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    Tig Notaro: Out of Nowhere!

    Tig Notaro brings her signature dry wit and fearless honesty to Peekskill with her brand-new stand-up show, Out of Nowhere! A master of deadpan delivery and unexpected punchlines, Tig has earned Emmy, Grammy, WGA, and SAG Award nominations—and a place among Rolling Stone’s “50 Best Stand-Up Comics of All Time.”

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    An Evening with Darren Criss

    Emmy and Golden Globe winner Darren Criss brings An Evening with Darren Criss to Paramount Hudson Valley on May 30, 2026, for an intimate and electrifying concert experience.

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    An Evening with Audra McDonald

    Prepare for a spellbinding night of music and storytelling as Audra McDonald, one of the most celebrated performers of our time, brings her unparalleled talent to the Paramount Hudson Valley stage.

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    An Evening with David Sedaris

    An Evening with David Sedaris returns to Paramount Hudson Valley Theater on April 10, 2026, bringing audiences an unforgettable night with one of America’s most celebrated humorists.

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    Matthew Morrison: Rhythms & Revelations

    Step into a world where music and dance become more than just entertainment—they become a journey into the heart of what makes us human.

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    RAISE YOU UP! – a PRIDE Cabaret

    Peekskill, NY. Theatre in the Wood, in collaboration with GLEASON’S in Peekskill, is excited to honor and celebrate the LGBTQ+ community - performers and audience - focusing on the stories of the community as represented by Broadway composers. RAISE YOU UP! – A PRIDE CABARET will be presented Friday and Saturday nights, June 13 & 14 at 9:00 pm on the stage at Gleason’s – 23 South Division Street, Peekskill, NY . Tickets range from $30-$50 for the show. There is a two-item food and drink order minimum. For tickets visit: https://www.theatreinthewood.com/ or @theatreinthewood

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    5th Annual Peekskill Pride: Family Pride in the Park

    Crafts & Games, DJ, Music, Vendors, Drag Story Time, Pet Photos, Performances, Rainbow Goats, and more!

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    Sandra Bernhard: Shapes and Forms

    Get ready to experience the unparalleled charisma and wit of Sandra Bernhard as she brings her captivating new live show, Shapes & Forms, to Peekskill on April 24!