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  • Greg Piccolo and Heavy Juice

    A New England Music Hall of Fame inductee and multi-Blues Music Award nominee, Greg Piccolo is widely regarded as one of the premier tenor saxophone masters and blues vocalists of his era. Piccolo spent 25 years as the frontman and driving force behind the world-famous Roomful of Blues, sharing stages and recording with icons including Stevie Ray Vaughan and Big Joe Turner. Resurrecting the fiery, soulful sound of R&B horn legends from the '40s and '50s, he now fronts his acclaimed band, Heavy Juice. Piccolo delivers an unscripted, spontaneous performance, swinging effortlessly between rhythm & blues, traditional jazz, jump blues, and rock 'n' roll with grit, grace, and masterclass emotion. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM.

  • The Weight Band Featuring Members of The Band & Levon Helm Band

    Carrying on the timeless legacy of Rock and Roll Hall of Fame inductees The Band, The Weight Band was formed inside Levon Helm?s legendary Woodstock barn to keep the "Woodstock Sound" alive. Led by Jim Weider?former lead guitarist for The Band and the Levon Helm Band?the powerhouse group features veteran musicians Brian Mitchell, Albert Rogers, Michael Bram, and Matt Zeiner, with collective credits alongside Dickey Betts and Jason Mraz. Performing classics like "The Weight" and "Up on Cripple Creek" alongside tracks from their acclaimed album Shines Like Gold and covers by The Grateful Dead and Bob Dylan, The Weight Band delivers a dynamic blend of Americana, roadhouse rock, swamp pop, blues, and country soul. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM.

  • Jimmy’s Jazz Brunch: Honey Bees Trio

    Fall into your new Sunday routine with the return of our signature Sunday Jazz Brunch! Join us for an elevated culinary experience paired with live music performances from top local artists. Enjoy a full-service culinary buffet while enjoying live music throughout the morning and afternoon. Culinary Highlights: Custom omelet stations prepared to order Chef-selected breakfast & lunch entrees Seasonal fruit displays & house-crafted desserts Signature Bloody Mary station Event & Service Details: Hours: 10:00 AM – 2:00 PM (Last seating at 1:30 PM) Live Music: 10:00 AM – 2:00 PM Dining Experience: Full-Service Culinary Buffet Reservations: Reservations are strongly recommended, especially for large parties. Call our Box Office at 888-603-5299 to reserve your table.

  • Oscar Rossignoli Trio Presents Mar Adentro

    Regarded as the most in-demand jazz pianist in New Orleans, Honduran-born virtuoso Oscar Rossignoli seamlessly blends rigorous classical conservatory training with Latin jazz, bebop, and modern influences. Since earning his master's degree from Louisiana State University, Rossignoli has become a fixture of the Crescent City music scene and a ubiquitous presence at the New Orleans Jazz & Heritage Festival. He regularly tours and performs alongside premier jazz icons, including Herlin Riley, Jason Marsalis, Branford Marsalis, John Boutte, Cyrille Aimée, Gabrielle Cavassa, and the Louisiana Philharmonic Orchestra. Bringing world-class technique, rich harmonic vocabulary, and deep groove to every stage, Rossignoli delivers a captivating showcase of modern jazz mastery. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed!

  • Toronzo Cannon

    Doors open at 5:30 PM. Seating is general admission and first come, first served, come early for the best spot! Full food and drink service begins at 5:30 PM and continues throughout the show. Hailed by Guitar World as "among the most inspiring southpaws to ever pick up a six-string" and dubbed Chicago's next great ambassador of electric blues by the Chicago Sun-Times, Toronzo Cannon is a ten-time Blues Music Award nominee and one of the genre's most electrifying modern masters. The former CTA bus driver turned international blues star has topped year-end lists in MOJO magazine and drawn rave praise from peers like Gary Clark, Jr. and Joe Bonamassa. Featuring blistering fretwork, soulfully authoritative vocals, and deeply personal, truth-telling original songs, Cannon delivers a hard-grinding, emotionally charged live performance showcasing material from his acclaimed Alligator Records album, Shut Up & Play!.

  • Patti Austin

    Grammy Winner for Best Jazz Vocal Album (Avant Gershwin) and multi-Grammy nominee, Patti Austin is one of the most celebrated voices in Jazz, R&B, and Pop history. With 19 solo albums and a career spanning seven decades, Austin has performed on both the Academy Awards and the Grammys, scoring global #1 hits like "Baby Come To Me" and "How Do You Keep The Music Playing?" with James Ingram. A master of the Great American Songbook, Austin delivers an unforgettable live performance filled with soaring vocals, legendary showmanship, and timeless soul. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM.

  • Patti Austin

    Grammy Winner for Best Jazz Vocal Album (Avant Gershwin) and multi-Grammy nominee, Patti Austin is one of the most celebrated voices in Jazz, R&B, and Pop history. With 19 solo albums and a career spanning seven decades, Austin has performed on both the Academy Awards and the Grammys, scoring global #1 hits like "Baby Come To Me" and "How Do You Keep The Music Playing?" with James Ingram. A master of the Great American Songbook, Austin delivers an unforgettable live performance filled with soaring vocals, legendary showmanship, and timeless soul. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 8:00 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed!

