The Strip District has a music history that goes back to the Metropol and Rosebud on Smallman Street. Today the neighborhood's two dedicated live-music spots take different approaches to the experience. City Winery Pittsburgh sits inside the historic Strip District Terminal at 1627 Smallman St., offering an intimate seated concert environment. It leans toward a seated, adult-oriented experience, with a calendar weighted toward singer-songwriters, jazz, and folk, and occasional detours into alt-rock and beyond. As part of a national chain, it draws national touring acts alongside local and regional performers, pairing dinner, wine, and live music in one location. Wigle Whiskey Distillery, also in the Strip District, is the most awarded craft distillery in the country by the American Craft Spirits Association. Music here is more casual and periodic. Acoustic nights feature local Pittsburgh artists, and the distillery also hosts music and whiskey pairing events where tickets include spirits expertly paired with a musician's curated set. A recurring "Music On The Mezz" series with acoustic acts rounds out the calendar.
City Winery Pittsburgh presents An Acoustic Evening with The Spill Canvas live on Wednesday, September 9th, at 7:30 PM! A musical endeavor born on the Great Plains of South Dakota, The Spill Canvas has endured for over two decades because of the fans who provide the lifeblood to keep this machine running.
from $24
City Winery Pittsburgh presents Princess & The Frog and Friends Bayou Brunch live on Saturday, September 12th, at 12:00 PM! Step into the heart of the bayou and celebrate the music and magic of New Orleans at our Princess & the Frog and Friends Bayou Brunch! Inspired by the beloved story of dreams, determination, and a whole lot of love, this enchanting experience brings together some of your favorite fairytale friends for a brunch the whole family will treasure.
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City Winery Pittsburgh presents Charles Esten live on Saturday, September 12th, at 7:30 PM! Charles Esten is an accomplished American actor, comedian, and singer-songwriter known for his versatile performances on both screen and stage. He is widely recognized for his roles as “Deacon Claybourne” in ABC/CMT’s NASHVILLE, “Ward Cameron” on Netflix’s Outer Banks, and currently as “Cain Ross” on Angel Studios’ HOMESTEAD.
from $84
City Winery Pittsburgh presents Jesse Garron's Tribute to Elvis Brunch live on Sunday, September 13th, at 12:00 PM! Jesse Garron fills a void for those who have never seen an Elvis concert...and especially for those that have.
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City Winery Pittsburgh presents Disco Fever: The Ultimate Disco Party Sing-Along on Sunday, September 13th, at 7:30 PM! Get ready to step onto the dance floor for the ultimate feel-good celebration! Disco Fever: The Ultimate Disco Party Sing-Along is an interactive concert experience that brings the greatest disco, funk, pop, and dance anthems of the ’70s, ’80s, and beyond to life.
from $36
City Winery Pittsburgh presents Will Hoge live on Sunday, September 15th, at 7:30 PM! Will Hoge will release Sweet Misery, the Grammy-nominated artist’s 15th studio album on Friday, August 22.
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Kirsten Vangsness is and best known for her portrayal of the bespectacled tech kitten, Penelope Garcia on the long running hit drama “Criminal Minds” which is in the middle of shooting its twentieth season. On the film side, Kirsten starred as the torch-singing femme fatale in the critically acclaimed film noir spoof KILL ME, DEADLY which she also executive produced, her other film appearances include THE AMISH STUD, DAVE MADE A MAZE, and DIANE & DEVINE MEET THE APOCALYPSE. She tours regularly with “Selected Shorts” which you can hear on the “Selected Shorts” podcast. Kirsten is a proud member of the Los Angeles theatre community where she has originated roles in Sheila Callaghan’s EVERYTHING YOU TOUCH, Erik Patterson’s I WANT TO HOLD YOUR HAND, the west coast premiere of Neil Labute’s FAT PIG at the Geffen Playhouse.
from $42
City Winery Pittsburgh presents Weird Phishes live on Thursday, September 17th, at 7:30 PM! Weird Phishes is exactly what it sounds like - the iconic melancholy rock songs of Radiohead completely reborn as danceable, crunchy jams. With full-album performances, unexpected mashups, and gluey funk-driven improvisation, their jam-heavy take on alt-rock classics has sparked an unexpected energy in audiences across the northeast. Cleverly avoiding the "tribute" trope, Weird Phishes continues to push the envelope of what a mashup band can be, delivering performances that need to be experienced in order to believe.
from $30
City Winery Pittsburgh presents SoleTies Live: The R&B Conversation & Crafts Experience live on Friday, September 18th, at 7:30 PM! After two sold-out nights, SoleTies Live is returning to Pittsburgh. Guided by the SoleTies card game, SoleTies Live is an immersive experience that blends the soulful atmosphere of a classic R&B night with the intimacy of a “paint and sip,” this event invites guests into a space where art, music, and meaningful conversation collide. Think traditional game night reinvented, into a guided conversation and craft experience.
