This research studies the recent evolution of five cases of small cities in the interior of Spain that several decades ago invested in culture as a strategy to maintain their populations and increase the quality of life of their inhabitants. These are case studies of differentiated characteristics in which the analysis of their evolution offers important keys for developing cultural policies in any small city in the world. The examples of Allariz, Almagro, Astorga, Puigcerdá and Trujillo allow for the corroboration of how betting on culture as a resilient and sustainable strategy generates positive results for their populations. Allariz, in the province of Ourense, is showing a cultural identity development that emerged as a movement to reject the pollution of the Arnoia River. In Almagro, in the La Mancha province of Ciudad Real, the recovery in 1955 of the only Corral de Comedias preserved since the 17th century allowed for the inauguration in 1979 of the first Almagro Classical Theatre Festival, and from then on, a whole series of restorations and new constructions related to theater and the performing arts, which turned a small town of less than 10,000 inhabitants into the national theater capital. Astorga is a small two-thousand-year-old city in the province of León, which is trying to recover as a living history museum to face the current reality of demographic and economic crises. Puigcerdá, in the province of Girona, the historic capital of Cerdanya, is another small town in which cultural management and production is much larger than it would be corresponding to its demographic size. Lastly, Trujillo, in the Extremadura province of Cáceres, a city of pre-Roman origin known in the 16th century as the birthplace of conquistadors in America such as Francisco Pizarro and Francisco de Orellana, is another small town of less than 10,000 inhabitants that is committed to creating and maintaining a rich cultural agenda with an important weight for the history and relationship between America and Spain and the recovery of the civil and religious heritage of this small monumental city. These are five enclaves, in summary, that have for years followed a clear strategy of betting on identity and culture to improve the well-being of their inhabitants and the local development of their economy, and which, as this research demonstrates, have made it possible to avoid the biggest problems of the impoverishment and abandonment of other nearby towns with similar characteristics.