The historic Regent Theatre has had a rags-to-riches history.

A rare example of an Edwardian opera house, The Regent's stage was reported to be equal in size to that of The Royal Alexandra Theatre in Toronto, however this has been disputed and was verified to be incorrect in 2010. Above the stage is a 18.7 meter (62 foot) fly tower. Original dressing room includes blackboards lining the walls where, in a former era, performers wrote their show's running order.

Designed by Toronto architects Warrington and Page for George Cook, The Regent Theatre opened its doors in February 1922 with the Canadian war comedy Mademoiselle from Armentiers.

In 1994 The Regent Theatre Foundation, a community based, not-for-profit organization, bought the theatre from the Cook family. Since that time the Foundation Board and volunteers have toiled to restore the theatre as close to its original state as possible. In 1998 the stage was opened up, the fly tower was re-rigged and made operational and the theatre's roof was replaced. Later installations and upgrades included 351 comfortable, modern seats, new fire doors, electronic alarm system, and electrical service. The building was brought into compliance with fire and safety regulations and received a designation as an historical building. Significant enhancements over the years have added features such as the lighted marquee, the magnificent Austrian crystal chandeliers that grace the lobby and air conditioning.