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City Winery Pittsburgh presents Avery*Sunshine live on Sunday, September 20th! Born Denise White in Chester, Pennsylvania, Avery*Sunshine is a singer, pianist, songwriter, and producer whose roots are firmly grounded in the church. A proud alumna of Spelman College, where she studied classical piano performance alongside choral conducting, orchestration, voice, and philosophy, she went on to serve as choral director for the Atlanta revival of Dreamgirls alongside Tony Award-winning Jennifer Holliday before establishing herself as one of soul music’s most compelling independent voices.
from $54
City Winery Pittsburgh presents Avery*Sunshine live on Sunday, September 20th! Born Denise White in Chester, Pennsylvania, Avery*Sunshine is a singer, pianist, songwriter, and producer whose roots are firmly grounded in the church. A proud alumna of Spelman College, where she studied classical piano performance alongside choral conducting, orchestration, voice, and philosophy, she went on to serve as choral director for the Atlanta revival of Dreamgirls alongside Tony Award-winning Jennifer Holliday before establishing herself as one of soul music’s most compelling independent voices.
from $54
City Winery Pittsburgh presents The Wellermen live on Monday, September 21st at 7:30 PM! The Wellermen first captured global attention in 2021, when their viral sea shanty performances helped spark the worldwide “Wellerman” phenomenon, generating billions of views and leading to appearances at The BRIT Awards and on The Late Show with Stephen Colbert. What began as a digital moment has since evolved into a fully realised transatlantic live band with a devoted global fanbase. They mix the East Coast folk sensibilities of basses Bobby Waters and Luke Taylor (Boston and Pennsylvania) with the British musicianship of Jonny Stewart and Seb Payne, and the theatrical energy of Sam Pope, who starred in the West End.
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City Winery Pittsburgh presents Bebel Gilberto live on Tuesday, September 22nd, at 7:30 PM! Celebrating the 25th anniversary of the TANTO TEMPO -remastered release, Bebel Gilberto revisits the album that helped define her international career in a refined and intimate live setting. Accompanied by guitar, drums, percussion, electronic beats, joined by a local DJ in each city, she brings renewed emotional and sonic depth to the songs that became part of a worldwide musical story.
from $54
Fiercely independent, Nashville-based recording artist, Ron Pope, carved his niche in the digital era's early days with his breakout hit, "A Drop in the Ocean,” which has amassed over 1 billion streams, earning platinum status in the US, alongside double platinum status in Sweden. His prolific songwriting is a natural fit for Music City’s Americana, roots, and country communities, garnering praise from publications such as Rolling Stone, Billboard, CMT, Relix, and The Tennessean. With each release, including his most recent album, American Man, American Music, released in February 2025, Pope continues to captivate audiences with his raw authenticity and profound storytelling, soul-stirring melodies, and introspective lyricism. Beyond his own musical endeavors, Pope writes and produces for other artists, and serves as a guiding light for aspiring musicians navigating the ever-changing landscape of today’s music industry.
from $48
City Winery Pittsburgh presents Daley live on Thursday, September 24th, at 7:30 PM! Daley is an acclaimed British singer, songwriter and creative artist from Manchester, UK, whose unmistakable falsetto and soul-bearing songwriting first emerged through London’s underground music scene and swiftly carried him onto the global stage, where he established himself as one of the most distinctive voices in contemporary soul.
from $54
City Winery Pittsburgh presents John Violinist live on Saturday, September 26th, at 5:00 PM and 8:00PM! Meet John Violinist. John is an international violinist and performer who has fused the sound of classical music with the sound of today's popular music. He started playing the violin at age 5. John has showcased his talent in front of various celebrities (Tom Werner, Anthony Anderson, Queen Latifah, and Valerie Simpson) to name a few. John had a segment on Talk of the table with Gayle King. Previously he performed at the National NAACP gala in Boston. John also performed during the Juneteenth flag raising ceremony at the Connecticut state capital as well as the Juneteenth Freedom Foundation Festival in D.C. In December 2021, John performed at Boston's Living Legends Gala. He was also selected by Cooke's estate to pay tribute to the late great Sam Cooke. In 2020, he was selected for Tik Tok's First 100 Black Creatives Program. He is now a partner of Tik Tok and has gained over 50 million views on his social media platforms. John has aired on VH1, BET and MTV. He partnered with Paramount and JBL pro. He was selected to perform at Soul Luncheon-BET Soul Train Music Awards 50th Anniversary. He loves to interact with the crowd and leaves it all on the stage! His highly anticipated album RISE is out on all platforms!
from $36
City Winery Pittsburgh presents John Violinist live on Saturday, September 26th, at 5:00 PM and 8:00PM! Meet John Violinist. John is an international violinist and performer who has fused the sound of classical music with the sound of today's popular music. He started playing the violin at age 5. John has showcased his talent in front of various celebrities (Tom Werner, Anthony Anderson, Queen Latifah, and Valerie Simpson) to name a few. John had a segment on Talk of the table with Gayle King. Previously he performed at the National NAACP gala in Boston. John also performed during the Juneteenth flag raising ceremony at the Connecticut state capital as well as the Juneteenth Freedom Foundation Festival in D.C. In December 2021, John performed at Boston's Living Legends Gala. He was also selected by Cooke's estate to pay tribute to the late great Sam Cooke. In 2020, he was selected for Tik Tok's First 100 Black Creatives Program. He is now a partner of Tik Tok and has gained over 50 million views on his social media platforms. John has aired on VH1, BET and MTV. He partnered with Paramount and JBL pro. He was selected to perform at Soul Luncheon-BET Soul Train Music Awards 50th Anniversary. He loves to interact with the crowd and leaves it all on the stage! His highly anticipated album RISE is out on all platforms!
