Antica via Bartolenga
Until the first middle of the 15th century, this old street followed the city-to-city route of the Laurentana antica, a road for pilgrims that wound up in Loreto where the religious establishment of the Santa Casa is located. The street started from the Piazza del Grano (the Grain Square) and ended at the Pianella fountain in front of the Tolomei Palace. Its original route wound along the walls of the town, but when these walls were reconstructed in the thirteenth century, the street was incorporated into the village.
In the second half of the 15th century the local government, in agreement with the city of Siena, radically changed the urban layout of Asciano by modifying the path of the Via Lauretana so that it went up through the residential area after entering town by the Sienese Gate. In front of the Ospedale San Michele next to the Palazzo Tolomei, it then rejoined the previous route of the Lauretana.
This move was decided at the same time as the fountain of the Piazza del Grano was going up. Consequently, the Via Bartololenga became a street within the walls. Skirting the district with the kilns for producing ceramics, the Via Bartolenga was a direct connection between the market place, the Palazzo del Podestà and the Palazzo Tolomei, which belonged to the Tolomei family then very powerful in both Asciano and Siena.