It was an issue during the Canadian federal election held on January 23, 2006, when incumbent Liberal Member of Parliament, Alan Tonks, supported the link, while the other candidates opposed it. Worries that the airport rail link's tracks would bisect the community eventually led to the tracks going into a trench, with bridges overhead to prevent the bisecting. Union Pearson Express train at Weston GO Station. Community activists worried about how the link would sever the community (vehicle traffic on John Street will be permanently blocked from crossing the tracks, replaced by a pedestrian bridge) and the possibility of lower future property values due to increased noise and diesel fumes. The link would see the construction of three additional tracks through the neighbourhood and increased rail traffic more than fourfold. Weston is currently a station stop on the Kitchener line operated by GO Transit and additional airport trains would stop there. It had originally been proposed for completion by 2009. The Union Pearson Express between Toronto Pearson International Airport and Union Station downtown was a hot political issue in Weston. Vocal lobbying at the time allowed Weston to retain many street names which are exact duplicates of downtown streets, including Church Street, King Street and John Street. In 1998, York was in turn amalgamated with the five other members of Metropolitan Toronto, ( Toronto, Etobicoke, North York, East York, and Scarborough) in the new " megacity" of Toronto. In 1967, it became part of the Borough (later City) of York. The other footing of the bridge is the square chunk of concrete that is in the middle of the river nearby. There is a memorial in the south end of Lions Park near a pedestrian bridge which incorporates the original footing of a bridge that once crossed the Humber. In response, low-lying areas in the Humber River valley were converted to parkland and property zoning standards were changed across Ontario to avoid building encroachment on floodplains. In October 1954, Hurricane Hazel flooded the Humber River valley, causing death and destruction of property. This building is now recognized with heritage status. In 1914, the town also saw the opening of Weston Public Library, a Carnegie library. Weston was incorporated as a village in 1881, and then as a town in 1914. The building was erected as a Carnegie library in 1914. The Weston Branch of the Toronto Public Library. It relocated to Port Hope, Ontario in 1868.
It was located in Weston near the old Mill and at a home further north until 1867. In 1865, the Trinity College School opened, founded by William Arthur Johnson. The first library opened in 1858, a Mechanic's Institute. The first post office was opened in 1842. Improvements to the Main Street, now Weston Road, and the 1856 arrival of the Grand Trunk Railway brought growth on the east side. The former west bank settlement is now the site of the Weston Golf and Country Club. Weston initially developed along both sides of the river until a disastrous flood in 1850 destroyed the west bank settlement. In 1815 James Farr, a prominent local mill owner, named the growing settlement "Weston" after his birthplace, Weston, Hertfordshire. The first European settlement in the Weston area took place in the 1790s, when a saw mill was built in Etobicoke Township on an old native trading path along the west side of the Humber River, named after the well-known Humber estuary in Yorkshire, England.
On April 26, 2013, a fire was accidentally started at 2304 Weston Road, due to tar during roof construction. Recently, there has been some infill development on former industrial and commercial lands bringing some new housing stock to the area. This is more common east of the railway tracks. Most streets in Weston are lined with tall mature trees, some well over 100 years old. There has been a recent move in Weston to designate certain areas as a historical district. The community is dotted with grand old churches with architectural significance. The area has a noteworthy library (previously a Mechanics' Institute and Carnegie library). Most buildings in this area reflect early-mid-20th century Ontario town architecture, brick buildings with decorative masonry. Weston's main shopping district is located on Weston Road between Church Street in the north and Wilby Crescent (just south of Lawrence Avenue) in the south. Weston's building stock consists mostly of Victorian homes east of the railway with apartment and condominium towers on Weston Road overlooking the Humber River valley. Weston consists of Victorian-era homes east of the railway, and apartments on Weston Road.