Apart from interactivity, representativeness (in the meaning of grandness) is the basic and required characteristic of public open spaces. The representativeness of public open spaces (POS) is understood in terms of their ability to portray cities and their inhabitants as a whole. This study considers the historical value of public spaces and determines their contemporary role as spaces for representing cities. Moreover, we explore the relationship between the natural value of such places and their representativeness function. It was necessary to define the criteria determining the representativeness of public spaces, including their physical, semiotic, and functional features. The study was carried out in the midtown zone of Szczecin. The subject of the study is urban landscape objects. The landscape, according to the definition presented by the European Landscape Convention, is part of the land, as perceived by local people and visitors, which evolves through time as a result of being acted upon by natural forces and human beings. The landscape approach used in this research enables an assessment that requires taking into account and comparing many aspects that build the layers of the landscape. Qualitative and quantitative research methods were used to assess the characteristics that distinguish POS in the symbolic, formal, location-related and functional layers and to examine their ecological value. The results of the study generally confirmed our hypothesis: i.e., embedding the studied POS within the city’s tradition—with its strong semiotic connections and with the specific history of the place (genius loci)—increases the space’s range of contemporary, representative functions. At the same time, an apparent decrease in the prestige of the studied POS was observed. Although they originally had high historical value, they either lost key artifacts constituting that identity or were excluded from the main functional and compositional axes of the city. Moreover, this study proves that the representativeness of POS, conditioned by historical value and contemporary functional, spatial, and location features, is generally inconsistent with their high natural value. Still, this inconsistency does not have to be a mean contradiction.

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A growing number of urban interventions, such as culture-led regeneration strategies, has emerged alongside growing awareness of the concept of re-urbanization. These interventions evolve to create a holistic urban vision, with aims to promote social cohesion and strengthen local identity as opposed to traditional goals of measuring the economic impact of new cultural developments. Szczecin’s, Poland urban strategy is focused on the expansion of culture—a condition for improving the quality of life and increasing the city’s attractiveness. This article assesses the potential for re-urbanization of Szczecin’s flagship cultural developments. Questionnaire surveys and qualitative research methods were used to assess the characteristics that distinguish cultural projects in the formal, location-related, functional, and symbolic layers, as well as examining their social perception. The results show that the strength of these indicators of urbanscape identity affects how the cultural developments are assessed by the society. Semiotic coherence and functional complexity of the structures have a significant impact on the sense of identification, while their monumentality and exposure contribute to the assessment of the impact on their surroundings. A development with a firm identity, embedded in the city’s tradition not only preserves the cultural heritage of the city but also makes inhabitants feel association with the new project.