City Winery Boston — Main Stage
concert hallIntimate winery, restaurant and live-music venue offering seated concert experiences with table dining and in-house wine service. The Main Stage is the location's primary performance space for small-to-midscale concerts and events.
Upcoming Events (50)
Lissie
Experience an intimate night with Lissie at City Winery Boston's Main Stage, joined by Hannah Connolly. Expect guitar-driven folk-pop and soulful vocals in a warm, upscale venue renowned for live music.
Gilmore Girls Trivia
Test your Gilmore Girls knowledge at City Winery Boston with a lively trivia night on the Main Stage. Compete in a pop-culture quiz celebrating Lorelai, Rory, and Stars Hollow, hosted in a stylish winery setting.
In Conversation with Clint Black
An intimate evening on the Main Stage at City Winery Boston as Clint Black sits down for an in-depth conversation about his life, career, and hit songs, followed by select performances. This storytelling event blends Q&A, reflections, and the warm, wine-bar atmosphere City Winery is known for.
Challenge Mania Live Boston
MTV's The Challenge stars bring a one-of-a-kind interactive live variety show to City Winery Boston. Hosted by Derrick Kosinski and Scott Yager, the evening blends reality TV excitement with audience participation for a memorable, entertaining night.
Boy Band Brunch
Join City Winery Boston for Boy Band Brunch, a midday music event on the Main Stage blending poetic Americana with joyful, full-spectrum sound. A bright daytime pop-infused performance paired with brunch vibes.
Tacarra Williams
Tacarra Williams brings her sharp NYC-infused stand-up to City Winery Boston's Main Stage on Sunday, May 24 at 7:30 pm. Known as 'The Beautiful Beast,' she delivers vivid stories from the streets, motherhood, and show business that ignite the room with laughter. A high-energy, crowd-engaging comedy night at a sleek Boston venue.
Breaking Bad Trivia
Test your Breaking Bad knowledge at City Winery Boston's Main Stage. This free, adults-only trivia night features themed rounds, live-hosted questions, and drink specials in a lively winery setting.
Creep & Hallelujah: Alternative Anthems on Piano
Pianist Jonathan Daddis reimagines iconic rock and pop anthems as intimate, cinematic piano pieces, stripping songs to their emotional core and rebuilding them with jazz-inspired improvisation and classical technique. Expect bold, monumental textures from Radiohead, Led Zeppelin, and more at City Winery Boston's Main Stage.
The Klezmatics
Grammy-winning klezmer pioneers The Klezmatics bring their 40-year cross-cultural program We Were Made For These Times to City Winery Boston's Main Stage. Blending Yiddish song with Black gospel, Latin rhythms, and avant-jazz, this urgent, joyful concert promises music that confronts protest and resilience with radical joy.
Marc E. Bassy
Pop artist Marc E. Bassy performs at the Main Stage of City Winery Boston for an intimate evening of catchy tracks and polished vocals. The venue’s wine-friendly vibe and close-up setting promise a memorable, energetic show.
Ann Wilson - In My Voice
Vocal legend Ann Wilson brings Heart hits and intimate interpretations from her 'In My Voice' show to City Winery Boston’s Main Stage. Expect powerhouse delivery, rich harmonies, and a club-like atmosphere that highlights storytelling and timeless rock songs.
Stephen Lynch: The Me Tour
Stephen Lynch brings The Me Tour to City Winery Boston for a night of guitar-driven stand-up songs and witty storytelling. Expect witty, self-deprecating humor wrapped in catchy melodies, with Lynch performing his signature comedic songs. A high-energy, intimate concert blending music and comedy in a wine-bar atmosphere.
Andy Hull
Andy Hull performs at City Winery Boston on the Main Stage, presenting intimate, guitar-driven songs from his Brother Bird project. An indie-leaning night of thoughtful storytelling in a refined winery setting. Expect warm acoustics, careful arrangements, and a focused listening vibe.
Jamal Roberts - Perfect for Me Tour
Soul-R&B artist Jamal Roberts headlines City Winery Boston with a live showcase of gospel-infused vocals and contemporary R&B. Fresh off American Idol Season 23, his intimate Main Stage performance blends storytelling with uplifting gospel roots in a vibrant club setting.
T Murph
City Winery Boston presents T Murph live on Sunday, June 7 at 7:30pm on the Main Stage. T. Murph is a stand-up comedian and actor known for sharp, honest takes on parenting, marriage, and everyday life, with TV credits on Hulu’s Woke and The Tonight Show. Expect a lively, funny night in Boston.
Alejandro Aranda
Alejandro Aranda delivers a genre-fluid set blending folk, pop, and experimental rock at City Winery Boston's Main Stage. Known for intricate fingerstyle guitar and haunting harmonies, his immersive performance promises evolving textures and intimate, wine-friendly vibes in a refined venue.
Colleen Ballinger: PITY PARTY!
