City Winery Pittsburgh
1627 Smallman St, Pittsburgh
Upcoming shows50 listings
Wed, Sep 9
Sat, Sep 12
- P12:00pmPrincess & The Frog and Friends Bayou BrunchCity 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.from $12
7:30pmCharles EstenCity 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
Sun, Sep 13
- J12:00pmJesse Garron's Tribute to Elvis BrunchCity 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.from $30
- D7:30pmDisco Fever: The Ultimate Disco Party Sing-AlongCity 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
Tue, Sep 15
Wed, Sep 16
Thu, Sep 17
Fri, Sep 18
Sun, Sep 20
4:00pmAvery*SunshineCity 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.Set 1from $54
7:30pmAvery*SunshineCity 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.Set 2from $54
Mon, Sep 21
Tue, Sep 22
Wed, Sep 23
Thu, Sep 24
Sat, Sep 26
5:00pmJohn ViolinistCity 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!Set 1from $36
8:00pmJohn ViolinistCity 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!Set 2from $36
Sun, Sep 27
- L12:00pmLola LeCroix Presents Born this Way Drag Brunchfrom $12
- J7:30pmJenna Raine with Ava Liv MabryCity 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
Tue, Sep 29
Wed, Sep 30
Fri, Oct 2
Sat, Oct 3
- B12:00pmBeatles Tribute Brunch: Hard Days NightCity 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.from $30
- J7:30pmJillith Fair: Jill Sobule TributeCity 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.from $30
Sun, Oct 4
Tue, Oct 6
Wed, Oct 7
Sun, Oct 11
Mon, Oct 12
Wed, Oct 14
Sun, Oct 18
- M12:00pmMichael Jackson's Thriller LiveCity 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.from $30
- A7:30pmAn Acoustic Evening with Lacey SturmCity Winery Pittsburgh presents Lacey Sturm Acoustic live on Sunday, October 18th, at 7:30 PM!from $42
Mon, Oct 19
5:00pmChris BottiCity 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.Set 1from $138
8:30pmChris BottiCity 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.Set 2from $138
Tue, Oct 20
5:00pmChris BottiCity 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.Set 1from $138
8:30pmChris BottiCity 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.Set 2from $138
Wed, Oct 21
Thu, Oct 22
Fri, Oct 23
Sun, Oct 25
Tue, Oct 27
- C6:00pmChef & Winemaker Dinner Series: Harvest - Available 6:00 PM or 7:30 PM
- N7:30pmNoah Gundersen: Rites of Spring US Tour Fall 2026City 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
Fri, Oct 30
6:30pmLyfe JenningsLyfe 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 2016Set 1from $84
10:00pmLyfe JenningsLyfe 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 2016Set 2from $84
Tue, Nov 3
5:30pmBoney JamesCity 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.Set 1from $102
8:30pmBoney JamesCity 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.Set 2from $102
Wed, Nov 4
5:30pmBoney JamesCity 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.Set 1from $102
8:30pmBoney JamesCity 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.Set 2from $102

