The end of the 19th century and the first half of the 20th century were turbulent times for Serbia, characterized by numerous wars and significant changes in borders and state constitutions. During this period, the railway network in Serbia underwent substantial development. After the completion of the Belgrade-Niš railway, the Prahovo-Zaječar railway was finished before World War I. During the war in 1915, the railway extended to Knjaževac, and by 1922, the entire Prahovo-Niš railway was completed. The railway network in Eastern Serbia was fully realized in 1972 with the opening of the Majdanpek-Bor railway, which connected the Eastern Serbian railways with the Belgrade-Niš railway. This section was primarily constructed across challenging mountainous terrain and featured numerous bridges, tunnels, and viaducts that enhance its appeal to travellers. The focus of this paper is to present the railway and architectural heritage of the Majdanpek-Bor railway, as observed during our travels along this route.