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  • Grace Kelly

    Jimmy's features a full-service restaurant, and food is available for purchase at every performance. Doors open at 5:30PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed! Kitchen service runs from 5:30 PM to 8:30PM. A former member of The Late Show with Stephen Colbert house band, winner of the 2023 DownBeat Critics Poll, and the youngest member of the Berklee College of Music Board of Trustees, singer-saxophonist Grace Kelly is a powerhouse prodigy shaking up the jazz world. Kelly is releasing her 16th album, 'Missing Piece', this fall!

  • David Benoit Christmas Tribute to Charlie Brown with Courtney Fortune

    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 three-time Grammy nominee and foundational pillar of contemporary jazz, pianist, composer, and arranger David Benoit has shaped the genre for four decades. With multiple #1 Billboard-charting albums, including classics Freedom at Midnight and Waiting for Spring, Benoit has recorded over 40 solo projects and scored iconic Peanuts animated specials. He has conducted symphonies worldwide, including the Los Angeles Philharmonic and London Symphony. Showcasing material from his big band album Timeless, Benoit delivers an unforgettable masterclass in melodic elegance, cinematic flair, and virtuosic jazz piano craftsmanship.

  • Albert Cummings

    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. Scoring a #1 Billboard Blues Album with his latest release, Strong, powerhouse guitarist, singer, and songwriter Albert Cummings stands as one of modern blues-rock's most formidable live performers. First championed by Stevie Ray Vaughan's legendary rhythm section, Double Trouble, who backed and produced his breakout debut, Cummings has built a career on raw emotion, muscular guitar work, and relentless stage energy. Blending traditional blues with hard-driving rock, soul, and roadhouse grit, Cummings delivers a masterclass performance packed with searing solos and soaring, emotive vocals.

  • Kandace Springs

    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. Winner of the prestigious Deutscher JazzPreis for Best Vocal Album of the Year and praised by The New Yorker and DownBeat, soul-jazz vocalist and pianist Kandace Springs is one of her generation's premier performers. Mentored by Prince and having shared stages with Norah Jones, Herbie Hancock, and Christian McBride, Springs showcases material from her deeply personal album Run Your Race, a heartfelt tribute to her late father, Nashville soul icon Scat Springs. Accompanied by her all-female rhythm section, Springs delivers a soulful, masterclass performance blending original compositions, sultry jazz, and timeless classic standards.

  • Kandace Springs

    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. Winner of the prestigious Deutscher JazzPreis for Best Vocal Album of the Year and praised by The New Yorker and DownBeat, soul-jazz vocalist and pianist Kandace Springs is one of her generation's premier performers. Mentored by Prince and having shared stages with Norah Jones, Herbie Hancock, and Christian McBride, Springs showcases material from her deeply personal album Run Your Race, a heartfelt tribute to her late father, Nashville soul icon Scat Springs. Accompanied by her all-female rhythm section, Springs delivers a soulful, masterclass performance blending original compositions, sultry jazz, and timeless classic standards.

  • Rachael & Vilray

    Since their formation in 2015, Brooklyn-based duo Rachael & Vilray have achieved a certain timeless quality with their singular take on traditional pop. Though rooted in the language of an earlier age, their songs transcend nostalgia with wit and a flair for the theatrical. On their third album West of Broadway, vocalist Rachael Price (also of Lake Street Dive) and guitarist/singer/songwriter Vilray evolve their music's previous dreaminess to achieve a refreshing angularity built on left-of-center instrumentation (e.g., vibraphone and alto saxophone coasting above the moody strains of baritone sax and trombone). West of Broadway unfolds in a series of sharply drawn vignettes inspired by a recent fascination with classic musicals, bringing their luminous vocals to offbeat tales of love and heartache along city streets. Doors open at 5:00 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed!

  • Rachael & Vilray

    Since their formation in 2015, Brooklyn-based duo Rachael & Vilray have achieved a certain timeless quality with their singular take on traditional pop. Though rooted in the language of an earlier age, their songs transcend nostalgia with wit and a flair for the theatrical. On their third album West of Broadway, vocalist Rachael Price (also of Lake Street Dive) and guitarist/singer/songwriter Vilray evolve their music's previous dreaminess to achieve a refreshing angularity built on left-of-center instrumentation (e.g., vibraphone and alto saxophone coasting above the moody strains of baritone sax and trombone). West of Broadway unfolds in a series of sharply drawn vignettes inspired by a recent fascination with classic musicals, bringing their luminous vocals to offbeat tales of love and heartache along city streets. Doors open at 5:00 PM, when you can order dinner directly from your ticketed seat, no separate dinner reservations needed!

  • Local Artist Series: Higher Ground

    Higher Ground: Family of Soul, is New England's premier vintage soul band, covering artists such as Stevie Wonder, Marvin Gaye, Sly and the Family Stone, Aretha Franklin, Prince and many more. This 18-member band was founded in 2023 and plays to over 1000 fans every year. Higher Ground: Family of Soul are thrilled to be back at Jimmy's Jazz and Blues for the third stop on their 2026 Summer of Soul tour. Come groove with us. 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. Originally scheduled for (MON 21-SEP-26 at 7:00pm & 12-OCT-26 at 7:00pm) Previously purchased tickets will be honored for the new date.

  • Cherish The Ladies Celtic Christmas

    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. Grammy-nominated and crowned Top North American Celtic Group at the Irish Music Awards, Cherish the Ladies is one of the most celebrated ensembles in Irish music history. Led by NEA National Heritage Fellow Joanie Madden, this world-class, all-female supergroup brings their acclaimed A Celtic Christmas celebration to the stage. Drawing from three hit holiday albums, they transform classic carols like 'O Come All Ye Faithful' and 'Silent Night' with signature Celtic instrumentation, lush vocal harmonies, and breathtaking step dancing. Praised by The New York Times as "passionate, tender, and rambunctious," they deliver an unforgettable, spirit-lifting holiday spectacle.

  • The Bean Tones: A Holiday Special

    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. Formed at Berklee College of Music and now based in Los Angeles, The Bean Tones are an acclaimed vocal jazz quartet blending vintage close-harmony traditions with a fresh, modern aesthetic. Drawing inspiration from mid-century icons like The Four Freshmen and The Hi-Lo's, the quartet delivers rich four-part vocal harmonies, smooth instrumentation, and irresistible stage charisma. Touring in support of their brand-new Holiday EP of all-original seasonal music, The Bean Tones serve up a festive performance packed with original holiday arrangements, nostalgic 1940s and 50s vocal stylings, and timeless jazz sophistication.

  • 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.

  • 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.

  • 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.