Colleen Ballinger brings PITY PARTY! to City Winery Boston for a 7:30pm show. A 90-minute one-woman performance blending stand-up, music, and storytelling after a three-year hiatus.
Rita Wilson: The Sound of a Woman Tour with Pete Muller
Rita Wilson brings The Sound of a Woman Tour to City Winery Boston's Main Stage on June 11, 2026. Expect a polished pop concert featuring Wilson's studio favorites and notable duets, hosted by Pete Muller, in an intimate winery setting.
Little Lies - Tribute to Fleetwood Mac
Little Lies, a seven-piece touring tribute to Fleetwood Mac, brings soaring harmonies and a thunderous rhythm section to City Winery Boston's Main Stage. This high-energy, professional show faithfully recreates the classic Fleetwood Mac sound, delivering a theatre-grade night of timeless hits and crowd-pleasing energy.
An Evening With Nephew Tommy
An Evening With Nephew Tommy features veteran comedian Nephew Tommy on the City Winery Boston Main Stage. Known for his Steve Harvey Morning Show persona and prank-call bits, he brings fast-paced, interactive stand-up, delivering laughs in an intimate concert setting.
Perry Maysun: A Very Pathetic Tour
Perry Maysun brings his witty, heartfelt performance to City Winery Boston's Main Stage for 'A Very Pathetic Tour.' Expect intimate storytelling, melodic indie-pop textures, and a warm, wine-bar atmosphere that makes this a playful, all-around evening.
Sergio Mendes Band
Brazilian maestro Sergio Mendes returns with The Sergio Mendes Band on the Main Stage at City Winery Boston. Expect lush vocals and infectious rhythms—from Bossa Nova to Samba and Batucada—delivering a vibrant, danceable live set.
Mark Curry
Mark Curry, famed actor and stand-up comic from Hangin’ with Mr. Cooper, headlines City Winery Boston's Main Stage. A lively, crowd-driven evening of stand-up in an intimate winery setting, blending sharp storytelling with high-energy delivery.
Davide De Pierro: Reading from The Letters I Never Sent
An intimate literary evening at City Winery Boston's Main Stage as Davide De Pierro reads excerpts from his new novel The Letters I Never Sent and hosts an audience Q&A. The program promises a thoughtful, accessible look at relationships and modern life, with a limited post-show meet-and-greet opportunity.
The Samples
Live performance by Sean Kelly fronting The Samples at City Winery Boston's Main Stage. Expect a dynamic set blending rock and folk with reggae touches, delivered with distinctive vocals and energetic guitar work.
Jesca Hoop
Jesca Hoop headlines the Main Stage at City Winery Boston, delivering intimate singer-songwriter songs rooted in indie folk and cinematic pop. A refined evening of intricate melodies, storytelling, and magnetic live merit in a warm wine-bar venue.
Catieosaurus: Wildly Unprepared
Cate Osborn, aka Catieosaurus, brings her infectious humor to City Winery Boston's Main Stage. A TikTok sensation and ADHD advocate, she shares candid anecdotes and sharp questions that invite the audience to follow where curiosity leads, for a playful, high-energy night of stand-up.
LYLE LOVETT UP CLOSE: “SONGS & STORIES”
Lyle Lovett performs an intimate evening on the Main Stage at City Winery Boston, weaving songs with stories in an up-close, club-style setting. Expect a mix of country roots, clever storytelling, and Americana artistry delivered with warmth and wit.
The Christi Show: Ms. Shirleen
A lively comedy night featuring Christi Show's Ms. Shirleen, the viral character created by Christianee Porter. Expect stand-up and improv-inspired bits from the Ms. Shirleen persona, on the Main Stage at City Winery Boston on July 2, 2026 at 7:30 PM.
Babatunde HipHopera
On July 5, 2026 at 7:30 PM, Babatunde Akinboboye headlines City Winery Boston's Main Stage, presenting Hip Hopera, a bold fusion of opera and hip-hop. This innovative performance draws on his viral Largo al Factotum–Kendrick Lamar blend and promises a daring, cross-genre concert.
Stewart Copeland - Have I Said Too Much
City Winery Boston presents Stewart Copeland's Have I Said Too Much, a live spoken-word tour on the Main Stage. The Police drummer shares humorous, sharp stories from his career with wit and insight, blending music history with personal reflections.
Howie Day
Howie Day headlines City Winery Boston on the Main Stage with an intimate, piano-and-guitar driven set. Expect heartfelt singer-songwriter pop, soaring melodies, and Day's warm, engaging storytelling that connects with the crowd.
Mob Wives: The Sit Down Tour
Live on-stage conversation with Mob Wives stars Renee Graziano and Karen Gravano at City Winery Boston. The Sit Down Tour features unfiltered anecdotes from the reality series creator Jennifer Graziano, offering fans an intimate, entertaining evening of behind-the-scenes stories and discussion.
