The Region of Thessaly is one of the 13 administrative Greek Regions. It is the main actor for the development planning and economic growth of the wider Thessaly area, a region with strong presence in agriculture, industry and tertiary sectors. The region is undergoing a transitional process towards a more sustainable future. In this regards, ICTs are key tool to deliver new development opportunities as well as to guarantee the existence of social cohesion and inclusiveness in the common future.