• Pilobolust

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

    Rebellious dance theater company Pilobolus turns up the heat with tantalizing talent, bawdy bewitchment, and scintillating scenarios in their full-bodied, censor-unfriendly Pilobolust.

    TICKETS

  • Pilobolust

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

    Rebellious dance theater company Pilobolus turns up the heat with tantalizing talent, bawdy bewitchment, and scintillating scenarios in their full-bodied, censor-unfriendly Pilobolust.

    TICKETS

  • Indigo Comedy Night with Dan St. Germain

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

    Dan's the creator and star of the web series Kicking Dan Out featured on MyDamn Channel and co-hosts a weekly podcast with Sean Donnelly on Heavy.com called My Dumb Friends.

    TICKETS

  • Half an Evening with David Rasche

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

    Half an Evening with David Rasche is a delightful show of painful memories and personal insults that are tied together with a collection of original songs that the American theater, film, and television actor wrote himself.

    TICKETS

  • New York Theatre Workshop’s Mind the Gap

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

    New York Theatre Workshop’s Mind the Gap returns to the Mahaiwe this summer, August 3-7. The intergenerational workshop will take place in the Indigo Room all week long, culminating in a free public performance in that space on Friday, August 7 at 7pm. 

    APPLY TO WORKSHOP

    RESERVE FOR PERFORMANCE

  • 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."

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  • 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

  • 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.

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  • 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

  • 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