Although the hawthorn is not a forest-forming species, and it has no high economic significance, it is a very valuable component of forests, mid-field woodlots or roadside avenues. The literature, however, lacks information on the growth rate, growth phases, or growth–climate–habitat relationship for trees of this genus. This work aimed to establish the rate of growth of Craraegus monogyna and C. xmedia Bechst growing in various parts of Poland, in various habitats; analyze the growth–climate relationship; and distinguish dendrochronological regions for these species. Samples were taken using a Pressler borer from nine populations growing in different parts of Poland, from a total of 192 trees (359 samples). The tree-ring width was measured down to 0.01 mm. The average tree-ring width in the studied hawthorn populations ranged from 1.42 to 3.25 mm/year. Using well-established cross-dating methods, nine local chronologies were compiled with tree ages between 45 and 72 years. Dendroclimatic analyses (pointer year analysis, correlation and response function analysis) were performed for a 33-year period from 1988 to 2020, for which all local chronologies displayed EPS > 0.85. The tree-ring width in the hawthorn populations depended mostly on temperature and rainfall through the May–August period. High rainfall and the lack of heat waves through these months cause an increase in cambial activity and the formation of wide tree rings. Conversely, rainfall shortages through this period, in conjunction with high air temperatures, caused growth depressions. Cluster analysis enabled the identification of two dendrochronological regions among the hawthorn in Poland: a western and eastern region, and a single site (CI), whose separation was most likely caused by contrasting habitat and genetic conditions. The obtained results highlight the need for further study of these species in Poland and other countries.