Comprehending the characteristics and causes of vegetation coverage in history is of practical significance for studying ecological and environmental changes. As a typical region of the semi-arid and semi-humid climatic zone in northwest China, the upper reaches of the Weihe River have relatively fragile ecological environment. Based on tree-ring width chronologies, the vegetation coverage represented by the normalized difference vegetation index was reconstructed from 1630 to 2006 using a regression model. There were 64 years with high vegetation coverage and 56 years with low vegetation coverage over the past 377 years. At low frequencies, the coverage was relatively higher in the 1650s and from the 1880s to 1890s, while the coverage was lower in the 1720s and from the 1760s to 1770s. While precipitation and temperature had positive and negative influences on the changes of vegetation coverage, respectively, during the past several centuries, the agricultural cultivation played an important role on coverage changes. Along with the land reclamation expansion in history, the forest cover gradually declined, and vegetation coverage decreased. The vegetation coverage was lower when there were more arable lands reclaimed from woodlands. Regardless of the land reclamation policy during the historical period or the current conversion project of cropland to forest, they affected the vegetation coverage by influencing cover ranges of woodland and farmland.