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.
Looking east along Chatham St towards Glengarry – 1953 photo from the SWODA collection. 
Interior shot of the Drake from July, 1960. Photo from the SWODA collection. 
Interior shot of the Drake from July, 1960. Photo from the SWODA collection.
The three photos above come from the WPD collection that has been digitized at
http://swoda.uwindsor.ca/
Hey Andrew: Drake House from A Forgotten City- we arranged to have these great mid-century black and white images donated to SWODA through Mike Skreptiak who salvaged them before they were to be destroyed by Windsor Police Services
FYI- glad to see your site is back up and running- hope all is well
CE
Thanks Chris! I’ll have the post updated.