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  • Musician Heather Headley at a piano

    An Evening with Heather Headley

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    "Heather Headley is among the top singers with a vocal that absolutely astounds with its intensity... This woman is one of the great entertainers of the day, on record and on stage” –Billboard Magazine

    TICKETS

  • Opera singer Anthony Roth Costanzo in a conductor's pose

    2026 Gala: Anthony Roth Costanzo

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    Grammy-winning countertenor Anthony Roth Costanzo began performing professionally at the age of 11 and has since appeared in opera, concert, recital, film, and on Broadway.

    For gala dinner packages, visit mahaiwe.org/gala or contact Mahaiwe Director of Advancement Diane Wortis at diane@mahaiwe.org or 413-644-9040 x123.

    Honoring Former Board Chair Margaret Deutsch

    SHOW-ONLY TICKETS

  • A man posing with the head of a guitar

    Ari Hest

    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Ari Hest has crafted a unique path in music – independently building a loyal following through relentless college touring, then on to major label albums, and then reimagining listener engagement through fan-driven projects like “52” and his Patreon-powered “The Treehouse Project."

    TICKETS

  • A man playing a guitar in a darkened indoor venue

    Nine Days Acoustic

    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Nine Days is built on the creative partnership of John Hampson and Brian Desveaux. Combining heartfelt lyrics with catchy melodies, the band first gained national attention with the release of The Madding Crowd, anchored by the infectious charm of “Absolutely (Story of a Girl)."

    TICKETS

  • The three members of the rock band Los Lonely Boys

    Los Lonely Boys

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    For Los Lonely Boys—brothers Henry, Jojo, and Ringo Garza—family has always been at the heart of their music.

    TICKETS

  • César Orozco & SonAhead

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    SonAhead is the latest project of Cuban-Venezuelan pianist, vocalist, composer, arranger, violinist, and educator Cesar Orozco, who is also a 2025 Latin Grammy winner for Best Arrangement. In conjunction with Festival Latino of the Berkshires.

    RESERVA

  • Nicole Zuraitis Quartet

    Nicole Zuraitis Quartet
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Nicole Zuraitis is a two-time Grammy-winning and six-time Grammy-nominated jazz singer-songwriter, producer, pianist, arranger, New York-based bandleader and winner of the prestigious American Traditions Vocal Competition Gold Medal.

    TICKETS

  • Nicole Zuraitis Quartet

    Nicole Zuraitis Quartet
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Nicole Zuraitis is a two-time Grammy-winning and six-time Grammy-nominated jazz singer-songwriter, producer, pianist, arranger, New York-based bandleader and winner of the prestigious American Traditions Vocal Competition Gold Medal.

    TICKETS

  • Eight singers posed together in a studio

    VOCES8

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    Grammy-nominated British vocal ensemble VOCES8 is the world’s top-streaming classical vocal group and proud to inspire people through music and share the joy of singing.

    TICKETS

  • Raul Midón

    Raul Midón
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Grammy-nominated singer-songwriter and guitarist Raul Midón has built a genre-defying career that blends soul, jazz, Latin rhythms, and acoustic virtuosity into a sound entirely his own.

    TICKETS

  • Raul Midón

    Raul Midón
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Grammy-nominated singer-songwriter and guitarist Raul Midón has built a genre-defying career that blends soul, jazz, Latin rhythms, and acoustic virtuosity into a sound entirely his own.

    TICKETS

  • Vitamin String Quartet & Girl Named Tom

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    This fall, the world-renowned ensemble Vitamin String Quartet joins forces with the captivating harmonies of acclaimed vocal trio Girl Named Tom to bring their genre-defying arrangements to stages across the US.

    TICKETS

  • A man sitting at a piano bench with an acoustic guitar

    A.J. Croce: Croce Plays Croce

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    Acclaimed singer songwriter, piano virtuoso and multi-instrumentalist A.J. Croce is once again taking his celebrated Croce Plays Croce Tour across the country, bringing audiences an unforgettable evening of music that bridges generations and celebrates the enduring power of song.

    TICKETS

  • Kate Kortum Quartet

    Kate Kortum Quartet
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Breakout young vocalist Kate Kortum took top prize at the 2025 Sarah Vaughan International Jazz Competition in November, putting her in the company of Samara Joy, Jazzmeia Horn, and other past winners now headlining shows worldwide. 

    TICKETS

  • Kate Kortum Quartet

    Kate Kortum Quartet
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Breakout young vocalist Kate Kortum took top prize at the 2025 Sarah Vaughan International Jazz Competition in November, putting her in the company of Samara Joy, Jazzmeia Horn, and other past winners now headlining shows worldwide. 

    TICKETS

  • A man with a crescent-shaped guitar

    Jeff Tweedy Solo with special guest Case Oats

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    Jeff Tweedy, founding member and frontman of Wilco, is one of contemporary music’s most respected songwriters and performers.

    TICKETS

  • Sean Mason Trio

    Sean Mason Trio
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Sean Mason stands as one of the most compelling and visionary artists to emerge from the jazz tradition in the 21st century—a jazz pianist and composer whose impact extends far beyond the bandstand.

    TICKETS

  • Sean Mason Trio

    Sean Mason Trio
    Indigo Room 20 Castle Street, Great Barrington, MA, United States

    Sean Mason stands as one of the most compelling and visionary artists to emerge from the jazz tradition in the 21st century—a jazz pianist and composer whose impact extends far beyond the bandstand.

    TICKETS

  • Richard Marx

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    Marx is a Grammy-winning singer, songwriter, and producer whose career has spanned four decades of chart success and creative reinvention.

    TICKETS

  • Close Encounters With Music: Come to the Cabaret! Paris and Weimar Berlin

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    With this extraordinary program, the internationally celebrated performer Yael Rasooly, known for her magnetic stage presence, powerful vocals, and virtuoso puppetry, makes her CEWM debut, masterfully weaving together the bold, satirical songs of the Weimar era and Edith Piaf’s Paris.

    TICKETS

  • Close Encounters With Music: Dvorak – In the New World and Old World

    Mahaiwe Performing Arts Center 14 Castle Street, Great Barrington, MA

    From humble beginnings to stardom, Antonin Dvorak straddled two centuries, two continents, rural and urban sensibilities and folk styles inspired by Czech and Slavic traditional music as well as by an American sojourn.

    TICKETS