When John Proudfoot bought the centre area in 1840 of this map it started becoming know as Proudfoots Hollow. Later it was called Sixteen Village due the importance of the Sixteen Mile Creek in the livelihood of then residents.
The Sixteen Village/Hollow or Proudfoots Hollow was located south of Dundas, currently a provincial highway running from Toronto to Town of Dundas, on the east bank of the Sixteen MIle Creek. (Present day it would be just west of Neyagawa Blvd.)
Its founder was George Chalmers who opened a grist and saw mill, a store and an ashery there in 1827. An ashery is where potash is made.
The village grew up around it and spread down the valley. The people in the village were largely Scottish Presbyterians, and the Reverend Robert Murray form the Oakville Presbyterian Congregation visited them periodically.
In 1840 Chalmers sold the mill, Distillery, Dwelling house, Tavern Stand, with barns, blacksmith shop and other buildings to John Proudfoot.
The area sold was 400 acres. John Proudfoot than named the mill Trafalgar and the village became known as Proudfoots Hollow.
In Tremaines map for 1858 it shows Proudfoot owning about 400 acres north of Dundas just above the location of Proudfoot Hollow.
The village disappeared by 1858 probably because of the removal of the stage coach route along Dundas and the increased focus on Oakville as a thriving centre.
Current downtown Oakville is where Sixteen Mile Creek meets Lake Ontario.
Proudfoot left for Ohio in the 1860’s and when the mill was closed in the 80’s only two houses remained occupied.
The erection of the bridge at Dundas across the Sixteen removed what was left of the village.
