Playhouse Live
Come experience the best in live music, theatre and more. This series features concerts, stand-up comedy, play readings and showcases of the best of Broadway to name just a few.
Costumes & Cocktails: 2026 Halloween Party
- Fri, Oct 30
Run Time: 180 min.
Join us for an evening of eerie fun, wicked cocktails, and ghostly beats. Hosted by Gianna & Chazz Palminteri, this Halloween celebration promises thrills, chills, and unforgettable vibes. Come in costume, bring your friends, and enjoy lite bites, beer, wine & punch as you experience the Playhouse like never before—if you dare…
Hard Headed Comedy
- Thu, Nov 5
Run Time: 90 min.
Hard Headed Comedy presents a jam-packed show with an exclusive line-up of performers. Starring Jane Condon, Charles McBee, Gastor Almonte and Luz Michelle.
Jay Prince & Friends
- Wed, Dec 2
Run Time: 90 min.
Jay Prince & Friends is an all-star ensemble featuring Jay Prince (guitar and lead vocals), Bill Heller (keyboards), Cliff Lyons (saxophone), Tyger MacNeal (drums), Dave Anderson (bass), and featured vocalist Audrey Martells. Collectively, the musicians have performed and recorded with legendary artists including Paul Simon, Michael McDonald, Donna Summer, Smokey Robinson, Art Garfunkel, Jose Feliciano, and Nile Rodgers & CHIC. With extensive credits spanning Grammy-nominated recordings, Billboard chart-topping albums, Broadway productions, and national television, the ensemble brings exceptional musicianship and a dynamic blend of classic rock, blues, funk, soul, jazz, and pop to the stage.
The Wizard and I: Liz Callaway Sings Stephen Schwartz
- Sat, Dec 12
Run Time: 90 min.
Long an interpreter of the songs of Stephen Schwartz, Emmy winner and Tony and Grammy nominee Liz Callaway turns her full attention to the songwriter celebrating the release of her brand-new album, The Wizard and I: Liz Callaway Sings Stephen Schwartz. Featuring songs from an extraordinary career that has spanned nearly 60-years (and in every form of media), as well as a brand new song written especially for her, Liz honors Stephen in her signature way, pairing his iconic songs with tales of their lifelong professional relationship and friendship. Featuring Academy Award and Grammy-winning tunes from Wicked, Godspell, Pippin, The Baker’s Wife, and more, The Wizard and I is a personal celebration of the man who made a witch take flight and gave a bird sight.
AERA: An Evening of Cocktails, Conversation and Shopping
- Thu, Dec 17
Run Time: 90 min.
Can fashion be beautiful, luxurious, and truly sustainable? And can we create things we love without harming animals or the planet? Join Species Unite founder Elizabeth Novogratz for a conversation with Tina Bhojwani, founder and CEO of AERA, a luxury vegan footwear brand challenging the fashion industry's definition of luxury.
John Shearer: American Moments
- Sat, Jan 16
Director: James Spione Run Time: 120 min. Rating: Not Rated Release Year: 2026
Starring: John Shearer
A very special evening of music, photography and documentary film. Join us for a tribute to the life and legacy of the late photographer (and Katonah resident) John Shearer, featuring the New York premiere of the documentary American Moments, a gallery show of Mr. Shearer's extraordinary pictures, and a live performance by the Alison Shearer Quartet.
Spark
- Thu, Feb 4
Run Time: 90 min.
SPARK weaves spoken word, live painting and soul-stirring music into a raw narrative of transformation. Performed by 10 women, this deeply moving production explores identity, loss, love, and growth—inviting audiences to reflect on their own pivotal moments of self-discovery, resilience, and liberation. This uplifting production celebrates human resilience and the power of remembering who we are. Featuring Robin Reitzes, Monique Ford, Shauna Lane, Inez Wilson, Luz Michelle, Serena Norr, Shelley Molad, Jean Gutierrez, Tami McCarthy, Vasilki Lagoudis.