4.5
(119)
1,452
riders
43
rides
Road cycling routes around Winnenden traverse a landscape characterized by rolling hills, river valleys, and vineyards within the Rems-Murr district. The region offers varied terrain, from well-paved surfaces along river paths to more challenging routes with significant elevation gains. Cyclists can explore routes that integrate natural features like the Murr River and historical sites such as Winnenden Castle. The area provides diverse options suitable for various fitness levels, from easy rides to demanding climbs.
Last updated: November 3, 2026
4.5
(56)
574
riders
47.0km
02:08
400m
400m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.3
(3)
88
riders
Easy road ride. Mostly well-paved surfaces and easy to ride.

4.0
(2)
42
riders
141km
05:51
880m
880m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
3.5
(2)
68
riders
18.1km
00:46
110m
110m
Easy road ride. Mostly well-paved surfaces and easy to ride.
4.6
(5)
47
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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The Winnenden Fire Brigade Museum (Feuerwehrmuseum Winnenden e.V.) is located in the historic Winnenden freight depot and offers a fascinating journey through the history of firefighting across more than 900 square meters.
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The Schlosskirche St. Jakobus in Winnenden looks back on a history of over a thousand years and is considered the historical nucleus as well as the former spiritual center of the city of Winnenden. Today, the listed church serves as a place of worship for the Protestant parish of Winnenden.
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The history of Schloss Winnenden (historically mostly called Schloss Winnental) ranges from a medieval knight's seat to a ducal residence and finally to one of the oldest psychiatric clinics in Germany. In 1288, Berthold von Neuffen donated the estates in Winnenden to the Teutonic Order. Between 1684 and 1688, the architect Matthias Weiß had the castle fundamentally redesigned. This resulted in the three-story main building (Corps de Logis) as well as a cavalier building. Today, the Klinikum Schloß Winnenden (Center for Psychiatry) is located in the buildings and the extensive park. It functions as a modern specialist hospital for psychiatry and psychotherapy, continuing the site's nearly 200-year medical tradition to this day.
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The medieval Diebsturm (formerly Fangturm) is located at the southwestern corner of the former six-meter-high city wall. It once served as a dungeon for serious criminals who faced the death penalty under high jurisdiction. In front of it is a sculpture created by the artist Martin Kirstein from epoxy resin. It depicts a mischievous thief carrying away a sack full of wine bottles. In the heat of the moment, some bottles have broken – as the wine leaks from the leaking sack, he winks secretly in the direction of the Diebsturm.
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The Schwaikheimer Torturm is the most striking historical landmark of the town of Winnenden and, together with the medieval town fortifications, formed the main entrance to the old town. Its stone passageway – the Schwaikheimer Tor – is considered, along with the remaining parts of the town wall, to be the oldest preserved building structure in Winnenden. The tower was probably built in the second half of the 13th century during the first comprehensive town wall construction. The massive stone ground floor and the stair tower formed the foundation for the defense of the town.
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Here is the start in Winnenden beginning
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From here you have a fantastic view into the valley.
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new cycle path in a picturesque section of the Murr Valley.
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There are over 40 road cycling routes around Winnenden, offering a diverse range of options for cyclists. These include easy, moderate, and difficult routes, ensuring there's something for every fitness level.
The region around Winnenden is characterized by rolling hills, river valleys, and vineyards within the Rems-Murr district. You'll find varied terrain, from well-paved surfaces along river paths like the Murr River Cycle Path to more challenging routes with significant elevation gains in the hills. Some segments may even involve unpaved sections, adding to the adventure.
Yes, Winnenden offers several easy road cycling routes perfect for beginners or families looking for low-traffic options. An excellent choice is the Cycle Path to Birkmannsweiler – View of Bürg and Baach loop from Winnenden, which is 29.8 km long and primarily uses well-paved surfaces. Another easy option is the Cycle Path to Birkmannsweiler – Winnenden Castle loop from Winnenden, which is 18.4 km and incorporates the historic Winnenden Castle.
For rewarding views, consider routes that traverse the higher elevations. The View of Reichenberg Castle – View of Hohenstadt loop from Winnenden offers extensive vistas, including views of Reichenberg Castle and Hohenstadt. The broader Rems-Murr district also features picturesque vineyards and the foothills of the Swabian Jura, providing visually appealing rides.
Absolutely. Many routes integrate historical sites and natural features. For example, the Cycle Path to Birkmannsweiler – Winnenden Castle loop from Winnenden takes you past the historic Winnenden Castle. You can also explore natural highlights such as the Neckarbiotop Zugwiesen Nature Reserve or the Confluence of the Rems and the Neckar at Remseck, which are accessible from various routes in the wider region.
Yes, many road cycling routes around Winnenden are designed as loops, allowing you to start and end in the same location. A popular moderate loop is the Murr River Cycle Path – Path Between the Linden Trees loop from Winnenden, which covers 49.3 km. For a longer, more challenging option, the View of Reichenberg Castle – View of Hohenstadt loop from Winnenden is a 142.3 km loop.
The road cycling routes in Winnenden are highly rated by the komoot community, with an average score of 4.6 stars from over 80 reviews. Cyclists often praise the varied terrain, the scenic beauty of the river valleys and vineyards, and the well-maintained paths that cater to different skill levels.
For experienced road cyclists seeking a challenge, Winnenden offers routes with significant elevation gains. The View of Reichenberg Castle – View of Hohenstadt loop from Winnenden, for instance, features nearly 900 meters of ascent over its 142.3 km distance. The rolling hills of the Rems-Murr district provide ample opportunities for demanding climbs.
The region is generally pleasant for road cycling from spring through autumn. The best months are typically from late spring to early autumn when the weather is mild, and the vineyards are lush. Weekday rides or early mornings on weekends are often recommended for popular paths like the Neckartal Cycle Path to avoid potential crowds.
While specific cafes on every route are not detailed, the region's towns and villages, including Winnenden itself, offer various cafes and pubs. The presence of vineyards also suggests opportunities for stops in wine-producing areas. Planning your route with komoot can help identify potential refreshment stops along the way.
Winnenden has a train station, which can serve as a convenient starting point for many routes, allowing cyclists to arrive by public transport. The broader Rems-Murr district also benefits from good public transport links, making it easier to access various cycling paths.


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