Molson Mill at the top end of Hope Street (above whose rooftop I have hurtled, along the eastbound 401, so many times.) Must investigate the source of that name for the town - likely not another way to say optimistic expectations for the future?
To the north were some derelict industrial buildings, and some concrete pads where others had stood. I did some research and think that what I captured in this photo may have been the remnants of the Nicholson File Factory (gone, like most industry in much of our country.) If the red brick structure is the one I'm reading about, it's been a very naughty building indeed, having been discovered sheltering a grow op on two occasions (2012 and 2014). Hope the wise preservationists of Port Hope have helped her turn her back on this dark period of her history.
The Cobourg, Bowmanville and Port Hope Industrial Edition 1907 recounts happier times. The Outram file factory (later Nicholson) dated from 1888*, and lasted until 1976 (phenomenal longevity), manufacturing files and rasps for the wholesale market. In 1985, the property was designated as a heritage site, because of its rich industrial and archeological significance. ACO's Preservation Works program commissioned an architectural review. Fingers crossed we see this industrial heritage preserved. No doubt there's a great collection of historic photos somewhere in this heritage-aware town, which could reanimate the Cavan Street neighbourhood. I've asked permission to show you a photo of the factory in as-was condition, but if you have trouble waiting, here's a link to 'porthopehistory.com.
Other bits and bobs about Port Hope's industrial heritage are emerging. This Historic Places link describes the Chalk Carriage Works, and if you're interested in an in-depth study here's a chapter from *Port Hope Historical Sketches by W. Arnot Craick (1901).