This thesis presents machine and statistical learning approaches for sustainable planning in infrastructure and mobility systems. First, I have developed a convolutional neural network (CNN) to predict tree failure likelihood. Such assessments have traditionally been performed manually. I conduct a visual analysis of the predictions, indicating an approach for incorporating interpretability into model selection. Benchmarking the results against those produced by state-of-the-art CNNs, I show that a relatively simple model produces better results in a computational time that is three times faster. Via this novel framework, I demonstrate the potential of machine learning to automate and consequently reduce the costs of tree failure likelihood assessments in proximity to power lines, thereby promoting sustainable infrastructure. Secondly, I examine the effects of COVID-19 on mobility, segmented by transportation type, as well as social activity such as workplaces and residential, and their interdependencies. Using time series data across five continents, I estimate a Bayesian global vector autoregression model which explains patterns in activity and mobility trends and analyze their relationship with COVID-19 spread. I expect that the model framework and outcomes will guide policymakers to adopt appropriate measures to mitigate and safely recover from future disease outbreaks.