Cultural cross-border cooperation includes all fields of cross-border cooperation and gives base for main connections and interactions. Without strengthening cultural cross-border cooperation, it is impossible to build significant relations between neighbors. Culture, as a foundation, an activator and a purpose of development in cross-border regions, represents a cardinal and conditional factor of cross-border cooperation. Today's situation in the Balkans reveals ethnic diversity of this region and territorial dispersion of ethnic groups. This implies at the same time great cultural diversity as well as dispersal of various national cultures over the Balkan's states. During the 20th century Serbia and Bulgaria have very complex political and intrastate relations. But in the last 10 years there have been significant improvements in the cross-border cooperation between Serbia and Bulgaria. The results of these improvements are established Euro-regions and implemented cross-border projects between these two countries. Existing Euro-regions between Serbia and Bulgaria created links between various local authorities and made excellent basis for cross-border initiatives and joint projects to promote common interests across the border and cooperation for the common good of the border areas populations. The well managed cultural cross-border cooperation between these two countries will provide a clear view of common features and raise common identity for the region, contribute to tolerance and understanding between people in this area and enable them to overcome the peripheral status of the border region in their countries and improve the living conditions of the population