We investigated nesting success of grassland birds on dry prairie and oak barrens patches embedded within a forested matrix on Fort McCoy Military Installation. We monitored 280 nests of 9 grassland-bird species from mid-May to late July 2000–2002. Pooecetes gramineus (Vesper Sparrow) and Ammodramus savannarum (Grasshopper Sparrow) were the most abundant nesting species. Vesper Sparrow nest densities were highest on smaller grassland patches, while Grasshopper Sparrow nest densities were highest on the largest patches. Probability of fledging at least one young was 0.20 for Vesper Sparrow. For Grasshopper Sparrow, daily nest survival was higher for nests placed away from trees; probability of fledging at least one young was 0.28 for nests away from trees and 0.05 for nests near trees. Maintaining remnant native habitats is important, and management of woody features may help improve habitat quality for some grassland birds in Wisconsin.