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  • Jon McLaughlin Home for the Holidays

    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. McLaughlin will perform a mix of original holiday songs, classic Christmas favorites, and fan-favorite hits from his celebrated career, which began with his 2007 major-label debut Indiana and has since included chart-topping releases, national tours, and film and television appearances. Gather your family and friends for an evening that's sure to become a new holiday tradition! Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:00 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:00 PM to 8:00 PM.

  • Jon McLaughlin Home for the Holidays

    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. McLaughlin will perform a mix of original holiday songs, classic Christmas favorites, and fan-favorite hits from his celebrated career, which began with his 2007 major-label debut Indiana and has since included chart-topping releases, national tours, and film and television appearances. Gather your family and friends for an evening that's sure to become a new holiday tradition! Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:00 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:00 PM to 8:00 PM.

  • Local Artist Series: Dave Gerard and The Truffle Band

    Truffle celebrates 40 years as a band, recently earning a Legacy Makers Award from the Stone Church, and being nominated best in state by NEMA. They've toured all but ten states in the US; and now tour the New England region constantly. The ongoing list of international acts they have supported is huge: Dave Matthews Band, Little Feat, Bill Payne, Phish, The Band, Blues Traveler, The Radiators, Buckwheat Zydeco, Spin Doctors, Arlo Guthrie, Merl Saunders, Baba Ulatundje, New Riders Widespread panic and Toots and the Maytalls. They've released five albums, as well as numerous compilations culminating in their '30th Bandiversary Double Bootleg'. Roots, and Soul music with strong songwriting makes for a truly unique Truffle sound all their own. 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.

  • Stella Cole

    Hailed as a "powerhouse rivaling Judy Garland and Rosemary Clooney" (People), vocal sensation Stella Cole has captivated nearly two million social media followers and drawn praise from icon Richard Carpenter, who declared her take on "Merry Christmas, Darling" a home run. Her holiday album Snow!, featuring Tony winner Darren Criss, and her Decca Records US release, It's Magic, were both produced by Grammy-winner Matt Pierson and arranged by Grammy-winner Alan Broadbent. Fresh off the release of Live at Café Carlyle, Cole brings her fresh, timeless interpretations of Great American Songbook and holiday classics to the stage. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:00 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:00 PM to 8:00 PM.

  • Stella Cole

    Hailed as a "powerhouse rivaling Judy Garland and Rosemary Clooney" (People), vocal sensation Stella Cole has captivated nearly two million social media followers and drawn praise from icon Richard Carpenter, who declared her take on "Merry Christmas, Darling" a home run. Her holiday album Snow!, featuring Tony winner Darren Criss, and her Decca Records US release, It's Magic, were both produced by Grammy-winner Matt Pierson and arranged by Grammy-winner Alan Broadbent. Fresh off the release of Live at Café Carlyle, Cole brings her fresh, timeless interpretations of Great American Songbook and holiday classics to the stage. Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:090 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:00 PM to 8:00 PM.

  • Warren Wolf’s Christmas Vibes

    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. Former Berklee College of Music faculty member and Christian McBride bandmate Warren Wolf is internationally recognized as one of modern jazz's premier vibraphonists and multi-instrumentalists. Bringing his acclaimed Christmas Vibes holiday project to the stage, Wolf showcases his masterclass versatility on both the vibes and piano. Serving up a swing-heavy, soul-infused soundtrack of Yuletide cheer, Wolf delivers a festive performance packed with infectious grooves, virtuosic chops, and sophisticated holiday magic for jazz lovers of all generations.

  • Local Artist Series: Wake Up Mama

    Wake Up Mama, a tribute to the Allman Brothers Band, founded in 2022 in Portland, Maine is made up of virtuoso musicians who are diehard Allman Brothers fans Since forming, the band has regularly sold-out numerous venues, including Portland House of Music. Vinegar Hill Music Theatre, Jimmy's Jazz and Blues as well as drawing thousands to various festivals. This all-star band includes: Max Sullivan, Slide Guitar and Vocals, Tom Douglas, Guitar and Vocals, Jeff Glidden, Drums, Kevin Roy, Bass, Marc Kaplan, Percussion, Kevin Roper, Keys and Vocals., Chris Dow, Drums, Charlie Bonnin, Vocals. They perform many of the Allman Brothers gems including Whipping Post, Jessica and Revival as well as a few notorious deep cuts. We are excited and honored to return to return to Jimmy's Jazz and Blues. You will want to grab tickets soon as Wake Up Mama always sells out.

