How Kilsyth Almost Got a Train Station

The 1850s was the decade of railway fever in Canada West. Every community from the tiniest hamlet campaigned to have a railway line – and the citizens of the Township of Derby were among them. We don’t know if the Flemings invested in railway bonds, but they must have followed the local Council meetings, and they eventually benefited from improved access to markets for their produce and greater ease of travel.

Image: The Toronto Grey and Bruce, Toronto and Nipissing, and Lake Simcoe Junction Railways 1877. Adapted by Rod Clarke from map of the Province of Ontario by James Campbell & Son of Toronto, 1874. The TG&BR extension from Teeswater to Kinloss was never built. Map also shows Northern Railway Toronto-Barrie-Collingwood-Meaford.

In the 1850s, railway building was booming. Over 2,000 miles of track were laid in the provinces of British North America. [i] By 1859 the Grand Trunk Railway ran from Quebec City, through Montreal and Toronto, to Sarnia, with extensions to Chicago, Illinois and Portland, Maine. Its rival, the Great Western, had lines from Niagara Falls to Windsor through Hamilton and London and connecting to Toronto.   The Northern Railway (previously the Toronto, Simcoe and Huron Railroad) reached Collingwood from Barrie in 1855.[ii] Jennie Fleming took this route for her trip to Toronto in 1869.[iii] But the great triangle of the Queen’s Bush along Lake Huron, the west half of Georgian Bay and south along the Garafraxa Road was unserved.   

Derby Township became involved with railway mania in July 1857 when Mr. Carney and Mr. W.A. Stephens came as a deputation from a railroad committee in Owen Sound – “to solicit a grant of money to aid in procuring the passing of the ByLaw for taking stock in the Toronto and Owen Sound Central Railway” (T&OSCR). Council was immediately enthusiastic and moved to set up a fund of 12 Pounds and 10 Shillings towards getting “sanction” from the ratepayers to buy ₤ 100,000. Further, Reeve Sam Jones and the Council expressed their thanks to the deputation “for affording them an opportunity of expressing their desire to see Railway communication afforded to the County of Grey and for honoring them with the first call for pecuniary assistance towards that object.” [iv]  The proposal, complete with routes, costs and benefits, and considerations, was documented by J.W. Tate in the Report on the proposed route of the Toronto and Owen Sound central railway.[v] The proposed route would run from Weston, up the Humber Valley to Mono Mills, across to Orangeville, north to Chatsworth and from there either along the Sydenham Valley through part of Derby Township or along another stream to the north of Owen Sound.[vi] 

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Roy F. Fleming: Writings about First Nations

Teacher, artist, photographer, historian, researcher— of these pursuits Roy may have loved the study of history the most.

Born in Kilsyth, Derby Township, in 1878, son of Charles Fleming and grandson of Alexander Fleming, Roy Franklin Fleming  (1878-1958) had deep roots in Grey County where the Fleming family were pioneering settlers in the 1850s. He was almost destined to become an educationist— a specialist in education as he described himself— due to the Fleming family’s attention to education.

After formative years in the Normal School system in Ontario and several teaching assignments, Roy enrolled in the New York School of Art in 1905. Two years later (1907) he was appointed drawing master at the Ottawa Model School (later Ottawa Normal School).  For many, this might have been sufficient, but Roy’s intense interest in the history of Ontario and especially in the Great Lakes and the indigenous people led him into many other endeavours.

His love of history began with a childhood filled with stories about the Scottish homeland and the emigration to Canada. As a young teacher in Sheguiandah, Manitoulin Island in 1899, his curiosity about local history and native peoples deepened as he came to know the Assiginack family—Blackbird in English. In the years following he undertook further research to write about the oratorical skills and military genius of Sahgimah and Assiginack and bring recognition to both.

In January 1935 The Daily Sun Times published his long article—“Ottawas Defeated Invading Mohawks at Blue Mountain”—with the lengthy  subtitle “Contingent of Warriors from Owen Sound, Saugeen, and Meaford Indian Villages Aided  Ottawas and Objibways (sic)  of Manitoulin Island Massacre Invading Iroquois —Chief Sahgimah Led Indians of This District in Bloody Battle.” (1)

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Dorothea Deans: “Women’s Editor”

Group of Women at Bognor Hall. Date Unknown. Courtesy of The Grey Roots Archival Collection

We digress in this blog to shine a light on the woman who wrote the biography of  Christopher Alexander Fleming of Owen Sound, Ontario.  C.A. was a much loved and distinguished educator, auditor, and publisher in Grey and Bruce Counties.  After he died in April 1945, the Fleming family engaged Dorothea Deans to memorialize C.A.’s life and character. Dorothea, the women’s editor for the Sun Times in Owen Sound for over 20 years, was a perfect choice: She wrote well – her prose was warm, clear, and concise;  she had known C.A. thorough her work; and she had lived in that port city most of her life.

Family members would have provided Dorothea C.A.’s writings and correspondence, along with papers he and his cousin Roy Fleming had collected on family history. She must have interviewed many family members and business colleagues, and she could research many of his accomplishments in the newspapers.  In the first paragraph of the foreword, she laid out the scope of the work and nature of her subject carefully and reverentially.

This sketch of the life of Christopher Alexander Fleming is in no way an attempt at an interpretation of a man and his period. He is too close in time for that and too dear to family and friends to need translation. Rather, it is a record of facts about his hereditary background, his youth, and his long, productive years, gathered together like the photographs of an album, the acts of a play, the blueprints of a building. Somewhere, within the facts and the intangible things they imply, love and beauty, work and sacrifice, truth and aspiration, is the immortal personality. [1]

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Owen Sound in the 1850s

Jennie Fleming, the youngest of the Fleming family who settled in 1850 at Kilsyth, Derby Township, had deep memories of her pioneer days.

“As a frequent visitor in the early days to Owen Sound, Derby’s market place, she saw this hamlet on the arm of Georgian Bay grown from a little village of Sydenham into the thriving commercial town and city of Owen Sound. She sometimes recalled the fact that at first on entering the town she had to cross the Sydenham River on a log where the Second Avenue bridge [sic] now stands, and walk deep in mire on the main part of Poulett Street.”(1) [Roy Fleming, 1942]

Roy Fleming more than once recalled that in Owen Sound’s early days his Aunt Jennie crossed the Sydenham River by traversing – very carefully, we might surmise – a felled log, and then in town having to deal with the muck of the main street. One can imagine Jennie, a vital woman who lived into her nineties, reflecting on the changes she had witnessed since her arrival to the forested wilderness – walking long distances as a teenager, driving horse-drawn buggies on gravel-covered roads in her twenties, travelling by express trains to Toronto in her seventies.

Felled trees probably served as bridges in more than one spot – and in those years the tree could be at least three feet in width and easily tall enough to reach from bank to bank.  In 1841, according to Paul White in Owen Sound: The Port City, it was possible to cross the Sydenham River on the west side of town by tree. He wrote, “The only easily accessible crossing was to the south of the new community, at the present day site of the mill dam on 2nd Avenue West. Here, a tree had been felled and travellers could pass over the river by walking on the bridge created by the fallen log.”  (2)

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