As cities and towns across the country continue to grow, traffic, congestion, and the lack of parking are becoming more common. Although improving infrastructure, investing in roads, and adopting common sense policies can help alleviate the problem—in our day and age, technology can be a crucial tool in our efforts to address these challenges. How can machine learning facilitate commutes across the country while making our country’s roads more efficient? In the same breath, how can we help local municipalities tackle the challenges of outdated infrastructure and modus operandi? By using various data sets—from weather, traffic, and parking—machine learning is a crucial tool in unlocking our country’s roads for more efficient rides and overall smooth road experiences. These data points, along with the strengths of machine learning, have the potential to empower local governments across the country to address the challenges they face in terms of intra-city transportation. Likewise, the key to adopting policies that benefit commuters and citizens lies within these learnings. Creating efficient roads and setting riders free is possible by collecting key data and machine learning.