from $36
City Winery Pittsburgh presents Jenna Raine live on Sunday, September 27th, at 7:30 PM! Jenna Raine’s songs brim with hope, heart and wide-eyed wonder. The Dallas-born singer-songwriter turns life’s little lessons, moments of bliss and unforgettable memories into the kind of pop music you’ve got to sing with the windows down. She’s tallied more than 466M total streams to date, fueled by early hits like “It Is What It Is” and her breakout smash “see you later (ten years).” The viral favorite, which exploded on TikTok and helped earn her a deal with Warner Records, first appeared on her major-label debut EP see you later — a project filled with hope, growth and a bright-side view of heartbreak. Jenna’s breakthrough success has included performances at the 2023 MTV VMAs Block Party, recognition from Rolling Stone, Billboard and V Magazine, as well as two Girls’ Life Magazine covers. She has collaborated with artists including Joshua Bassett (“Don’t Let Me Down”) and Aodhán King (“Still Worthy”), and supported David Kushner on his European tour earlier this year — all while continuing to expand her sound with her Only Started Growing EP featuring the viral hit “Roses.” Jenna closed out 2025 with the release of “Just 15” and “Talk of the Town,” alongside supporting Avery Anna on her The Let Go Letters Tour. Jenna returns with new music this year, unveiling “It Takes A Village,” and “What Would I Say,” out now. Her new music once again showcases her signature blend of heartfelt storytelling, unforgettable hooks and resilient optimism as she looks ahead to her debut album, Jeans, Boys & Jesus, set to arrive August 14. With unstoppable momentum and a luminous outlook, Jenna Raine is poised to bloom into the new year — one loved-up ballad at a time.
from $30
City Winery Pittsburgh presents Kennedy Ryon- The Can We Evolve? Tour live on Tuesday, September 29th, at 7:30 PM! There's a particular kind of artist who builds an audience without ever needing a label to do it, and Kennedy Ryon is one of the clearest examples working today. Over 600,000 fans across platforms and nearly a quarter million monthly Spotify listeners have found her through songs that function as both therapy and celebration, often within the same three minutes. Her 2025 headline debut sold more than 1,500 tickets across eight cities, evidence that this connection translates directly into a room.
from $30
City Winery Pittsburgh presents Luther Vandross Tribute live on Friday, October 2nd, at 7:30 PM! Come enjoy the smooth sound and vocal stylings of Wayne Barber in a tribute to the one and only Luther Vandross! Wayne Barber has performed this show locally and nationally in sold out events. Wayne Barber has had the honor of sharing the stage with Patti LaBelle, Cuba Gooding Jr., and Isaac Hayes, among many others. Featuring BGV’s background vocals.
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City Winery Pittsburgh presents Beatles Tribute Brunch: Hard Days Night live on Saturday, October 3rd, at 12:00 PM! Beatles Tribute Brunch: Hard Day’s Night brings the timeless music of The Beatles to life for a fun-filled afternoon of classic hits, great food, and unforgettable memories. One of the nation's premier Beatles tribute acts, Hard Day’s Night has been delighting audiences since 1996 with authentic performances that capture the energy, charm, and excitement of the Fab Four.
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City Winery Pittsburgh presents Jillith Fair: Jill Sobule Tribute live on Saturday, October 3rd, at 7:30 PM, part of a multi-show series. On October 3, Jillith Fair and Women Who Rock will present a special evening at City Winery Pittsburgh celebrating the life, music, humor, and lasting legacy of singer-songwriter Jill Sobule.
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City Winery Pittsburgh presents Jillith Fair: Jill Sobule Tribute live on Sunday, October 4th, at 7:30 PM, part of a multi-show series. On October 3, Jillith Fair and Women Who Rock will present a special evening at City Winery Pittsburgh celebrating the life, music, humor, and lasting legacy of singer-songwriter Jill Sobule.
from $30
City Winery Pittsburgh presents T.3 live on Tuesday, October 6th, at 7:30 PM! Some artists spend years trying to form a band and create their unique sound. Whether they are looking for a pianist, background singer, bass player, or drummer, the process can be frustrating and complicated. After all, how can you be so sure you’ve found someone who not only compliments your musicianship, but is also a fit with your personality? How do you place a want ad for chemistry…or “harmony”?
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City Winery Pittsburgh presents Stanley Simmons live on Wednesday, October 7th, at 7:30 PM! Evan Stanley and Nick Simmons have always been like family - they played together as babies. However it wasn't until December of 2024 that the two actually played together, musically, for the first time in what was supposed to be a one-off instagram reel. They were shocked by the immediate response, and the undeniable chemistry.
from $20.4
City Winery Pittsburgh presents Boy Band Brunch with The Boy Band Project live on Sunday, October 11th, at 12:00 PM! BOY BAND BRUNCH with The Boy Band Project is the ULTIMATE Millennial Fever dream” - NYTIMES The Boy Band Project, transports you back to a time when the boy band phenomenon dominated pop culture and TRL was appointment television. Delivered with their own special mix of handsomeness, tongue-in-cheek humor, and Broadway talent, these boys have been seen all over the world spreading their boy band love. Even if you’ve never demolished a Trapper Keeper notebook with pictures of your favorite boy bander, this show will make you party like it’s 1999 before you can say Bye, Bye, Bye.
