The article aims to explore the perception of freedom among two generations, young and middle-aged citizens of Rasht, by drawing on the theories of Ronald Inglehart and Isaiah Berlin. According to Berlin's theory, freedom is a crucial element in the context of values, personal rights, and the private and social lives of individuals. Furthermore, based on Inglehart's theory, generational shifts and changes in values give rise to diverse perspectives in various domains among citizens. The article employs a quantitative research method, and data collection is conducted using a questionnaire. Accordingly, a sample of 384 participants was selected through random cluster sampling from the young group aged 18–29 years and the middle-aged group aged 40–49 years. According to the findings, the mean perception of freedom in the younger generation and the middle-aged generation were 2.60 and 2.63, respectively. Both scores are slightly above the average, but there is a minor difference between the two groups. However, the perception of individual freedom was slightly higher in the middle-aged group. Social capital levels were not significantly different between the two groups, while feelings of social deprivation were slightly higher in the middle-aged group, though the difference was not statistically significant. The average religiosity score was 3.13 for the younger generation and 3.55 for the middle-aged group, which are both above average. This suggests a statistically significant in religiosity between the two generations, which is generalizable to the statistical population. Based on the results of multiple regression analysis, the variables of social deprivation, social capital, and religiosity explain 24% of the variation in the perception of freedom, with religiosity exerting the highest direct impact on this perception.