Sweet chestnut is a relevant species in Europe for the production of timber and fruit, alongside environmental effects such as biodiversity of protection against soil erosion. In Portugal, chestnut is cultivated mainly for fruit production, in two areas, in the North and the South of the country, with moderate water deficit and low slope and at altitudes higher than 500 m. The current area (845 ha) of the southern so-called Marvão Protected Designation of Origin, of a fortyfold lower order of magnitude by comparison with the Northern productive area, has a significant expansion potential, given its similarity with contiguous areas in the same region. In this context, the main objective of the present work was the evaluation through geographic information analysis of that expansive potential, by comparison of physiographic profiling of the current production area with contiguous areas. A GIS-based characterization of current and potential chestnut areas in Marvão is presented. The methodology involved (i) digital profiling of the main classes/values of the geographical spatial ecological fingerprint considering topography, soil and microclimate variables in the areas currently occupied with sweet chestnut stands and (ii) the evaluation of the distribution of that environmental fingerprint in the whole Marvão productive area, for extending the cultivation to contiguous areas with a similar ecological fingerprint. An enlarged 9889 ha chestnut area was proposed, allocated for high forest stands aiming at agroforestry fruit production and coppiced stands for timber production and environmental protection, corresponding to 4590 ha and 5299 ha, respectively. Fruit production was proposed to field slopes of 0–4% and 4–8%, and altitudes between 400 m and 500 m. Presumable high-quality sites allocated to temporary dry/irrigated cultivations were also proposed for fruit production, in the same slope classes and altitudes higher than 500 m. Timber production and environmental protection were proposed for slopes within 8−12% and >12% ranges. This selection took into account the logistical feasibility facilitated in lower slopes for intensive mechanized management operations. This methodology permits a future field evaluation of site indexes, productivity, and correlations between environmental variables and stand biometry.