from $25.2
Hip-hop history comes to Pittsburgh as MC Lyte takes the stage at City Winery Pittsburgh for a special night celebrating a groundbreaking career and enduring legacy. A true pioneer, MC Lyte helped redefine what was possible for women in hip-hop, becoming the first female rapper to earn a gold single, the first female solo rapper nominated for a Grammy, and the first rap artist ever to perform at Carnegie Hall. Across an extraordinary career, she has remained one of the genre’s most respected lyricists, continually evolving while inspiring generations of artists who followed in her footsteps.
from $66
City Winery Pittsburgh presents Richard Shindell: All Acoustic live on Wednesday, October 14th, at 7:30 PM! Richard Shindell lives as both an immigrant and emigrant, crossing thresholds, that informs his illumination of the human experience through narrative song. Shindell has inhabited a Zen Buddhist monastery and busked in the streets of Paris.
from $30
City Winery Pittsburgh presents Michael Jackson's Thriller Live on Sunday, October 18th, at 12:00 PM! Celebrate Halloween with an electrifying tribute to one of the most iconic albums of all time as Michael Jackson's Thriller Live: A Halloween Special takes over City Winery Pittsburgh. This high-energy concert experience brings the groundbreaking Thriller album to life, performed in its entirety by an all-star live band delivering the music, excitement, and unforgettable moments that made Michael Jackson a global legend.
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City Winery Pittsburgh presents Lacey Sturm Acoustic live on Sunday, October 18th, at 7:30 PM!
from $42
City Winery Pittsburgh presents Chris Botti live on Monday, October 19th, at 5:00 PM, part of a multi-show series. View all Pittsburgh dates and times here! GRAMMY-winning trumpeter Chris Botti has been one of the most popular instrumentalists in the world for nearly three decades; he’s collaborated with some of the biggest superstars on the planet, including Sting, Paul Simon, Barbra Streisand, Lady Gaga, Tony Bennett, Frank Sinatra, Aretha Franklin, Bette Midler, Joni Mitchell, Steven Tyler, Andrea Bocelli, Herbie Hancock, Yo-Yo Ma, and others; he’s topped the jazz charts with numerous albums, earned multiple Gold and Platinum records, performed with symphony orchestras and on prestigious stages from Carnegie Hall to the Hollywood Bowl to the Sydney Opera House.
from $138
City Winery Pittsburgh presents Chris Botti live on Monday, October 19th, at 5:00 PM, part of a multi-show series. View all Pittsburgh dates and times here! GRAMMY-winning trumpeter Chris Botti has been one of the most popular instrumentalists in the world for nearly three decades; he’s collaborated with some of the biggest superstars on the planet, including Sting, Paul Simon, Barbra Streisand, Lady Gaga, Tony Bennett, Frank Sinatra, Aretha Franklin, Bette Midler, Joni Mitchell, Steven Tyler, Andrea Bocelli, Herbie Hancock, Yo-Yo Ma, and others; he’s topped the jazz charts with numerous albums, earned multiple Gold and Platinum records, performed with symphony orchestras and on prestigious stages from Carnegie Hall to the Hollywood Bowl to the Sydney Opera House.
from $138
City Winery Pittsburgh presents Chris Botti live on Tuesday, October 20th, at 5:00 PM, part of a multi-show series. View all Pittsburgh dates and times here! GRAMMY-winning trumpeter Chris Botti has been one of the most popular instrumentalists in the world for nearly three decades; he’s collaborated with some of the biggest superstars on the planet, including Sting, Paul Simon, Barbra Streisand, Lady Gaga, Tony Bennett, Frank Sinatra, Aretha Franklin, Bette Midler, Joni Mitchell, Steven Tyler, Andrea Bocelli, Herbie Hancock, Yo-Yo Ma, and others; he’s topped the jazz charts with numerous albums, earned multiple Gold and Platinum records, performed with symphony orchestras and on prestigious stages from Carnegie Hall to the Hollywood Bowl to the Sydney Opera House.
from $138
City Winery Pittsburgh presents Chris Botti live on Tuesday, October 20th, at 5:00 PM, part of a multi-show series. View all Pittsburgh dates and times here! GRAMMY-winning trumpeter Chris Botti has been one of the most popular instrumentalists in the world for nearly three decades; he’s collaborated with some of the biggest superstars on the planet, including Sting, Paul Simon, Barbra Streisand, Lady Gaga, Tony Bennett, Frank Sinatra, Aretha Franklin, Bette Midler, Joni Mitchell, Steven Tyler, Andrea Bocelli, Herbie Hancock, Yo-Yo Ma, and others; he’s topped the jazz charts with numerous albums, earned multiple Gold and Platinum records, performed with symphony orchestras and on prestigious stages from Carnegie Hall to the Hollywood Bowl to the Sydney Opera House.
