Pittsfield Halloween Movies, Theater, and Entertainment 2026

Prepare to be amazed and mystified by Peter Samelson's 'Devils ‘N Details,' a magical performance perfect for the Halloween season. This show blends illusion, humor, and a touch of terror, inviting audiences to explore the hidden truths and subtle deceptions...

Join the legendary Barry Bostwick, the original Brad Majors, for a 50th Anniversary Spectacular Tour of The Rocky Horror Picture Show. Experience the unedited cult classic with a live shadow cast, audience participation, and a costume contest. A special VIP...

Fort Salem Theater presents a dynamic 2025 season featuring a diverse lineup of theatrical productions. From the gripping drama of 'MacBethany' and the iconic tragedy of 'Romeo & Juliet' to the toe-tapping musical numbers of 'Kinky Boots' and the cult...

Prepare for a whirlwind of laughter as they attempt the impossible: performing every Shakespeare play in under two hours. This uproarious show features actors playing multiple roles, genders, and even bringing the dead back to life. It's a fast-paced, hilarious...

Immerse yourself in a spooktacular afternoon of hauntingly beautiful music with the New Britain Symphony Orchestra. This unique event at Welte Hall combines the magic of classical performances with the excitement of Halloween. Featuring a 13-year-old piano prodigy and selections...