Here is a blog post from Isaac Stewart, known as PEI History guy, an historian specializing in the History of Prince Edward Island. This silent film from 1925 of three ladies visiting the city during Old Home Week which still happens every year. The horse races of course is the big event, parades etc… You may notice a lot of Union Jack flags, this is 1925 and the Red Maple Leaf Canadian flag will only appear in 1965, some 40 years later replacing the Old Red Ensign as the flag of Canada.
The City has not changed very much since, I recognize all the buildings. The home where the ladies are staying is a B&B nowadays and still quite beautiful. The Old Train Station is still there, though there are no longer any trains on the Island. Click on the link below to see this short film.