Siberian stone pine (Pinus sibirica Du Tour) is one of the keystone conifers in Siberian taiga, but its radial growth is complacent and thus rarely investigated. We studied its growth in subalpine stands near the upper timberline along the Western Sayan Mountains, Southern Siberia, because climatic responses of trees growing on the boundaries of species distribution help us better understand their performance and prospects under climate change. We performed dendroclimatic analysis for six tree-ring width chronologies with significant between-site correlations at distances up to 270 km (r = 0.57–0.84, p < 0.05). We used ERA-20C (European Reanalysis of the Twentieth Century) daily climatic series to reveal weak but spatially coherent responses of tree growth to temperature and precipitation. Temperature stably stimulated growth during the period from the previous July–August to current August, except for an adverse effect in April. Precipitation suppressed growth during periods from the previous July–September to December (with reaction gradually strengthening) and from the current April to August (weakening), while the snowfall impact in January–March was neutral or positive. Weather extremes probably caused formation of wide tree rings in 1968 and 2002, but narrow rings in 1938, 1947, 1967, 1988, and 1997. A subtle increase in the climatic sensitivity of mature trees was observed for all significant seasonal climatic variables except for the temperature in the previous October–January. The current winter warming trend is supposedly advantageous for young pine trees based on their climatic response and observed elevational advance.