Westport Country Playhouse in Westport, Connecticut Celebrates 95 Years of Theatrical Excellence

Westport Country Playhouse stands as a cultural gem in the heart of Westport, Connecticut. This historic theater offers a rich mix of productions, from laugh-out-loud comedies to thought-provoking dramas. When you visit the Playhouse, you’ll experience top-quality regional theater in a charming setting just off the Post Road at 25 Powers Court.

The 2024/2025 Season of Laughter features delightful shows like “Native Gardens,” an outrageous comedy about feuding neighbors. You’ll find the Playhouse easy to access, with helpful information available about directions, accessibility options, and even suggestions for local dining to complete your theater experience. This beloved institution continues to bring world-class performances to Connecticut’s cultural landscape.

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Westport Country Playhouse

The Westport Country Playhouse is a charming theater with a rich history dating back to 1931. Located in a converted 1835 tannery, this playhouse brings quality performing arts to Westport, Connecticut.

You’ll find a variety of entertainment options throughout their season. The playhouse typically presents five main shows running from April through November, along with special family events and programming.

For the 2025 season, they’re featuring comedic productions like “Theatre People” directed by Mark Shanahan. You can also enjoy concerts, play readings, and special events like cocktail evenings with backstage tours.

If you’re interested in supporting the arts, consider their Encore Club Membership. Members receive early access to special event tickets and other exclusive perks that enhance your theater experience.

Rating: 4.7 (307 reviews)
Location: 25 Powers Ct, Westport, CT 06880
Contact: (203) 227-4177
Website: Visit Website

History and Founding

The Westport Country Playhouse has a rich and fascinating history that dates back to the 1800s. From its humble beginnings as a tannery to becoming a renowned theater, this Connecticut landmark has played a significant role in American theater history.

Origins of Westport Country Playhouse

The building that now houses the Westport Country Playhouse was originally built in 1835 as a tannery that manufactured hatters’ leathers. In 1880, the structure was converted into a steam-powered cider mill.

By the 1920s, the building had been abandoned and sat unused until Lawrence Langner, a New York theater producer, saw its potential. In 1931, Langner transformed the old structure into a theater with a Broadway-quality stage.

The building’s conversion from industrial use to a cultural center marked an important moment for Westport. This countryside theater quickly became a summer destination for theater lovers and a training ground for emerging talent.

Notable Early Productions

When the Playhouse opened its doors on June 29, 1931, it ushered in what would become a golden era of summer theater in Connecticut. The venue attracted top talent from New York’s theater scene right from the start.

The Playhouse quickly established itself as an important contributor to American theater. Many productions that began at Westport would later move to Broadway, cementing the venue’s reputation as a launching pad for theatrical success.

You’ll appreciate how this former cow barn transformed into a cultural institution that continues to enrich Connecticut’s arts scene. When you visit, you’re not just seeing a play—you’re experiencing a piece of American theater history that spans over 90 years.

Architectural Highlights

The Westport Country Playhouse showcases remarkable architectural elements that blend historic charm with theatrical functionality. Its design reflects both its practical purpose and its rich history, creating a unique cultural landmark in Connecticut.

Renovations and Modernization

The Playhouse underwent a major renovation in the early 2000s that preserved its historic character while adding modern amenities. This $30 million project carefully maintained the building’s Colonial Revival style while improving its functionality.

You’ll notice how the renovation kept the iconic white clapboard siding and gabled roof that have defined the building since its 1931 conversion from an 1835 tannery. The updates included enhanced seating, improved sightlines, and better acoustics.

The modernization also added accessibility features and expanded backstage areas to support contemporary productions. Despite these changes, you can still feel the historic atmosphere that has attracted theatergoers for decades.

Unique Design Features

When you visit the Playhouse, you’ll immediately appreciate its distinctive architectural elements. The welcoming portico creates an inviting entrance that transitions you from the outside world into the theatrical experience.

Inside, the theater maintains Broadway-quality specifications with a professional counterweight fly system supporting 22 battens for scenery changes. This technical capability allows for sophisticated productions in an intimate setting.

The interior space balances theatrical functionality with historic charm. Original wooden beams and architectural details remind you of the building’s past as a tannery and cider mill.

Look for the thoughtful preservation of period elements throughout the facility that create a perfect blend of historical significance and modern theatrical needs.