A regular reader recently asked me about this old local establishment, the Drake House at the corner of Glengarry & Chatham. It was one of Windsor’s oldest watering holes, with a hotel having been on the same site since at least 1895. The bar closed for good December 27, 1990, and demolition on the building started in February, 1991 (along with the rest of the block). The site today is occupied by Caesars Windsor.
The three photos above come from the WPD collection that has been digitized at