The history of the Pyli Bridge, also known as the Saint Bessarion Bridge, begins back in 1514. In an era where communication was a matter of life or death, the need for a safe crossing over the Portaikos River was imperative. The inspirer and sponsor of the construction was Saint Bessarion, an enlightened hierarch of the time and Metropolitan of Larissa, who dedicated his life and fortune to social works, building other bridges in the wider region.
The bridge was built by renowned masters from Epirus, using exclusively local stone, and became a masterpiece of traditional Epirus architecture. With its impressive span, it was for centuries the sole roadway connecting the fertile Thessalian plain with the isolated villages of Aspropotamos and all of Southern Pindos, serving as a gateway to Epirus. Its role ended in 1936, when the modern bridge was constructed nearby, leaving the old stone arch to function as a silent witness to 5 centuries of history, trade, and wars.