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This paper utilized 12 coating systems, based on an acrylate and a hydrophobic polymer, with the addition of light pigments, nano-sized polyvalent metal (AsS-chelate complex) for ultraviolet protection, and iodopropynyl butylcarbamate fungicide. This study deals with the impact of the number of coats on the color stability and the surface defects of painted black locust (Robinia pseudoacacia L.) and Norway spruce (Picea abies Karst L.) woods after up to three years of natural weathering, at a slope of 45°. The best coating system was created from three coats, which consisted of two pigmented acrylates (PerlColor) and one transparent hydrophobic water-repellent (AquaStop). The total color change, ΔE*, of the weathered surfaces was approximately two times lower when the application involved a pigmented coating system compared with a transparent one. The color stability of the surfaces and their resistance to defects was better when the coating system was applied to black locust wood compared with spruce wood. Smoother surfaces of wood before painting resulted in a higher resistance against cracking and other defects caused by natural weathering; however, the effect of the initial wood roughness on the color stability of painted woods during natural weathering was usually negligible.