  • A Band of Brothers

    Featuring former Dickey Betts Band keyboardist/vocalist Matt Zeiner and an all-star roster of East Coast session heavyweights, A Band of Brothers is an elite collective delivering a high-powered tribute to the music of The Allman Brothers Band. Founded by Boston guitar aces Ryan Taylor and Johnny Trama (Bettye LaVette), the lineup features bassist Jesse Williams (Duke Robillard), drummer Tom Arey (Peter Wolf), and percussionist Brendan Tommaney (Pink Talking Fish). Harnessing dual-guitar harmonies, twin-percussion drive, and soulful vocals, they execute the iconic twin-lead jams and southern rock mastery of the Allmans with explosive precision. 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 Nth Power

    Featuring former Beyonce drummer Nikki Glaspie, Berklee alumnus Nick Cassarino on guitar, and bassist Nate Edgar, The Nth Power is a powerhouse trio delivering a transcendent fusion of soul, funk, rock, and R&B. Born during New Orleans Jazz Fest, the group has captivated audiences nationwide at major festivals like High Sierra and Peach Fest, earning acclaim from Relix, Modern Drummer, and Paste. Combining multi-part vocal harmonies, deep grooves, and explosive musicianship, The Nth Power delivers an inspirational, high-energy live performance built on pure soul and New Orleans spirit. 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.

  • Adam Neely x Lau Noah

    Bringing together an unlikely pairing of electric bass and classical acoustic guitar, YouTube music educator/bassist Adam Neely (Sungazer) and celebrated composer/guitarist Lau Noah have carved out a singular space in instrumental music. Touring behind their debut EP, The Way Under, the virtuosic duo seamlessly fuses jazz, progressive rock, Spanish folk, and classical music. Combining Neely's deep harmonic fluency with Noah?s intricate guitar counterpoint and emotional phrasing, they deliver an intimate, playful, and masterfully crafted performance of world-class musicianship. 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 Dirty Dozen Brass Band

    Grammy Award winners and pioneers of the modern New Orleans brass revolution, The Dirty Dozen Brass Band has redefined Crescent City music for nearly five decades. Formed in 1977, the world-renowned seven-piece ensemble seamlessly fuses traditional second-line brass foundations with bebop jazz, funk, R&B, and soul. Having toured across five continents and recorded 12 studio albums alongside collaborators like Norah Jones, Modest Mouse, and Widespread Panic, the band delivers a relentless, high-octane "musical gumbo" packed with roaring horns, deep grooves, and legendary stage energy. 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.

  • Gabe Dixon

    A Nashville-based singer-songwriter and multi-instrumentalist, Gabe Dixon is renowned for his heartfelt songcraft, soulful vocals, and virtuosic keyboard work. As a full-time member of the Grammy-winning Tedeschi Trucks Band, Dixon co-wrote and featured prominently on their acclaimed four-album project I Am The Moon. Beyond his own band, Dixon has collaborated with icons Paul McCartney, Alison Krauss, and Supertramp, while his songs have been recorded by Garth Brooks, Taj Mahal, and Keb' Mo'. With television credits spanning Grey's Anatomy and Parks & Recreation, Dixon brings an unforgettable performance showcasing highlights from his solo catalog, including Parts I've Played. 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.

  • Altan

    Celebrating 40 years on the road, internationally acclaimed Irish group Altan stands as one of traditional music's most legendary ensembles. First championed as "the hottest group in the Celtic realm" by The Boston Globe and the first traditional Irish band signed to a major label, Altan has graced stages from Carnegie Hall to the Sydney Opera House. Led by founding lead vocalist and fiddler Mairéad Ní Mhaonaigh, the quintet brings the raw energy of Donegal-style fiddle playing, lush vocal harmonies, and virtuosic Irish heritage to life with material from their latest album, Donegal. 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.

  • Christian McBride and Ursa Major

    An 11-time Grammy-winning bassist, composer, and bandleader, Christian McBride is one of the most celebrated figures in modern jazz. With his explosive new quintet, Ursa Major, McBride unleashes a high-powered unit of rising virtuosos: saxophonist Nicole Glover (ARTEMIS), keyboardist Michael King (Dee Dee Bridgewater), drummer Savannah Harris (Kenny Barron), and Berklee-trained guitar phenom Ely Perlman. Combining formidable chops, fresh arrangements, and infectious groove, McBride leads this elite ensemble through an unforgettable performance of top-tier jazz craftsmanship and fiery improvisation. 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.

  • Christian McBride and Ursa Major

    An 11-time Grammy-winning bassist, composer, and bandleader, Christian McBride is one of the most celebrated figures in modern jazz. With his explosive new quintet, Ursa Major, McBride unleashes a high-powered unit of rising virtuosos: saxophonist Nicole Glover (ARTEMIS), keyboardist Michael King (Dee Dee Bridgewater), drummer Savannah Harris (Kenny Barron), and Berklee-trained guitar phenom Ely Perlman. Combining formidable chops, fresh arrangements, and infectious groove, McBride leads this elite ensemble through an unforgettable performance of top-tier jazz craftsmanship and fiery improvisation. 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.