A HISTORIC
THEATER WITH
POWERFUL,
ONE-OF-A-KIND
EXPERIENCES.

Mandy Patinkin in Concert: JUKEBOX

Tony-winning Broadway legend, Emmy-winning TV star, renowned for creating timeless characters in movies such as The Princess Bride, Yentl, and Dick Tracy — Mandy Patinkin presents his new show, Mandy Patinkin in Concert: JUKEBOX. Friday, November 21 at 8PM
Learn more

A Sherlock Carol

The Playhouse holiday tradition returns by popular demand for its third consecutive year! December 13 - 21, 2025
Learn more and get tickets

Ana Gasteyer – Sugar & Booze Holiday Spectacular

Ana Gasteyer will be bringing her Sugar & Booze Holiday Spectacular to the Westport Country Playhouse – performing favorites from Sugar & Booze, her album of seasonal favorites and holiday originals which topped numerous “Best Holiday Album” lists. Monday, December 22 at 7PM
Learn more and get tickets

See our Black Friday Deals

This Black Friday: Your Best Deal on 2025 Season Tickets!
See our deals

Encore Club

Purchase an Encore Club Memberships for 2025, and be the first to learn about and purchase tickets to special events before the public, plus more perks!
become a member

Giving Tuesday

December 2, help Westport Country Playhouse continue to be a home where powerful storytelling, bold artistry, and meaningful community engagement thrive.
Learn more and give back!