The previous Pickering station, which had been constructed by Grand Trunk Railway in the early 1900s, had been about 2 kilometres east of the current location at Liverpool Road. Plans for the original GO Transit Lakeshore line called for commuter train service not to go beyond Liverpool Road where the CN York Subdivision tracks joined the CN Kingston Subdivision, because this would interfere with freight trains. No practical site could be found, but there was a large field south of the tracks on the east side of Liverpool Road with more than enough space to accommodate a station building, bus terminal and car parking, with convenient access from Bayly Street. Installation of a new crossover before the overpass at Liverpool Road was required to get to an existing industrial track, so that GO Trains standing at the station platform would be off the main line.