Planning for Liepaja as an economically active city was determined by the main roads on economically significant sights – administrative and trade centres around squares, which affected the urban spatial composition and obtained configuration appropriate for the function, building and visual image. The Ministry of Culture of the Republic of Latvia with the Order No 128 on October 29, 1998 determined the area of national importance urban development monument “Liepaja’s Historic Centre,” where about 300 buildings, which were built during the 17th–19th century in Russian and German cultures’ interaction, are considered as architecturally and artistically important. An essential part of Liepaja’s historic urban environment is squares and greeneries. However, the peculiarities and culture-historical values can be preserved if landscaping measures are performed in a qualitative and holistic way, being aware of the urban structure development. Major changes have taken place in Liepaja’s urban environment during the restored Republic of Latvia, when due to financial capacity the image of many squares and historic places was radically changed in a hurry without a careful architectonic and artistic research. Neglecting detailed research of urban environment, Liepaja have lost several squares – they have lost their identity, colouring and have become extensions for traffic roads. Due to major reconstructions the visual image of the Rose Square and the Square named after the President of Latvia Republic Janis Cakste, and several other squares has been changed. Goal of the research – analyse the functional and visual changes of the national importance urban development monument “Liepaja’s Historic Centre” during the restored Republic of Latvia.