Toledo is one of the most important cities in Spain, known as the city of the three cultures because Christians, Muslims and Jews lived together there for centuries. Even though the city is not formally divided and separated into each culture, some neighborhoods do have more influence than others.
In seventeenth century, Toledo was known as the “convent city” do to all of ecclesiastic buildings and churches and then slowly began to gain influence from the muslims gaining its structure from their architectural system of long and wavy streets with rooftops almost touching each other but windows never overlooking each other. Out of more than a dozen mosques only two remain up to this day.
Eventually the city was also influence by the Jews, there is only two synagogues as well and they are in the more jewish influence neighbourhood called “La Judaria”, where there was a higher concentration of a hebrew population. You can easily distinguish Jewish headquarters and homes because Jews primarily were primarily involved in the trade so most of their living quarters will sit one or two stories above the markets on the first floor.
The city is a small town south of Spain, about an hour drive from Madrid and it houses some of the most important monuments of the country as well as some of the best food. You don’t really need an itinerary for such a small town, all you need is to head out here with your walking shows because it’s not so much about the amount of walking you will do, it’s about how strenuous the walk will be because the city grew uphill.
You will arrive at the train station, in leaving it turn right and follow up the hill until you get to Alcantara Bridge which is characteristic of Toledo, as well as the Alcantara Door at the end of it. Follow the road all the way up to Plaza Zocodover where you can take a little break and have some coffee, listen so some live music for a bit and then keep heading up. You will run into signs that guide you to the synagogues, the mosques, the Judaea neighborhood, the Greco Museum and the several churches and schools across town.
On the way back I recommend coming down through “Convento de la Concepcion”, at the very top of the hill before getting to Alcantara Bridge, where you can get the best view of the city and its connected rooftops and synagogue and cathedral tops.
Make sure to try some food in the area, spanish cuisine influence by three different cultures.