The Rolling Stones filmed the video for their song "Streets of Love" in Ottawa in 2005. The concert footage was shot at Zaphod Beeblebrox in the Byward Market. Intercut with that are scenes of a guy wandering the darkened streets of love, which were also filmed in Ottawa.
This is the Somerset Street Bridge. Compare the skyline and the railings to this screen capture from Google Street View:
Domestic Foods is at 595 Gladstone Avenue.
W.O. Stinson and Son own a chain of gas stations in Eastern Ontario. This seems to be the one at 435 Gladstone, which closed in 2010 to make way for condos.
The lonely dude collides with a taxi in front of the Chateau Lafayette House, as so many have done before.
The Shanghai on Somerset Street is one of my favourite restaurants on earth, so I was happy to see my tastes shared by la famille Trudeau. The picture is posted on the restaurant's Twitter home page. (It's pretty faded so I took the liberty of running it through Photoshop auto colour correction.) My hunch is this was taken in 1973.
The Margins of History has a post about the development of the neighbourhood around Lincoln Fields Mall, or as it was known in the late 1980s when I worked there, Lincoln Heights Galleria, then and now one of Ottawa's less spectacular shopping experiences. The present-day mall with its parking lots closely corresponds with the farm to the right of Croydon Avenue in the photograph above, taken in 1958. The Margins of History, Ottawa Past and Present, and Urbsite, are all blogs devoted to the architectural history of Ottawa, and are linked to in the right-hand margin.