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Playhouse Events 

Get the most out of your Playhouse visit by joining us for these special receptions, behind-the-scenes events, and lively discussions. Join in the fun — both before and after the show!

Taste of Tuesday

Our popular Taste of Tuesday is a season ticket-holder-only eventcomplete with wine tastings, live music, and a sampling of delicious appetizers from one of our incredible local restaurants. Be one of the very first to see the show with this unique season ticket package. 

All Taste of Tuesday events will begin at 6PM, followed by a 7PM curtain. Please note that Taste of Tuesday is designed to be a tasting only! We strongly encourage eating dinner before attending the event.


Get together with other members of the LGBTQ community for a cocktail party and a show! Your ticket includes appetizers, drinks, and entertainment as well as a preview performance. The party starts at 6:30 pm; performance at 8 pm.

Thousand Pines — Thursday, November 1


Opening Night

Join the festivities! Celebrate the opening of each 2018 production with a post-show party with the cast and creative team after the 8PM performance.

Thousand Pines — Saturday, November 3


Playhouse Happy Hour

New to the Playhouse? Or looking to just have a good time before the show? Then join us for a pre-show bash on the patio! Enjoy appetizers, beer and wine tastings, games, music, and prizes! Preshow party at 6:30PM, followed by 8PM show. Only
$25 per ticket! 

Thousand Pines — Thursday, November 15



Together at the Table

Dinner and a performance for just $10! Together at the Table events make live theater accessible to more families and introduce young audience members to the Playhouse! Families are invited to enjoy a communal dinner and a casual conversation about the show before attending a performance. 

At least one family member must be a student-aged child.

Please call the box office at 203-227-4177 to purchase your Together at the Table tickets.

Thousand Pines — Tuesday, November 6, 5:30pm dinner, 7pm performance

Sunday Symposium

Following the first Sunday matinee performance of each production, special guests take the stage to help place the production in context with illuminating insights about the world of the play. The Playhouse hosts a wide range of guests, from noted playwrights to academic scholars, for discussions that provide an excellent opportunity to delve into the world of the play. Each discussion is followed by an interactive dialogue with the audience.  

All Symposium events are free and open to the public and will begin immediately following the 3pm performance.

                                                        Thousand Pines — Sunday, November 4


Fall Gala — Andalusian Nights

Join us for an evening of magnificent entertainment — delicious food, live music, and an opportunity to buy priceless experiences at the auction — all while providing generous philanthropic support to the jewel of Westport.

You’ll love Sutton Foster’s irresistible blend of show-stopping talent and effusive charm. We are thrilled to honor Eunice and David Bigelow with the 2018 Leadership Award for their vision, philanthropy, and friendship over many years.

September 8, 2018

Post-Show Events


Backstage Pass
Join us after the second Wednesday matinee performance for a behind-the-scenes look at what makes a play work.

Thursday Talkback
Join us after the third Thursday evening performance of each show for a lively Q&A with actors from the production.