As we celebrate the Westport Country Playhouse’s 94th year, I want to thank you for being part of this remarkable chapter in our theatre’s history. Whether you’ve been coming for generations or you’ve only recently set foot through our doors for the first time, your presence is what gives this theater its heartbeat.

Over the course of last season, I’ve loved hearing your thoughts in our many conversations out on the porch. And it was a joy to feel the lobby abuzz as you connected with each other before each curtain. That shared sense of excitement and enthusiasm for the Playhouse helped guide the choices I’ve made for our new season - a collection of stories meant to uplift, inspire, challenge, and remind us just how powerful it is to come together for a night of live theatre.

We're excited to announce our 2025-2026 season and say that subscriptions are now available for purchase in person at box office and online starting Wednesday, June 18.

This year, we’re expanding our calendar and inviting you to experience full productions throughout the year at the Playhouse. With three full mainstage productions and three shorter-run add-on events, there’s truly something for everyone - comedy, mystery, music, and heart. 

I look forward to welcoming you back to the Playhouse throughout the year as our new season delivers unforgettable storytelling. Take your favorite seat, bring a friend, and get ready to be transported. 

–
Mark Shanahan, Artistic Director

Learn about the 2025-2026 season!

New subscriptions are now available in person at box office; online sales start Wednesday, June 18.

Single tickets will go on sale to the public starting Tuesday, July 15.

See what’s in store in 2025-2026

2025-2026

Calendar Updates

We heard you when you said you missed theater in the summer, so we’re expanding our calendar and inviting you to experience full productions throughout the year at the Playhouse. We shifted our 2025-2026 season to begin in the fall and extend through next August.

The Importance of Being Earnest

October 28 - November 15, 2025

Oscar Wilde’s most iconic-and most subversively brilliant-comedy comes to dazzling life on our stage. This razor-sharp, frothy satire skewers the British upper class with incisive wit and surprising emotional depth. Beneath the mistaken identities and romantic entanglements lies a potent exploration of truth, illusion, and self-knowledge. Wilde’s gift for language and outrageous humor is on full display in this joyously theatrical masterpiece. This fall, get Wilde at the Playhouse!

Production Sponsors: Athena & Daniel Adamson 

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Primary Trust

April 14 - May 2, 2026

Eboni Booth’s 2024 Pulitzer Prize winning breakout play is an uplifting, gentle and powerful exploration of change, friendship, and quiet courage. Meet Kenneth, a creature of habit whose world is upended when his lifelong job ends - and he’s nudged into the unknown by his best friend Bert and a few unexpected encounters over mai tais at the local tiki bar. This luminous new American play draws us into a deeply human journey, as Kenneth takes small steps into a bigger world - one where every connection holds the power to transform a life.

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Agatha Christie's The Murder of Roger Ackroyd

July 14 - August 1, 2026

A murder. A mansion. A mysterious cast of suspects. And only one man can uncover the truth: Hercule Poirot. Agatha Christie’s The Murder of Roger Ackroyd is more than just a mystery-it’s the gold standard of the genre, widely hailed as “the greatest whodunnit ever written.” In this new adaptation by Mark Shanahan, Dame Agatha’s twistiest tale is brought to the stage with all its cunning, charm, and chilling suspense. Summon your “little gray cells” and prepare to be outwitted.

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Add-On's

These are our three shorter run productions. These are NOT included in a subscription package but can be added on.

Tuesdays With Morrie

September 4 – 6, 2025

The internationally beloved story comes to the Playhouse stage in a heartwarming and deeply felt theatrical event. Sixteen years after graduating college, journalist Mitch Albom reconnects with his former professor Morrie, now facing the final chapter of his life. What begins as a casual visit becomes a life-changing weekly ritual - a “last class” in the meaning of life, love, and legacy. As originally staged by our friends from the Sea Dog Theater Company, this touching story is based on the memoir beloved by over 18 million readers worldwide. 

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A Sherlock Carol

December 13 – 21, 2025

The Playhouse holiday tradition returns by popular demand for its third consecutive year! Two literary legends collide when a grown-up Tiny Tim calls on Sherlock Holmes to investigate the mysterious death of Ebenezer Scrooge. This wildly inventive holiday mashup of Dickens and Doyle blends mystery, heart, and humor in a witty and wondrous theatrical treat. A New York Times Critic’s Pick and international sensation, A Sherlock Carol returns with members of its original, off-Broadway cast and some exciting new faces-ready to warm the coldest heart and delight audiences of all ages. Continue to make your holiday memories at the Playhouse. The game is once again afoot.

Production Partner: Claire Wilkes

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Big Band Broadway

January 29 – February 1, 2026

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.

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Great theater, great entertainment, great perks!

Become a subscriber and you’ll receive great perks.

Subscribers save up to 20% off single ticket prices, get priority seating over single ticket buyers, keep the seats you love at renewal each year, can exchange your ticket to a performance of the same show, and more.  

If you aren’t ready to commit to all the shows now, Flex Passes are a great alternative. Purchase them now and redeem them closer to the performance time for the best available seats. And, at $50 per Flex Pass, you could save up to $30 per ticket!