from $138
Austin, Texas-based singer-songwriter and former frontman of The Ugly Americans and The Scabs, Bob Schneider is one of the most-celebrated musicians in the live music capital. Combining diverse styles, Schneider’s music spans genres, blending elements of folk, rock, rap, funk, bluegrass, reggae and country with the more traditional singer/songwriter aesthetic. In short, FRUNK. Schneider has won more than 59 Austin Music Awards including Best Album, Best Songwriter, Best Musician, and Best Male Vocals making him the most decorated artist in Austin’s storied music history. Schneider’s fan base reaches far beyond the city limits of Austin. He started gaining national recognition with his major-label debut for Universal Records, Lonelyland. A fiercely-independent artist, Schneider opted to start his own label, Shockorama Records, which has afforded him the freedom to make the music his fans love, on his own terms. Schneider’s live performances, both solo and with the band, are legendary. A two-time performer on his hometown’s famed Austin City Limits television show, he is also in the 20th year of his residency at The Saxon Pub. All told, he plays over a hundred shows a year and he doesn’t plan on slowing down anytime soon.
from $42
City Winery Pittsburgh presents Emma Nissen live on Thursday, October 22nd, at 7:30 PM! Emma Nissen is a 25-year-old jazz-pop phenom who became known for her “Jesus and Jazz” style after a reel of her scatting on her Christian song “Breathe” went viral in late 2023. Since then, thanks to her timeless voice and lovable personality, her videos have amassed over 200 million views, taking her Instagram following from under 10k to over 850k. This surge in attention led to Emma being recognized by the likes of Lauren Daigle, SZA, Meghan Trainor, Queen Latifah, and long-time Rihanna, Maroon 5, and Justin Timberlake collaborator, Emmy and Grammy winner Adam Blackstone—who invited Emma to perform with his world-class band at the famed NYC jazz club, The Blue Note. This led to Blackstone producing her chart topping single and album title track, "Love Like You." Additionally produced by Grammy, Dove, and Billboard award winner Seth Mosley, Grammy award nominee Nate Pyfer, and acclaimed producer Stephen Nelson. Emma has amassed a loyal fanbase that continues to grow; eager to experience her incredible live performance. She is selling out venues across North America and Europe. In June of 2026 her new album ‘Moved’ is released and backed up by extensive touring to continue to connect with fans and spread her infectiously authentic and ‘moving’ new tunes into the ears of her growing global audience. You can catch all things Emma on her Instagram @emsnissen and www.emmanissen.com.
from $42
City Winery Pittsburgh presents Joe Pug & Willie Watson live on Sunday, October 25th, at 7:00 PM! A singer-songwriter known for his lyrical acumen and plaintive harmonica style, Joe Pug dropped out of college and moved to Chicago where he worked as a carpenter before breaking into the city’s music scene. Since 2008 he has released a string of critically-acclaimed albums and toured heavily in the U.S. and abroad. Paste Magazine wrote of his music: “Unless your surname is Dylan, Waits, Ritter or Prine, you could face-palm yourself to death trying to pen songs half as inspired."
from $36
City Winery Pittsburgh presents Noah Gundersen: Rites of Spring US Tour Fall 2026 live on Tuesday, October 27th, at 7:30 PM! Noah Gundersen is an Emmy-nominated American singer - songwriter from the Pacific Northwest, known for crafting deeply intimate songs that linger long after the final note fades. Blending raw vulnerability with poetic precision, his music explores the fragile intersections of love, loss, hope, and the quiet resilience of being human.
from $42
Lyfe Jennings (born Chester Jermaine Jennings on June 3, 1978) is an American R&B singer-songwriter, producer, and multi-instrumentalist from Toledo, Ohio, known for his gritty, soulful voice and raw storytelling. After serving 10 years in prison for arson as a teenager, he released his debut album, Lyfe 268-192 (2004), featuring hit singles "Must Be Nice" and "Stick Up Kid". Early Life & Prison: Born to a working-class family, he started singing in a church choir and later formed a group called The Dotsons. At 14, he was sentenced to 10 years in prison for a firebombing incident. Musical Style: Often called a "socially minded R&B singer," his music incorporates his own life experiences, blending soul, gospel, and hip-hop, often featuring guitar, bass, and piano. Career Highlights: His debut album Lyfe 268-192 is titled after his prison inmate number. Following its success, he released The Phoenix (2006), which was certified Gold, and Lyfe Change (2008). Television & Personal Life: He appeared on Love & Hip Hop: Atlanta in 2015-2016. He married model Gwendolyn Scharkowski in 2016
from $84
Lyfe Jennings (born Chester Jermaine Jennings on June 3, 1978) is an American R&B singer-songwriter, producer, and multi-instrumentalist from Toledo, Ohio, known for his gritty, soulful voice and raw storytelling. After serving 10 years in prison for arson as a teenager, he released his debut album, Lyfe 268-192 (2004), featuring hit singles "Must Be Nice" and "Stick Up Kid". Early Life & Prison: Born to a working-class family, he started singing in a church choir and later formed a group called The Dotsons. At 14, he was sentenced to 10 years in prison for a firebombing incident. Musical Style: Often called a "socially minded R&B singer," his music incorporates his own life experiences, blending soul, gospel, and hip-hop, often featuring guitar, bass, and piano. Career Highlights: His debut album Lyfe 268-192 is titled after his prison inmate number. Following its success, he released The Phoenix (2006), which was certified Gold, and Lyfe Change (2008). Television & Personal Life: He appeared on Love & Hip Hop: Atlanta in 2015-2016. He married model Gwendolyn Scharkowski in 2016
from $84
City Winery Pittsburgh presents Boney James live on Tuesday, November 3rd, at 5:30 PM, part of a multi-show series. View all Pittsburgh dates and times here! Boney James returns to the stage with Slow Burn, a captivating new chapter from one of contemporary jazz’s most celebrated saxophonists. With a career spanning more than three decades, four GRAMMY nominations, and an incredible 20 number one singles on the Billboard Smooth Jazz chart, Boney continues to redefine the genre with his signature blend of sophistication, groove, and soul.
