Three prominent Stockbridge residents, sculptor Daniel Chester French, businessman and artist Walter Leighton Clark, and Dr. Austen Fox Riggs, formed a committee called the Three Arts Society to save the casino; Choate sold the building to them for $1 on the condition that it be relocated.

After an extensive renovation, the newly christened Berkshire Playhouse opened on June 4, 1928, with a production of "The Cradle Song" with Eva Le Gallienne.

Actors who have starred in productions at the Berkshire Playhouse include James Cagney, Lionel Barrymore, Lillian Gish, Katharine Hepburn, and Buster Keaton.

The Unicorn Theatre was completely replaced with a new facility prior to the 1996 summer season; the inaugural production in the new space was "L-Play" by Beth Henley.

Buster Keaton Ethel Barrymore Thornton Wilder Calista Flockhart Christopher Walken in The Rain Maker Al Pacino in Does a Tiger Wear a Necktie (1967) Dustin Hoffman in Fragments (1966) Gene Hackman in Fragments (1966) Karen Allen Linda Hamilton Jeffrey Donovan in Toys in the Attic (2000) Randy Harrison in Equus, Amadeus, One Flew Over the Cuckoo's Nest, Mrs. Warren's Profession, Waiting for Godot, Ghosts, The Endgame, and The Who's Tommy Kate Baldwin in A Little Night Music (2014), What the Constitution Means to Me (2023) Christine Lahti in the world premiere of The Smile of Her (2023)