Improvement of winter road maintenance is one of the most important tasks in snowy regions. Despite well structured methodology that provides clear performance criteria, there are still many controversial questions in this field. Winter road maintenance is a set of activities with the main task to ensure the usability of road network, affected by weather, considering constantly growing demand of mobility. The aspiration to ensure more qualitative road service level with limited resources becomes the drive of the field here. Intelligent Transportation Systems (ITS) provide a proper platform for achieving these goals by influencing all groups of interests synergically. Tools for the support of decision making, automatic registration of winter works and traffic information services are the basic directions where ITS meets winter road maintenance in Latvia. The proceeding describes the analysis of current situation, ongoing projects and vision of future in this field.