In Romania, urban and peri-urban forests (UPUF) have been subject to significant transformations during the past centuries, especially during the post-communist period. The current paper seeks to provide an integrated assessment of UPUF in one of the most dynamic and densely populated urban areas in Romania, i.e., Galați, in terms of historical overview, forest structure and dynamics, and conservation of forest ecosystems, and the way all these aspects are reflected in the toponymy. The analysis covers three main time intervals: (1) until the 20th century, (2) the first half of the 20th century, and (3) the second half of the 20th century through the beginning of the 21st century. For each of the three intervals, complex quantitative spatial and temporal analyses were performed at the level of the Local Administrative Unit (LAU) using in-depth documentation of relevant historical records and geospatial data for selected years (1912, 1948, 1976, 2002, and 2018) derived from cartographic materials and satellite images. Significant changes in the urban and peri-urban forests were evidenced, but the most notable were observed since the 19th century in relation to the new political and socio-economic context, which pushed deforestation processes to support settlement expansion (though urbanization and suburbanization) and agricultural development (intensification and extensification). These processes gradually expanded until the beginning of the 21st century under the socio-economic changes during the communist regime and the post-communist period. Galați area has more than tripled in size, which led to a significant pressure on the forest-covered area, followed by changes in its structure and composition.