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The itinerary starts from the Emperor's Castle, which with its big size strongly imposes itself on all the urban fabric of the city of Prato and is ideally connected with the ancient walkway of the Cassero, in the past defined "corridore" (keep) that put in direct connection the walls near the Florentine gate with the castle through the back door.
Also in Prato and only partly visible is the Jews’ Bastion (in Via Cavallotti) started around 1530 and restored in 1577 on a project by Bernardo Buontalenti, and probably around 1645 by Baccio del Bianco.
The more imposing Owls’ Bastion (Via Curtatone) has irregular stone masonry. The major section of the bastion is visible after the railway underpass.
The Bastion of the Gallows is near Piazza Mercatale, and derives its name from the executions that took place in that place.
The San Giusto Bastion (Via Cavour) is an imposing structure, built in 1555, by will of Cosimo I, with defense functions.
The itinerary after goes through the Bisenzio Valley (Cerbaia Fortress and Vernio Fortress), then descends to Montemurlo (Montemurlo Fortress) and ends in Carmignano (Carmignano Fortress).