Cycling day trip from Winterberg to Olsberg

Cycling Route: Winterberg to Olsberg

Get ready for a scenic ride through the beautiful Sauerland! Starting in Winterberg, a hub for outdoor sports and the highest town in North Rhine-Westphalia, you’ll roll mostly downhill towards Olsberg—a charming spa town famous for its lively Kneipp walking routes and pretty river views.

Expect around 23 km of mostly paved and asphalt surfaces, with a few stretches of gravel that add a bit of adventure. There’s a decent descent (over 570 meters down!) so you’ll love the smooth cruising—though a few gentle climbs (about 230 meters of ascent in total) will keep you honest.

The route winds along quiet roads, forest tracks, and occasional village paths, all offering lush Sauerland scenery. With no busy roads or heavy traffic, this ride is peaceful and perfect for those who want to soak up the countryside without racing down highways.

Finish up in Olsberg, maybe with a riverside break or a dip at the Kurpark! Whether you’re looking for a relaxed ride or just spectacular views, this route delivers a little bit of everything.