Grasslands differ in many types depending on the diversity of climatic conditions and substrates. Due to the great wealth of species found in semi-natural grasslands, they conserve an essential part of the biodiversity of the European Union (EEC 43/92), defined as habitats of community interest. Using the region of Calabria (southern Italy) as a case study, this study aims to evaluate how species assemblages and a set of indicators applied to them can be used to analyse and characterize the diversity, ecological features and conservation status of grassland habitats. Vegetation analysis was carried out using the phytosociological method, and habitat ecological characteristics were defined by Ellenberg’s ecological indicator adapted to the Italian flora. Multivariate analysis of the surveys by means of cluster analysis and Principal Components Analysis (PCA) made it possible to define eight habitat groups according to EEC Directive 43/92: 6110 Rocky or basophilous calcareous grasslands of the Alysso-Sedion albi, 6170 Alpine and subalpine calcareous grasslands, 6220*a Pseudo-steppe with grasses and annuals of the Thero-Brachypodietea dominated by a Lygeum spartum, 6220*b Pseudo-steppe with grasses and annuals of the Thero-Brachypodietea dominated by Hyparrhenia hirta, 6210* Semi-natural dry grasslands and scrub facies on calcareous substrates (Festuco-Bromometalia) (*important orchid sites), 6230* Species-rich Nardus grasslands, on siliceous substrates in mountain areas (and submountain areas, in Continental Europe), 6410 Molinia meadows on calcareous, peaty or clayey-siltladen soils (Molinion caeruleae), 6420 Mediterranean tall humid herb grasslands of the Molinio-Holoschoenion, 6430 Hydrophilous tall herb fringe communities of plains and of the montane to alpine levels. Temperature (T) and oisture (U) are the most statistically significant ecological factors in differentiating different habitat types. Analysis of diversity, assessed through Shannon and Evenness indices, showed that it is strongly correlated with habitat diversity as soil moisture increases. The study of ecological characteristics, correlated with biodiversity indices, helps to characterize grassland habitats, providing guidance for the implementation of active conservation policies for these habitats.