The town developed in an area where several villages stood in the past. Most of the town lands belonged to the Sheremetyevs, who bequeathed it to the Odoyevskys. The first mention of Bolshevo as a place that belonged to the Odoyevskys dates back to 1585. Another village whose territory partially overlapped with the town limits was Maksimkovo, which was first mentioned in 1618 as the property of the Lvovs family. Finally, the village of Lapino-Spasskoye, owned by boyar M. Godunov, was first mentioned in 1617.