from $102
City Winery Pittsburgh presents Boney James live on Tuesday, November 3rd at 8:30 PM, part of a multi-show series. View all Pittsburgh dates and times here! Boney James returns to the stage with Slow Burn, a captivating new chapter from one of contemporary jazz’s most celebrated saxophonists. With a career spanning more than three decades, four GRAMMY nominations, and an incredible 20 number one singles on the Billboard Smooth Jazz chart, Boney continues to redefine the genre with his signature blend of sophistication, groove, and soul.
from $102
City Winery Pittsburgh presents Boney James live on Wednesday, November 4th, at 5:30 PM, part of a multi-show series. View all Pittsburgh dates and times here! Boney James returns to the stage with Slow Burn, a captivating new chapter from one of contemporary jazz’s most celebrated saxophonists. With a career spanning more than three decades, four GRAMMY nominations, and an incredible 20 number one singles on the Billboard Smooth Jazz chart, Boney continues to redefine the genre with his signature blend of sophistication, groove, and soul.
from $102
City Winery Pittsburgh presents Boney James live on Wednesday, November 4th, at 8:30 PM, part of a multi-show series. View all Pittsburgh dates and times here! Boney James returns to the stage with Slow Burn, a captivating new chapter from one of contemporary jazz’s most celebrated saxophonists. With a career spanning more than three decades, four GRAMMY nominations, and an incredible 20 number one singles on the Billboard Smooth Jazz chart, Boney continues to redefine the genre with his signature blend of sophistication, groove, and soul.
from $102
City Winery Pittsburgh presents Jesse Cook live on Thursday, November 5th, at 7:30 PM! A global artist in every sense of the word, Jesse Cook redefines music’s power to connect people across cultures and continents.
from $60
City Winery Pittsburgh presents Kamasi Washington & Ami Taf Ra presenting The Profit & The Madman live on Friday, November 6th, at 6:00 PM, part of a multishow series. View all PGH dates and times here!
from $66
City Winery Pittsburgh presents Kamasi Washington & Ami Taf Ra presenting The Profit & The Madman live on Friday, November 6th, at 9:30 PM, part of a multishow series.
from $66
City Winery Pittsburgh & Flip Phone Events presents Dolly Parton Drag Brunch live on Saturday, November 7th, at 12 PM! From Jolene to Islands in the Stream, it's a fabulous afternoon of wigs, brunch, and rhinestone glam. Join us for an afternoon as we celebrate the icon, Dolly Parton! Host: Alora Chateaux
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City Winery Pittsburgh presents Ally Venable live on Sunday, November 8th at 7:00 PM! Texas blues-rock singer/songwriter and guitarist extraordinaire, Ally Venable, entertains wherever she goes. With her signature glitter dresses and black knee-high boots, Venable comes off of the ropes swinging dazzling crowds on tour or throughout the festival circuit. "Venable pulls off a stunner of gritty and/or sultry blues rock tunes embellished with lots of tasty guitar solos." - Guitar Player Magazine. A Kilgore, Texas native, Ally began singing at church at four and picked up the guitar at age 12. By 13, she started her own band and through her early influence of Stevie Ray Vaughan captured the passion and yearning for more in the blues genre. Early releases No Glass Shoes (2016) and Puppet Show (2018) started her fanbase, charting radio play, and several East Texas Music Awards. It was 2019’s #2 Billboard Blues charting Texas Honey and rocking sets on Ruf’s European Blues Caravan tour that propelled her internationally. “Ally is the future of blues and the crossover music of American roots-rock.” - Mike Zito. In what silenced many musicians during the pandemic, Venable now in her 20’s, released another Blues Billboard charting album, Heart of Fire (2021), which challenged her to write not only about love but the unguarded honesty of feeling pain.”On this album,I really wanted to create a tone of overcoming your struggles and persevering through them,” she explains. Mentor and featured artist on this album, Kenny Wayne Shepherd, lends his guitar skills on XM Bluesville’s charted song, “Bring on the Pain.” In 2022, Guitar World Magazine named Ally #2 on the top 15 Young Guns Making the Gibson Les Paul Cool Again, and she received the Road Warrior award from the Independent Blues Music Awards. Along with Ally’s own tour domestically and in Europe, her band has supported Buddy Guy and Kenny Wayne Shepherd throughout the US, as well as Colin James in Canada. She has performed as a featured artist on the Experience Hendrix Show at the ACL Live at Moody Theater in Austin, Texas. Fans are anticipating Venable’s upcoming spring 2023 release produced by Grammy award winning producer, Tom Hambridge, which includes a duet with the iconic Buddy Guy and a song featuring powerhouse guitarists Joe Bonamassa.
