The issue of continuity in deciduous oakwood vegetation has been in the forefront of woodland ecological studies for many decades. The two basic questions that emerge from existing research are whether or not oakwoods can be characterized by long-term stability and what may be the driving forces of the observed stability or change. To answer these questions in a well-defined case study, we examined the history of a large subcontinental oakwood (Dúbrava) in the southeastern Czech Republic with interdisciplinary methods using palaeoecological and archival sources. Palaeoecology allowed us to reconstruct the vegetation composition and fire disturbances in Dúbrava in the past 2000 years, while written sources provided information about tree composition and management from the 14th century onwards. The pollen profiles show that the present oakwood was established in the mid-14th century with an abrupt change from shrubby, hazel-dominated vegetation to oak forest. This change was most probably caused by a ban on oak felling in ad 1350. From the 14th to the late 18th centuries Dúbrava had multiple uses, of which wood-pasture and hay-cutting kept the forest considerably open. The second remarkable change was dated to the late 18th century, when multiple-use management was abandoned and Dúbrava was divided into pasture-only and coppice-only parts. The last major shift occurred in the mid-19th century, when modern forestry and Scotch pine plantation became dominant. We conclude that Dúbrava Wood did not show stability in the long run and that its species composition has dramatically changed during the last two millennia. The most important driving force in the shaping and maintenance of the unique vegetation of Dúbrava was human management.