Beat the winter blues with a night of hilarious comedy and improv at Girls Nite Out, the all-female, all funny comedy extravaganza starring some of Canada’s best comedians, for one night only...

We had such a wonderful time at our 2024 sold out performance with the East Coast’s beloved traditional folk duo, Evans and Doherty, that we couldn’t resist inviting them back! Kevin Evans and Brian...

One of Nova Scotia’s most prolific and best-loved folk singers, Dave Gunning, celebrates the release of a brand new album right here in Chester. With over two decades on the road, Nova Scotia’s Dave...

Part theatre, part improv comedy, TILT follows as a couple’s relationship takes a turn when a shocking secret comes to light. What secret? You decide! TILT is a hybrid theatre/improv show where each...

Buckle up for JoyRide, a duo that is a fast-paced, multi-instrumental thrill-ride of jazz, ragtime, Latin, klezmer, Celtic, bebop, blues and more! Colin Maier (oboe, saw, vocals, from Quartetto Gelato...

Actual Wizard and Halifax Magician Vincenzo Ravina returns to the Chester Playhouse with a new weird magic show - Actual Sorcery He says: YOU ARE INVITED. There might be: Mind reading! A visit from...

Calling it a puppet show doesn’t quite capture the magic of The Baby Tyler Show. What we can call it is – surprising, hilarious, and unlike anything you’ve seen before! Join us for this uniquely...

Oh What Fun! Join us for a Holiday Party Full of Kid Entertainment at the Little Red School House (732 Canaan Road) from 2:00 to 4:00 pm. Games, Photo Booth, Crafts, Snacks & Treats and a surprise...

Christmas Tree Lighting at the East Chester Recreation Hall from 6:00 to 8:00 pm. Join us lighting our outdoor Christmas and enjoy a campfire with smores and hot chocolate to keep you warm and cozy.