The aim of this final paper is to present complexity in supervising engineers job on regular maintenance of county and local roads of Varaždin county, especially during winter maintenance of roads. Paper is processing law regulatives connected with maintenance of roads, laws, regulations and resolutions which prescribe the activity of construction, maintenance and protection of county roads and local roads, as well as obligations in a field of road safety. In the paper are also processed network features of county and local roads, their network was analyzed in the area of Varaždin county and their list is published according to road categories. After that, I processed all groups of regular maintenance works of county and local roads, as well as the role of professional supervision in those works. In the paper, I generally processed executive program of road maintenance during winter conditions, winter service degrees of readiness and levels of maintenance benefits during winter period. Also, on practical example of work supervising, I processed example of work items certification in winter road maintenance, control of all entries in the winter service diary and all of the data and evidence it contains. Proving the preformed work of the truck with salt spreader I carried through its travel worksheet, vehicle movement report obtained through a specialized program and report of the consumption of salt spread.