A brassy, high energy musical celebration
Tony-Award winner Debbie Gravitte leads a thrilling experience, with Broadway’s greatest hits meeting the bold brass and swinging rhythm of the Big Band era. From classic showtunes to modern favorites, Big Band Broadway is a dazzling revue of beloved songs delivered with sassy style and powerhouse vocals. It’s pure joy, pure talent, and pure entertainment – an unforgettable musical celebration to chase away those winter blues.
MEET THE PERFORMERS
MORE INSIGHTS. MORE FUN.
Get more from your experience at the Playhouse by joining us for one of our pre- or post-show events!
Opening Night 🥂
Thurs, Jan 29, post-showCelebrate the opening night of each performance along with the cast, crew, and creative team. Free with ticket to the show.
MAKING THEATER OPEN TO ALL.
The Playhouse offers a variety of accessible ticket pricing options, including pay-what-you-will performances, first responder discounts, free tickets for Indigenous peoples, and more.
See ticketing discountsTHANK YOU
2026 Programming & Season Sponsorship is generously provided by Barbara Streicker.
Media Sponsorship for the 2026 season is generously provided by Moffly Media and WSHU Public Radio.
OUR 2025/26 SEASON
Six Shows. One Spectacular Season of Theater Throughout the Year.
Something exciting is always in season at the Playhouse! When you visit the Playhouse, there’s always a new story to discover, and a new reason to fall in love with live theatre. Every show offers something completely different—with each one a classic in its own right.
After nearly a century, Westport Country Playhouse continues to evolve—and this season, we’re opening our doors wider than ever before. With celebrated actors, visionary directors, and stunning designs on our historic stage, we’re not just honoring our legacy – we’re writing the next great chapter in our theatre’s history… with you.
Come home to the Playhouse. There’s a red seat waiting for you
Learn more about the season hereMAINSTAGE SUBSCRIPTION
Enjoy the Playhouse and all of our live theater shows with ease today!
A annual subscription that ensures you’ll always have a ticket to to our theater season with benefits including savings, priority, discounts, flexibility, and more! Click below to read about all the perks our Mainstage Subscription has to offer and get yours today!
Get your subscription here
English 
Spanish