The arrival of the automobile changed the shape of 20th-century cities around the world, now in 21st-century, autonomous vehicles (AVs) and connected vehicles (CVs) will change the shape and culture of the world’s cities once more. AVs and CVs are being deployed all around the world; the reason for this rapid development is that AVs and CVs enrich societies and industries with substantial benefits such as environmental effects, reducing Urbain’s noise and air pollution, safety, mobility for everyone, transportation as-a-service, smart transportation, etc. A market readiness assessment is a way to evaluate and identify that the market is prepared for launching technology and also whether the market will respond positively to that technology or not. The objectives of this research are to enhance Canadian society and policymakers’ knowledge and understanding of AVs and CVs technologies and examine the maturity of the Canadian market for obtaining the most benefits from these technologies. The four main pillars include policy and legislation, technology and innovation, infrastructure, and customer acceptance. A readiness score model was provided to calculate the four main pillars readiness score regarding AVs and CVs technologies state in Canada. The results of this study show that the Canadian government has not taken specific actions to enhance public awareness about AVs and CVs technologies, road quality and EVs charging stations should be considered the main challenges in the infrastructure pillar, the absence of OEMs headquarters, low investment of companies, and absence of R&D cores were obstacles and challenges for the technology and innovation sector regarding AVs and CVs technologies. Keywords: Autonomous Vehicles, Connected Vehicles, Market readiness assessment.