Caledon parking permits give Southfields Village and Mayfield West households an overnight option, but buying one does not reserve a space or override winter operations. Those limits matter as the Town’s November-to-April winter restriction period begins.
The Town’s parking programme page lists prices of $70 a month or $350 for six months. Each eligible address can have one permit, associated with a specific vehicle. The pilot runs until April 30, 2027.
What Caledon parking permits cover
Permits allow parking in permitted areas on Town-owned roads beyond the three-hour limit, including overnight between 2 a.m. and 6 a.m. Posted restrictions still apply. The Town’s terms say spaces are not guaranteed and fees are non-refundable, including when a permit is suspended or the programme changes.
A separate temporary-pass option remains available for occasional needs. The Town says each vehicle can use up to 16 days a year; that pass also becomes invalid during winter weather operations.
Winter conditions change the rules
The winter parking guidance applies when winter precipitation occurs between November 1 and April 30. Residents and visitors must use private property during a winter weather event, keeping vehicles clear of roads and sidewalks.
Granted passes are suspended when precipitation requires maintenance. They may be used again once roads have been plowed or treated. The Town lists a $150 set fine for interfering with snow-clearing operations and warns that vehicles may be towed at the owner’s expense.
Caledon parking permits remain a pilot: staff are due to report results to Council in the second quarter of 2027. That report will provide a later opportunity to assess how the arrangement is working.
AI-generated conceptual illustration of a model car, blank card and miniature shovel. The scene does not depict an actual parking permit, roadway or weather event.




