Abstract Headwaters—that is headwater streams and the watersheds they drain—strongly influence water quality, ecosystem services, and hydrologic connectivity, yet remain poorly mapped, monitored, and understood at large spatial scales. Using available spatial data to classify headwater ‘types’ could therefore enhance the utility of sparse monitoring data to advance research and watershed planning—and help update literature‐based perceptual models of headwaters as steep, forested, and minimally disturbed watersheds. Here, we analyze headwaters across the contiguous United States to quantify how their attributes (climate, topography, land cover, soils) vary regionally and differ from their downstream watersheds. Our analysis (a) identified seven dominant headwater types with distinct combinations of biophysical and climatic attributes and (b) revealed systematic contrasts with downstream watersheds, with strongest differences in attributes representing potential flowpath depth. Our findings offer a transferable framework for classifying, modeling, and managing these critical yet understudied components of the hydrologic network.