  • Evening With – John Splithoff Stripped Tour

    John Splithoff is a songwriter, singer, and multi-instrumentalist who splices together throwback soul, modern production, and laid-back pop. A native of Chicago, Splithoff began gaining momentum following the independent release of his breakout single, "Sing to You." Driven by a hypnotic howl, breezy guitar, and an unbreakable bounce, the track generated over 100 million streams, occupied coveted real estate on noted Spotify playlists and reached the top 8 at AC Radio, paving the way for Splithoff to continue to release music to a growing fanbase. (John will be performing solo). Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM.

  • Evening With – John Splithoff Stripped Tour

    John Splithoff is a songwriter, singer, and multi-instrumentalist who splices together throwback soul, modern production, and laid-back pop. A native of Chicago, Splithoff began gaining momentum following the independent release of his breakout single, "Sing to You." Driven by a hypnotic howl, breezy guitar, and an unbreakable bounce, the track generated over 100 million streams, occupied coveted real estate on noted Spotify playlists and reached the top 8 at AC Radio, paving the way for Splithoff to continue to release music to a growing fanbase. (John will be performing solo). Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM.

  • Jimmy’s Jazz Brunch: Brad Myrick Band

    Fall into your new Sunday routine with the return of our signature Sunday Jazz Brunch! Join us for an elevated culinary experience paired with live music performances from top local artists. Enjoy a full-service culinary buffet while enjoying live music throughout the morning and afternoon. Culinary Highlights: Custom omelet stations prepared to order Chef-selected breakfast & lunch entrees Seasonal fruit displays & house-crafted desserts Signature Bloody Mary station Event & Service Details: Hours: 10:00 AM – 2:00 PM (Last seating at 1:30 PM) Live Music: 10:00 AM – 2:00 PM Dining Experience: Full-Service Culinary Buffet Reservations: Reservations are strongly recommended, especially for large parties. Call our Box Office at 888-603-5299 to reserve your table.

  • Terri Lyne Carrington

    Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM. Terri Lyne Carrington is an NEA Jazz Master, Doris Duke Artist, and four-time Grammy award-winning drummer, composer, producer, and educator. She serves as artistic director of the Berklee Institute of Jazz and Gender Justice, as well for the Next Jazz Legacy apprenticeship program. In collaboration with vocalist Christie Dashiell, Carrington released We Insist 2025!, reimagining Max Roach's Freedom Now Suite, affirming her mission of using jazz as a tool for social activism. She has performed on over 100 albums and currently holds honorary doctorates from York University, Manhattan School of Music and Berklee College of Music.

  • Local Artist Series: Johnny Hoy and the Bluefish

    Doors open at 5:30 PM. Seating is general admission and first come, first served, come early for the best spot! Full food and drink service begins at 5:30 PM and continues throughout the show. Formed in 1991, the band has evolved through many incarnations, three Tone Cool and two self-produced CDs, trips around the world as far as South Africa and mostly the joys of playing a lot of music on Martha's Vineyard where most of them live. The band started out as a four-piece with no piano, became a five-piece for several years, and then returned to a four-piece configuration, this time with no bass, and it's been that way for over 10 years.

  • John Nemeth

    Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM. A two-time Blues Music Award winner, 20-time nominee, and two-time Blues Blast Music Award recipient, John Németh is widely celebrated as the new voice of modern soul-blues and one of the finest harmonica virtuosos in the genre. First catching national attention filling in for Sam Myers with Anson Funderburgh and the Rockets, Németh has charted multiple albums on the Billboard Blues charts, including Magic Touch, Name The Day, and the award-winning Memphis Grease. He was also featured on Elvin Bishop's Grammy-nominated album The Blues Rolls On. Now backed by his band, The Blue Dreamers, Németh effortlessly blends retro Memphis soul, deep blues, R&B, and contemporary grooves into a soul-stirring, masterclass performance

  • Mason Jennings

    Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM. Described as a contemporary voice blending the vulnerability and acoustic genius of Nick Drake, John Fahey, and Tom Waits, veteran folksinger-songwriter Mason Jennings has spent over two decades crafting unpretentious, deeply healing Americana music. First breaking out of Minneapolis in the late 1990s, Jennings earned immediate critical acclaim and high-profile fans like Jack Johnson and Isaac Brock (Modest Mouse). Known for his stripped-back acoustic arrangements as well as expansive genre-crossing projects, including his synth-rock supergroup "Painted Shield"Jennings continually evolves while staying anchored in raw, authentic songcraft.

  • Jesse Roper

    Canadian artist Jesse Roper is a modern-day troubadour bringing his own brand of modern, indie-infused Americana blues to fervent audiences across North America. Across streaming platforms, he has racked up over 500,000 monthly listeners and millions of streams. His innate musical talent and flexibility of style have seen him share stages with soul icon Booker T. Jones, rock veteran Colin James, blues belter Beth Hart, and Canadian legend Burton Cummings. Known for his powerhouse live performances, Jesse is truly electrifying on stage, his soulful vocals expanding across silky guitars and hard-hitting grooves. JJimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30 PM.