Cycling day trip from Asenovgrad to Plovdiv

This scenic ride takes you from the charming town of Asenovgrad to the vibrant city of Plovdiv—perfect for a leisurely day in the saddle. You’ll start off in Asenovgrad, known for its beautiful Asen’s Fortress perched above the town and its wine-making traditions. The journey covers just over 30 km, and while there’s some gentle climbing at the start (just over 100 meters of ascent), you’ll enjoy a gradual descent most of the way.

Expect mostly quiet country roads and rural tracks, with a good stretch on asphalt but some rougher, unpaved surfaces too—so a gravel or hybrid bike works best. As you near Plovdiv, Bulgaria’s cultural heart, you’ll roll into a city famous for its Roman theater, colorful Old Town, and lively café scene. Treat yourself to a tour of the ancient streets or a coffee by the Kapana arts district—you’ve earned it after a ride like this!