The channels followed by the Europeans, as they penetrated the unknown wilderness of America, were those indicated by the Indians, who had themselves for centuries followed them, in their pursuit after the chase, or when upon the war path. The great routes mentioned elsewhere, are the natural ones, and no other could have been pursued. It was only when art and science followed emigration to the new world that new channels were opened up, and the canal and railroad superseded the old devious ways along the windings of rivers.

Prior to the visiting of Europeans, the Indian paths were more or less trodden as the requirements of food and the existence of prey led the hunter here or there, or the war cry led them to the deadly encounter. But when the Europeans initiated trade by giving for furs the attractive trinkets, and such articles as contributed to the Indian taste of comfort and grandeur, then there were more regular and frequent travelings from the sea-board to the far west.

The occupation of Western Canada found the country in its primeval state; a vast wilderness, and no roads. The only way of traveling from one clearing to another was by the canoe and batteau, or by foot through the trackless woods, guided by the banks of the bay, or a river, or the blazing of the trees. For a long time not even a bridle-path existed, had there been horses to ride upon. Even at a late date, journeys were made on foot from Kingston to York along the lake shore. The formation of roads was a very slow process. In the year 1793, an act was passed “to Regulate the Laying out, Amending, and Keeping in Repair, the Public Highways and Roads.” The roads were to be not less than thirty feet, nor more than sixty wide. Each settler was under obligation to clear a road across his lot; but there was the reserve lands for the Clergy and Crown, which were not provided with roads. Any one traveling the older settled districts will be struck with the devious character of the highways. The configuration of the Bay Quinté, and the mode of laying out the lots to secure a frontage upon the water, tended to cause this irregularity. The settlements being apart, when a communication took place between them the shortest cut would be taken, so far as hill, and marsh, and creek would permit. The consequences were that many of the roads were angular with the lots, or running zigzag. In later years, some of these roads were closed up, but many remain to mark an original foot-path. The banks of the bay and of creeks and rivers were naturally followed, as sure guides, or perhaps as an Indian path. And thus sometimes the road was made not direct, but roundabout. In the survey of the concessions, provision was made for roads between the concessions, and cross-roads were to be left between every fifth and sixth lots.

Many of the main roads were at first marked by the blazing of the trees, when made through the woods, after a while a foot-path could be seen, and then boughs were trimmed off, that one might ride on horseback; and in time the sleigh was driven, and finally a waggon road was made.

Government was slack in giving funds to open up the country, and the legislation, for many years, in reference to the subject, seemed as if it was intended to do as little as possible, forgetting the fact that “the first improvement of any country should be the making of good roads.” But it soon became important to have a mail road between Montreal and Kingston, and between Kingston and York, and then by way of Dundas to the Thames, and to Niagara. Says Mr. A. Sheerwood, “I recollect when the King’s highway was established from the Provincial line to Kingston, the line was run by a surveyor named Ponair, with a surveyor under his direction by the name of Joseph Kilborne. The distance from the Provincial line to my father’s farm, three miles below Brockville, was ninety-five miles, and from Brockville to the fort, this side of Kingston, fifty miles; at the end of each mile was planted a red cedar post, marked on it the number of miles from the Provincial line; this line of road was made some years after the first settlement, but I have forgotten the year.” The original mail road between Kingston and York did not altogether follow the present line. At first, from Kingston, the road followed the bay shore to Bath, and continued along the shore to Adolphustown to Dorland’s Point, where was established a ferry to communicate with Marysburg at the Lake of the Mountain; thence the road followed the shore to the head of Picton Bay, and soon to Bloomfold, Wellington, Consecon, by the Carrying Place, and continued to closely follow the lake shore. Subsequently this great highway was called the York Road when going towards York, and the Kingston Road when going towards Kingston.

Gen. Simcoe intended to have a grand military road from one end of the Province to the other. This he lined out and gave it the name of Dundas Street. But he left the Province before his intentions were carried out, and but a small portion was then constructed; while settlers had located here and there along the proposed road, and had cleared land and built with the full expectation that the great thoroughfare would shortly be opened up. But years passed away, before this was done. Piece after piece was here and there made passable, until at last the road was made through the length of the Province.

The late Mr. Finkle of Ernest Town writes: “An American gentleman came into Canada, 1798, by the name of Asa Danforth, and made a contract with the Upper Canada Government, to open a road from Kingston through to Ancaster, at the head of Lake Ontario, which road he completed. Danforth’s home was at my father’s (Henry Finkle), before and after the contract was taken. The work commenced in 1798, and was finished in three years time.” This road passed through Prince Edward by Wellington. Danforth “became dissatisfied with the government when the settlement took place, and left Canada with a bitter feeling, so much so, that he, some time after, sent to my father a package of pamphlets, he had published to shew the injustice of the government transaction. He desired they should be circulated through the country along the road. However, the pamphlets were not distributed, and the fact never became generally known.” For many years the main road was called the Danforth Road.

As time advanced, the road between York and Kingston was gradually improved. The great hindrance to road making is sufficiently indicated by the following, taken from Gourlay. It is the expression of a meeting of yeomen, held at the village of Waterloo, Kingston, February 2, 1818, Major John Everett in the chair. Among other things it is asserted that what retards the progress is that “great quantities of land in the fronts and public situations, that remain unimproved, by being given very injudiciously to persons who do not want to settle on them, and what is most shameful and injurious, no law is made to compel them to make or work any public road; but this is to be done by industrious people, who settle around. Such lands remain like a putrid carcass, an injury and a nuisance to all around: at the same time, to the owners, this land increases in value, without their being made to contribute towards it, at other men’s expense. Our worthies, a few years ago, passed an act, that required a poor man to work three days upon the public roads, and these over-gorged landowners but twelve days, and others, with twenty times as much property, doing no more. It would excite surprise at Governor Gore’s signing such a bill, if it was not known that the Parliament voted him £3,000, to buy a piece of plate.”

Says Thomas Markland, in a General Report of Midland District:

“The same cause which has surrounded Little York with a desert, creates gloom and desolation about Kingston, otherwise most beautifully situated; I mean the seizure and monopoly of the land by people in office and favour. On the east side, particularly, you may travel miles together without passing a human dwelling; the roads are accordingly most abominable to the very gates of this, the largest town in the Province; and its market is often supplied with vegetables from the United States, where property is less hampered, and the exertions of cultivators more free, accordingly.”