Momotaro Dentetsu 16: Hokkaido Daiidou no Maki!

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This is a popular Sugoroku style board game series. The player becomes the president of a railway company, and while traveling around Japan by train, he buys properties from various regions and increases his assets, aiming to become the richest president in Japan. This time, the Great Cold Wave Directly Hit Hokkaido, What is the Fate of Frozen Hokkaido!

Source: IGDB