Weston Road was first laid out in the first decade of the 1800s to connect Dundas Street to the village of Weston. This followed the route of what is today Old Weston and (west of Watts Avenue)
Rogers Roads, then the route of the current Weston Road north to Weston. The old routing was renamed in 1948. Between 1810 and 1820, it was extended north to Vaughan Township by following Sixth
Line West. In 1841, the route was bought by private interests and it became the "Weston Plank Road", a toll road of planks. The Weston Plank Road extended from Dundas Street north to Musson's Bridge over the Humber, where
Albion Road began. The company built its headquarters at St. Phillips Road and Weston Road. The building exists today at 2371 Weston Road. In 1846, the Weston Plank Road Company built Albion Plank Road from Musson's bridge northwest to
Clairville where one could continue north to
Bolton via
Indian Line. In the 1850s, the roads were assumed by the township and its municipalities.
Old Weston Road(s) Additionally, there are two bypassed "Old Weston Roads"; the first being located in the environs of the southern terminus. It begins as a minor stub running north from intersection of
Dundas,
Dupont and Annette Streets, and breaks at the
Canadian Pacific tracks, which were bridged until the 1970s. It resumes just south of the western terminus of
Davenport Road, widens to four lanes, passes through the neighbourhood of Silverthorne, and ends at Rogers Road, the westernmost section of which also formed part of the original Weston Road, before the construction of the new Weston Road course south of Rogers Road's present terminus. The second is located in Vaughan, just north of Steeles Avenue, and was created when a jog was eliminated. It lies just east of the linking segment where it continues south as Signet Drive (built as a southerly extension of the offset York Region section), and ends at a T-intersection with Weston Road two blocks north of Steeles. ==Public transit==