EuroAmerican land use and its legacies have transformed forest structure and composition across the United States (US). More accurate reconstructions of historical states are critical to understanding the processes governing past, current, and future forest dynamics. Gridded (8x8km) estimates of pre-settlement (1800s) forests from the upper Midwestern US (Minnesota, Wisconsin, and most of Michigan) using 19th Century Public Land Survey (PLS) records provide relative composition, biomass, stem density, and basal area for 26 tree genera. This mapping is more robust than past efforts, using spatially varying correction factors to accommodate sampling design, azimuthal censoring, and biases in tree selection. We compare pre-settlement to modern forests using Forest Inventory and Analysis (FIA) data, with respect to structural changes and the prevalence of lost forests, pre-settlement forests with no current analogue, and novel forests, modern forests with no past analogs. Stem density, basal area and biomass are higher in contemporary forests than in settlement-era forests, but this pattern is spatially structured. Modern biomass is higher than pre-settlement biomass in the northwest (Minnesota and northern Wisconsin), and lower in the east, due to shifts in species composition and, presumably, average stand age. Modern forests are more homogeneous, and ecotonal gradients are more diffuse today than in the past. Novel forest represent 29% of all FIA cells, while 25% of pre-settlement forests no longer exist in a modern context. Lost forests are centered around the forests of the Tension Zone, particularly in hemlock dominated forests of north-central Wisconsin, and in oak-elm-basswood forests along the forest-prairie boundary in south central Minnesota and eastern Wisconsin. Novel FIA forest assemblages are distributed evenly across the region, but novelty shows a strong relationship to spatial distance from remnant forests in the upper Midwest, with novelty predicted at between 20 to 60km from remnants, depending on historical forest type. The spatial relationships between remnant and novel forests, shifts in ecotone structure and the loss of historic forest types point to significant challenges to land managers if landscape restoration is a priority in the region. The spatial signals of novelty and ecological change also point to potential challenges in using modern spatial distributions of species and communities and their relationship to underlying geophysical and climatic attributes in understanding potential responses to changing climate. The signal of human settlement on modern forests is broad, spatially varying and acts to homogenize modern forests relative to their historic counterparts, with significant implications for future management.