The aim of this article is to show the most significant factors influencing the indoor environment in winter considering the operating conditions of an older stable modified for housing 12 horses and an indoor riding arena for teaching and sports purposes. This research focused on assessing the influences affecting the internal environment from the point of view of the construction of the building and ventilation control in the operating conditions of working and non-working days. The analysis of the results showed that the massive masonry structure has sufficient thermal insulation and accumulation, which was manifested by good temperature stability inside the stable of 7.2 ± 1.7 °C when the outside air temperature was −4.80 ± 1.5 °C. At low outdoor air temperatures of −6.44 ± 0.4 °C, the following conditions were found: a higher relative air humidity (76.0 ± 5.3%), a high CO2 concentration 2317.1 ± 931.7 ppm, and a high airborne dust concentration PM10 = 231.94 ± 19.13 μg·m−3 and PM2.5 = 160.13 ± 6.28 μg·m−3. Therefore, it is necessary to improve the solution and function of the stable ventilation. The small size of the windows and their uneven distribution (average daylight factor ei from 0.313 ± 0.154 to 0.835 ± 0.309) caused insufficient daylight in some individual boxes.