Abstract: Urban forest patches, including woodland interiors and bounding edge habitat, result from secondary succession and fragmentation of more extensive forested landscapes in the eastern United States. Management regimes, surrounding land use, and successional processes lead to distinct environments and contribute to local and regional heterogeneity. However, many woodlands are degraded due to frequent disturbance, aggressive exotic species, and heavy browsing, which stress canopies, reduce regeneration, and may reduce ecosystem services. Effective management requires rapid, repeatable assessment of forest composition, structure, and condition at the scale of local decision‐making. We present and apply a protocol for characterizing urban woodlands that generates new insight into the status of urban woodlands and baseline data for change detection over time. Samples of overstory composition, ground cover, surface soil measurements, and the Schumacher Vine Encroachment Index were collected at 845 points across each of 47 patches across Baltimore, Maryland. Simple citywide summaries allowed characterization of Baltimore's urban overstories as overwhelmingly native, though dominated by a range of successional conditions. By contrast, we found that ground layers were predominantly exotic, with abundant invasives or ruderal native species benefiting from disturbed conditions. Seven overstory types were distinguished, the majority under threat from aggressive vines. Most soils showed little evidence of compaction, but variable organic content. Distributed data allowed cross‐patch comparison as well as within‐patch analyses along edge‐to‐interior gradients. Species diversity, nativity, and overstory basal area all increased toward woodland interiors, whereas soil compaction and vine encroachment decreased. Structural and compositional shifts in both overstory and ground layer species revealed indicators of edge (15.2–18.7 m) and interior (>41.5 m) conditions, as well as evidence of transitional zones with distinct patterns of biodiversity. Despite high levels of fragmentation and disturbance that challenge municipal land managers operating with limited resources, rapid, low‐cost sampling enabled comparison across multiple scales, encouraging repeated sampling and adaptive response to changing forest conditions. Qualitative and quantitative analysis as well as specific examples illustrated the generic utility of the protocol for a range of applications and its ability to produce new insight enabling management action and informed conservation planning.