from $30
Americana and roots singer-songwriter Jackie Greene is a jack-of-all-trades, and an artist who can croon over soulful piano ballads as much as he can shred a bluesy guitar solo (like he did as the lead guitarist for The Black Crowes in 2013). A road warrior and musician's musician, Greene's new EP 'The Modern Lives - Vol 2' (out October 2018 on Blue Rose Music) finds him at a new chapter in his life: his first months of fatherhood, time off his relentless touring circuit, and a cross-country move from Brooklyn to his birthplace of Northern California.
from $36
City Winery Pittsburgh Presents Brother Ali live on Thursday, November 12th, at 7:30 PM!
from $48
Change of Heart is a Pittsburgh-based tribute band that celebrates the music and legacy of Tom Petty. Formed in 2022,the ensemble consists of five seasoned veterans of the Pittsburgh music scene who perform a wide range of Tom’s catalog, spanning his entire career-from the hits to the deep cuts, from the Heartbreakers to The Traveling Wilbury’s.
from $30
Joshua Radin emerged in 2004 as an empathetic, engaging, and often enthralling troubadour. Over the years, he’s tallied north of 1 billion streams, moved 1 million-plus albums worldwide, and scored a gold certification for the single “I’d Rather Be With You.” His music has appeared in over 200 films, television series, and commercials. In addition to multiple showstopping appearances on Ellen (who also enlisted him to perform at her wedding) and Today Show, and performances on The Tonight Show, Jimmy Kimmel LIVE!, and Conan, he contributed “Brand New Day” to a commercial in support of the troops at the request of First Ladies Michelle Obama and Dr. Jill Biden. He’s played to sold out crowds around the globe and shared the stage with the likes of Ed Sheeran, Sara Bareilles, Ingrid Michaelson, Sheryl Crow, Tori Amos and more. Not to mention, he’s a staunch philanthropist who supports Little Kids Rock and North Shore Animal League America (NSALA), among others. Thus far his catalog consists of nine full-length offerings highlighted by fan favorites such as We Were Here, Simple Times, Underwater, Wax Wings, and Here, Right Now.
from $60
City Winery Pittsburgh & Puresoul presents Sade Tribute live on Sunday, November 15th, at 7:30 PM!
from $30
City Winery Pittsburgh presents Marcus Veltri & Rob Landes - Requests on the Road live on Wednesday, November 18th, at 7:30 PM! Viral video sensations Marcus Veltri and Rob Landes have built a global audience by taking song requests from strangers and turning them into unforgettable musical moments. Together, their videos have generated more than one billion views across social media.
from $36
City Winery Pittsburgh presents Q Parker live on Thursday, November 19th, at 7:30 PM!
from $42
Powerhouse gospel harmonies meet an intimate listening room when The Walls Group comes to City Winery Pittsburgh on November 22. The Grammy-nominated, multi-Stellar Award-winning sibling quartet of Darrel, Rhea, Paco, and Ahjah Walls has spent sixteen years crafting a sound that blends gospel, soul, and contemporary R&B. The Houston natives have collaborated with Kirk Franklin and Warryn Campbell, recorded for Sony and Universal Music Group, and earned four Grammy nominations along the way.
from $57.6
City Winery Pittsburgh presents The Joyce and Bill Toms 19th Annual Thanksgiving Benefit Concert, Supporting PAAR (Pittsburgh Action Against Rape) on Wednesday, November 25th, at 7:30 PM!
from $48
City Winery Pittsburgh presents Christopher Williams live on Sunday, November 29th, at 7:30 PM! Christopher Williams is a name synonymous with the peak of the New Jack Swing era and the sophisticated evolution of R&B. A native of the Bronx, New York, and the nephew of the legendary jazz icon Ella Fitzgerald, Williams carries an artistic pedigree that is virtually unmatched. In 1991, he cemented his place in the global zeitgeist portraying Kareem
from $54
City Winery Pittsburgh presents O-Town: 25th Anniversary of the Debut Album on Wednesday, December 2nd, at 7:30 PM! O-Town’s story began in 1999, when TV network, ABC, produced the very first musical reality show in major network history. “Making the Band” was produced in conjunction with Lou Pearlman, creator of both the Backstreet Boys and *NSYNC . The show chronicled the creation, development, and rise to success of O-Town throughout three seasons of the series; the first two on ABC and the final season on MTV. The group became the first to be signed by Clive Davis to his label, J Records, and released two full-length albums, which included #1 singles, “Liquid Dreams” and “All or Nothing”. The latter of which was nominated for “Song of the Year” at the Radio Music Awards in 2001.
from $48
City Winery Pittsburgh presents An Acoustic Christmas with Over The Rhine on Monday, December 7th, at 7:30 PM! One December, not long after Over the Rhine began recording and touring, we were invited to perform some seasonal songs on a public radio station. We worked up a few carols and traditional tunes. It actually felt really good and conjured up an unusual mix of feelings from childhood: innocence, loss, wonder, joy, sadness. I think we were surprised.
