![Cover image](https://images.tarmacs.app/cycling-routes/photos/germany/arnsberg/2401199750/winterberg-1.webp)
Winding Roads and Whimsical Villages
A road cycling route starting from Winterberg
Embark on a scenic journey through the picturesque villages and winding roads of Sauerland.
Map
![Map miniature of "Winding Roads and Whimsical Villages" cycling inspiration in Arnsberg, Germany. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/germany/arnsberg/winterberg/road/189405.webp)
Discover the hidden gems of Sauerland on this 64-kilometer road cycling route. With a moderate climb of 1,292 meters, this route is perfect for cyclists of all levels seeking a scenic adventure. From the panoramic viewpoint of Hengstkopf to the enchanting village of Usseln, each highlight along the route offers a unique glimpse into the region's beauty. As you peddle through the winding roads, you'll be captivated by the whimsical charm of Assinghausen and the serene beauty of Hammerkopf. Winterberg, the starting point of this route, serves as a vibrant hub for outdoor enthusiasts and offers a range of amenities for cyclists. Get ready to be enchanted by the idyllic landscapes and charming villages of Sauerland.
road
64 km
1292 m
Tough
Route profile
Highlights on the route
0 km
0 km
Start: Winterberg City centerWinterberg: Conquer the legendary Kahler Asten climb in Winterberg
Winterberg is a town located in the Arnsberg region of Germany. This locality is a popular destination for road and gravel cyclists due to its challenging climbs and scenic routes. The Sauerland region offers various well-known climbs, such as the Kahler Asten, which is a legendary climb in the area. Winterberg also hosts a range of cycling events throughout the year, attracting both local and international cyclists. With its beautiful landscapes and cycling-friendly infrastructure, Winterberg is a must-visit spot for cyclists looking for thrilling rides.2 km
2 km
Hengstkopf668 mPeakLocated at an altitude of 636 meters, Hengstkopf offers breathtaking views of the surrounding forested hills and valleys.
14 km
14 km
AssinghausenVillageAssinghausen is a picturesque village known for its traditional half-timbered houses and beautiful hiking trails.
24 km
24 km
Hammerkopf543 mPeakHammerkopf is a scenic viewpoint offering panoramic vistas of the rolling hills and dense forests.
30 km
30 km
HoppeckeVillageHoppecke is a tranquil village nestled along the river, offering a peaceful respite for weary cyclists.
46 km
46 km
UsselnVillageUsseln is known for its charming architecture and cozy atmosphere. Take a moment to explore its streets and soak in the local atmosphere.
49 km
49 km
Auf'm Knoll738 mPeakAuf'm Knoll is a scenic viewpoint offering stunning panoramic views of the surrounding countryside.
57 km
57 km
RingwallViewpointRingwall is an ancient hillfort with historical significance. Explore the ruins and learn about the region's rich history.
64 km
64 km
WinterbergTownWinterberg serves as the starting point for this adventure, offering a range of amenities for cyclists and outdoor enthusiasts.
64 km
64 km
Finish: Winterberg City centerWinterberg: Conquer the legendary Kahler Asten climb in Winterberg
Cycling routes from Winterberg:
Winding Roads and Whimsical Villages The Gravel Adventure Winterberg to Lagerstein through picturesque gravel routes The Natural Beauty of Niedersfeld Winterberg to Kappe via the scenic road The Joys of Gravel Riding Winterberg to Blutstein passing through challenging gravel paths The Sauerland Adventure Winterberg to Vorderer Katzenkopf via Ringwall and Burg Hessenstein Winterberg to Burg Lichtenfels through gravel paths Winterberg to Molbecke Gravel Route
Cycling routes nearby:
![Image of Hallenberg](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/hallenberg-5.webp)
![Image of Medebach](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/medebach-3.webp)
![Image of Willingen](https://images.tarmacs.app/cycling-routes/covers/germany/kassel/willingen-4.webp)
![Image of Bromskirchen](https://images.tarmacs.app/cycling-routes/covers/germany/kassel/bromskirchen-5.webp)
![Image of Bad Fredeburg](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/bad-fredeburg-3.webp)
![Image of Schmallenberg](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/schmallenberg-3.webp)
![Image of Olsberg](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/olsberg-4.webp)
![Image of Bad Berleburg](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/bad-berleburg-5.webp)
![Image of Bestwig](https://images.tarmacs.app/cycling-routes/covers/germany/arnsberg/bestwig-5.webp)