In this study, the development trends of bioclimatic parameters recorded at the Maribor and Murska Sobota climate stations from 1952 to 2022 and the dynamics of grape ripening in early-, medium-, and late-ripening grape varieties in the Podravje wine-growing region in Slovenia (north-eastern Slovenia) from 1980 to 2022 were investigated. Based on the data on soluble solids content, total acidity, and the recommended harvest date per year (until the technological ripeness of the grapes; 76°Oe), trends for shortening the growing period of the vines were calculated. Temperature changes have been more pronounced since 1980. The number of so-called hot days (with a maximum of T > 30 °C) has increased the most, which has the greatest impact on other bioclimatic parameters, e.g., the average temperature and growing degree days (GDDs) and the Huglin index (HI). For the period of 1980 to 2022, the trends were 0.44 °C (Murska Sobota) and 0.51 °C (Maribor) per decade, respectively. The trends were more pronounced for the average temperature in the period of May–June (TMJ). After 1980, the HI increased by about 10 units per year. As a result of the climate warming, grapes in north-eastern Slovenia ripened 26 (‘Sauvignon Blanc’) to 35 (‘Welschriesling’) days earlier. The trends showed a decrease in total acidity, which can be attributed to the higher temperatures during the growing season period, especially during the ripening period of the grapes (véraison). After 2010, the average temperatures during the growing season (1 April to 31 October) in Podravje were 1.6 °C higher than in the 1980s. In line with the earlier ripening of the grapes, the actual average temperature from 1 April to the harvest date was a further 1.0 °C higher. The higher temperatures in the late-ripening varieties ‘Riesling’ and ‘Furmint’ had a positive effect on the lower total acidity. Total annual precipitation and precipitation in the growing season for the period 1980 to 2022 in the Maribor area show decreasing trends of 6 mm/m2 (p = 0.001) and 4 mm/m2 (p = 0.012), respectively. In the eastern sub-wine-growing region of Podravje (Murska Sobota), the trends in precipitation were not significant.