White Hot R&B Night Pt. 2: Rep Your Era
On July 18, 2026 at 7:30 PM, City Winery Boston hosts White Hot R&B Night Pt. 2: Rep Your Era on the Main Stage. A high-energy R&B concert with a crowd-friendly sing-along of timeless hits across generations in an intimate, nightlife-friendly venue.
Spongebob Trivia
Join Spongebob Trivia at City Winery Boston's Main Stage for a fun, casual quiz night. Test your SpongeBob knowledge with goofy clues in a wine-bar atmosphere. Free admission, 7:00 PM, perfect for fans and friends to mingle and compete in a lighthearted evening.
We May Be Right: Tribute to Billy Joel
A live tribute to Billy Joel on the Main Stage at City Winery Boston, celebrating the pianist-singer's timeless hits with a full-band performance. Expect piano-driven rock and pop classics, infectious sing-alongs, and a night of nostalgic favorites in an intimate venue setting.
The Surfaris
The Surfaris bring classic surf-rock to City Winery Boston's Main Stage for an upbeat summer evening. Expect jangly guitars, catchy harmonies, and high-energy performances in the intimate winery setting.
Harry Potter Trivia
Join a Harry Potter Trivia night at City Winery Boston's Main Stage. Free admission for fans to test their wizarding knowledge in a lively, social quiz setting inside the venue. Gather your friends and house team for a fun evening of magical question rounds and competitive spirit.
AJ Ghent and His Singing Guitar
City Winery Boston hosts AJ Ghent and His Singing Guitar on Sunday, Aug 9, 2026 at 7:30pm. The show blends R&B, soul, and healing frequencies with a guitar-led performance by Aubrey Ghent Jr., delivering an intimate, groove-rich evening on the Main Stage.
Lyfe Jennings
City Winery Boston presents Lyfe Jennings live on August 15 on the Main Stage, part of a two-show series. The soulful R&B singer delivers his honest, church-rooted sound in an intimate indoor setting at City Winery Boston.
Black Sabbitch
Black Sabbitch, the renowned Black Sabbath tribute, performs at the Main Stage of City Winery Boston on August 21, 2026 at 7:30 PM. Expect thunderous riffs, faithful renditions, and a festival-ready night of classic rock delivered with energy and flair.
Esperanza Spalding Live Jazz Concert
Esperanza Spalding brings an intimate jazz night to City Winery Boston's Main Stage, performing with a rare two-musician, two-dancer configuration. She explores material from eight previous albums, embraces new material, and offers a preview of an upcoming project.
Rufus Wainwright
Rufus Wainwright performs at City Winery Boston's Main Stage in an intimate, piano-driven concert. Expect lush, art-pop songs delivered in a refined wine-bar setting, offering an immersive evening of sophisticated melodies in Boston.
Southern Culture on the Skids
City Winery Boston presents Southern Culture on the Skids for an evening of high-energy swamp-rock. The veteran trio has toured worldwide since 1983, delivering a lively, crowd-friendly show at the Main Stage.
Steam Powered Giraffe
Steam Powered Giraffe brings its robot-inspired stage show to City Winery Boston, blending high-energy live music with theatrical sketches and playful banter. The quirky ensemble delivers four-part harmonies and original tunes with a sci-fi flair, celebrating 18 years on tour for a memorable night.
Damn The Torpedoes - Tom Petty Concert Experience
City Winery Boston presents Damn The Torpedoes—Tom Petty Concert Experience live on October 4 at 7:30pm. This electrifying tribute band delivers authentic Petty riffs, harmonies, and Heartbreakers vibes, with fresh, in-the-moment twists. Expect sing-along anthems, dancing, and a memorable night of classic rock in an intimate venue.
Yasmin Williams
City Winery Boston's Main Stage hosts Yasmin Williams on October 18, 2026 at 7:30 PM for an intimate evening of contemporary fingerstyle guitar. A celebrated innovator featured on Acadia, she weaves expansive instrumental textures and collaborates with artists like Aoife O'Donovan and Immanuel Wilkins.
Oz Noy Trio featuring Dave Weckl & Brian Charette
Guitar virtuoso Oz Noy headlines a jazz-trio night with Dave Weckl on drums and Brian Charette on keys at City Winery Boston's Main Stage. Expect an electrifying blend of jazz, funk, rock, blues, and R&B performed by top improvisers in an intimate club setting.
Eilen Jewell
Celebrated Americana/folk singer Eilen Jewell performs at City Winery Boston on the Main Stage, celebrating two decades on the road with intimate songs and vibrant live storytelling.
Joshua Radin
Singer-songwriter Joshua Radin brings his intimate, melodic folk-pop to the Main Stage at City Winery Boston. Expect heartfelt tunes from his acclaimed catalog delivered in a warm, wine-bar setting that makes for a personal listening experience.