In this work, we delve deep into the diverse factors that influence the efficacy of modern unsupervised domain adaptation (UDA) methods using a large-scale, controlled empirical study. To facilitate our analysis, we first develop UDA-Bench, a novel PyTorch framework that standardizes training and evaluation for domain adaptation enabling fair comparisons across several UDA methods. Using UDA-Bench, our comprehensive empirical study into the impact of backbone architectures, unlabeled data quantity, and pre-training datasets reveals that: (i) the benefits of adaptation methods diminish with advanced backbones, (ii) current methods underutilize unlabeled data, and (iii) pre-training data significantly affects downstream adaptation in both supervised and self-supervised settings. In the context of unsupervised adaptation, these observations uncover several novel and surprising properties, while scientifically validating several others that were often considered empirical heuristics or practitioner intuitions in the absence of a standardized training and evaluation framework. The UDA-Bench framework and trained models will be publicly released to promote future UDA research.