from $48
Mickey Guyton is a 4-time, Grammy-nominated artist and country music trailblazer. With her debut studio album, Remember Her Name, Mickey made history as the first Black female artist to earn a GRAMMY nomination in the country music sector with nominations for “Best Country Album.” “Best Country Song,” and “Best Country Solo Performance.” Additionally, she became the first-ever Black female country artist to perform at the GRAMMYs. The accolades paved the way for Mickey to be named TIME Magazine’s Breakthrough Artist of the Year in 2022 and CMT’s Breakout Artist of the Year in 2021.
from $54
City Winery Pittsburgh presents Jon McLaughlin - Home For The Holidays live on Tuesday, December 15th, at 7:30 PM! Ring in the season with Jon McLaughlin’s Home for the Holidays, an evening of music, stories, and holiday cheer. Jon returns to the stage with his signature blend of heartfelt songwriting, masterful piano playing, and soaring vocals
from $42
City Winery Pittsburgh presents The Bad Plus Farewell Tour live on Wednesday, December 16th, at 7:30 PM! The Bad Plus are the ultimate originals. A democratic unit with a clear vision and a refusal to conform to convention. For the past two decades they have played with spirit and adventure, made their own rules and done so with a bold sense of creativity and intent. Avoiding easy categorization, The Bad Plus has won critical acclaim and a legion of fans worldwide with their unique sound and flair for live performance.
from $42
City Winery Pittsburgh presents Musiq Soulchild live on Sunday, December 27th, at 6:00 PM! Musiq Soulchild, born Taalib Johnson, is one of the most influential R&B singers of his generation. Weaned on Marvin Gaye, Stevie Wonder, and Donny Hathaway, Musiq pioneered the “neo-soul” movement of the early millennium. He has received 13 Grammy nominations and has sold millions of records worldwide. He is still one of the most popular performers of his time and a true artist. Known for his raw vocal talent, Musiq went from singing on the street corners of Philadelphia in the late 90’s, to landing a big record deal with Def Jam in 2000; ushering in a new age sound of his own.
from $84
City Winery Pittsburgh presents Musiq Soulchild live on Sunday, December 27th, at 9:30 PM! Musiq Soulchild, born Taalib Johnson, is one of the most influential R&B singers of his generation. Weaned on Marvin Gaye, Stevie Wonder, and Donny Hathaway, Musiq pioneered the “neo-soul” movement of the early millennium. He has received 13 Grammy nominations and has sold millions of records worldwide. He is still one of the most popular performers of his time and a true artist. Known for his raw vocal talent, Musiq went from singing on the street corners of Philadelphia in the late 90’s, to landing a big record deal with Def Jam in 2000; ushering in a new age sound of his own.
from $84
City Winery Pittsburgh presents Musiq Soulchild live on Monday, December 28th, at 6:00 PM! Musiq Soulchild, born Taalib Johnson, is one of the most influential R&B singers of his generation. Weaned on Marvin Gaye, Stevie Wonder, and Donny Hathaway, Musiq pioneered the “neo-soul” movement of the early millennium. He has received 13 Grammy nominations and has sold millions of records worldwide. He is still one of the most popular performers of his time and a true artist. Known for his raw vocal talent, Musiq went from singing on the street corners of Philadelphia in the late 90’s, to landing a big record deal with Def Jam in 2000; ushering in a new age sound of his own.
from $84
City Winery Pittsburgh presents Musiq Soulchild live on Monday, December 28th, at 9:30 PM! Musiq Soulchild, born Taalib Johnson, is one of the most influential R&B singers of his generation. Weaned on Marvin Gaye, Stevie Wonder, and Donny Hathaway, Musiq pioneered the “neo-soul” movement of the early millennium. He has received 13 Grammy nominations and has sold millions of records worldwide. He is still one of the most popular performers of his time and a true artist. Known for his raw vocal talent, Musiq went from singing on the street corners of Philadelphia in the late 90’s, to landing a big record deal with Def Jam in 2000; ushering in a new age sound of his own.
from $84
City Winery Pittsburgh presents Musiq Soulchild live on Wednesday, December 30th, at 6:00 PM! Musiq Soulchild, born Taalib Johnson, is one of the most influential R&B singers of his generation. Weaned on Marvin Gaye, Stevie Wonder, and Donny Hathaway, Musiq pioneered the “neo-soul” movement of the early millennium. He has received 13 Grammy nominations and has sold millions of records worldwide. He is still one of the most popular performers of his time and a true artist. Known for his raw vocal talent, Musiq went from singing on the street corners of Philadelphia in the late 90’s, to landing a big record deal with Def Jam in 2000; ushering in a new age sound of his own.
from $84
City Winery Pittsburgh presents Musiq Soulchild live on Wednesday, December 30th, at 9:30 PM! Musiq Soulchild, born Taalib Johnson, is one of the most influential R&B singers of his generation. Weaned on Marvin Gaye, Stevie Wonder, and Donny Hathaway, Musiq pioneered the “neo-soul” movement of the early millennium. He has received 13 Grammy nominations and has sold millions of records worldwide. He is still one of the most popular performers of his time and a true artist. Known for his raw vocal talent, Musiq went from singing on the street corners of Philadelphia in the late 90’s, to landing a big record deal with Def Jam in 2000; ushering in a new age sound of his own.
from $84
