Girl, or her own podcast “Who’s Your God?.” Amy is a nationally touring festival and comedy club headliner, and she has performed in the Moontower Comedy Festival, Bridgetown Comedy Fest, SxSW, the High Plains Comedy Fest, Laughing Skull, Big Sky, San Francisco Sketchfest, the Bumbershoot Festival and more.

For 25 years, the Boston Comedy Festival has been a launchpad for top stand-up talent, and this year’s 25th Annual Comedy Contest is bigger than ever! The final eight comedians, narrowed from a 72-comic field, will battle for a $7,000 grand prize, delivering razor-sharp wit and high-energy performances before a live audience and esteemed judges.

Past winners and finalists have gone on to headline theaters, land Netflix specials, and dominate late-night TV—including Nate Bargatze (Netflix, The Tonight Show), Marc Normand (Netflix, Conan, Joe Rogan Experience), Joe List (Netflix, The Tonight Show), Learnmore Jonasi (Steve Harvey’s Stand Up Spotlight, AGT), Dan Boulger (The Late Late Show), and Kelly MacFarland (Comedy Central, The View).

Who will be the next breakout star to emerge from this legendary competition? Don’t miss an unforgettable night of stand-up as the next generation of comedy’s elite take their shot at glory!

Best of the Boston Comedy Festival – 25 Years of Unforgettable Laughs!

Get ready for a night of comedy history in the making! Best of the Boston Comedy Festival is a one-night-only celebration of the festival’s greatest moments, featuring standout comedians who have lit up the stage over the years. This special live event brings together top-tier talent, side-splitting stand-up, and a room full of comedy lovers to honor a quarter-century of unforgettable laughs.

But this night isn’t just about comedy—it’s about community. Proceeds from the show will benefit the Comedy Gives Back Fire Fund, providing crucial support to comedians affected by the devastating fires in Los Angeles.

Come for the laughs, stay for the cause, and be part of a night that gives back to the people who keep us all entertained.

Amy Miller was one of Comedy Central’s “Up Next” comics, and has a brand new Half Hour Special called Ham Mouth on the Comedy Central YouTube channel. As a brand new comic she was a breakout favorite in the final season of Last Comic Standing. She has a half hour comedy special on Epix’s Unprotected Sets and her Comedy Central Presents set has been viewed over 3 million times on Youtube and Facebook. She was also a featured comic on Viceland’s Flophouse. On Last Comic Standing, Keenen Ivory Wayans said she had one of the “fiercest jokes he had ever heard.” Originally from the East Bay, Amy found her comedy chops in Oakland and is still a regular at the SF Punch Line and Cobb’s Comedy Club. Her material is personal, political, and 100% authentic. The Laugh Button says “She found a wildly creative way to find empowerment while simultaneously sparking laughter” and Courting Comedy says “Miller juxtaposes an unassuming demeanor with unflinching assurance.” After a move to Portland, Amy quickly rose to the top of the Pacific Northwest comedy scene, winning Portland’s Funniest in Helium’s 2015 contest, as well as being voted Portland’s Funniest Comedian for 2013 and 2015 in the Willamette Week. She was the first woman to win each position and the only one to win all three.

Amy’s debut album Solid Gold is available on Kill Rock Stars, and was named one of the top 10 comedy albums of 2016 by The Interrobang. You may have also seen Amy on Viceland or heard her on Sirius XM, NPR, Doug Loves Movies, The Adam Carolla Show, The Bennington Show, Put Your Hands Together, All Fantasy Everything, Keith and the Girl, or her own podcast “Who’s Your God?.” Amy is a nationally touring festival and comedy club headliner, and she has performed in the Moontower Comedy Festival, Bridgetown Comedy Fest, SxSW, the High Plains Comedy Fest, Laughing Skull, Big Sky, San Francisco Sketchfest, the Bumbershoot Festival and more.

Join us for a night of offbeat brilliance as Emo Philips, one of the most uniquely hilarious comedians of all time, takes the stage in Somerville! Described by Jay Leno as “the best joke writer in America” and praised by “Weird Al” Yankovic as one of the funniest people on the planet, Emo’s legendary career spans over 6,000 performances worldwide. With his unmistakable delivery, razor-sharp wit, and surreal storytelling, he has captivated audiences for decades through award-winning comedy albums, HBO specials, and memorable TV and film appearances—including his cult-favorite role in UHF.

City Winery Boston & Boston Comedy Festival Present: Comedy & Cabernet. The best in local comedy and wine! The Boston Comedy Festival has been decanting the best comedy shows in New England for over 20 years. You have seen these comedians on Drybar, HBO, Team Coco, Jimmy Kimmel Live, Comedy Central, and headlining your favorite club or theater.

Featuring a lineup of top-tier comedians, we'll dive into everything that makes the holidays hilarious: the gift-giving disasters, the over-the-top decorations, the questionable New Year's resolutions, and, of course, the post-Christmas letdown.

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

Michael Kosta is an Emmy winning co-Host and Senior Correspondent The Daily Show for Comedy Central. He is well known for his numerous late-night appearances on The Tonight Show, Conan, Seth Meyers, and @midnight. His one-hour Comedy Central stand-up special: Michael Kosta: Detroit. NY. LA. is now streaming on Paramount + and YouTube. Previous to his career in television and comedy, Kosta was a professional tennis player (ranked #864 in the world) and is still a contributor to the Tennis Channel.  He also hosts the podcast Tennis Anyone, which can be found on any podcast platform. Michael’s first book, a memoir entitled Lucky Loser will be released March 2025 from Harper Collins.

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

Experience the future of stand-up comedy at The Spotlight Series, a dynamic showcase featuring the most exciting up-and-coming comedians from around the world. The Boston Comedy Festival is dedicated to fostering an inclusive space where diverse voices thrive. Join us in celebrating the talent and perspectives of minority, LGBTQ+, and immigrant comedians—performers whose voices are more essential than ever.

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