4.5
(178)
3,408
riders
260
rides
Road cycling routes around Winterswijk traverse a diverse landscape characterized by historic farmland, bocage scenery with hedgerows and tree-lined lanes, and ancient brooks. The region features rolling hills, forests, and heathlands, offering varied terrain for cyclists. This area, part of the National Landscape Winterswijk, provides an extensive network of cycle paths suitable for exploring both natural beauty and cultural heritage.
Last updated: May 7, 2026
5.0
(1)
119
riders
125km
05:26
640m
640m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
71
riders
91.5km
03:58
250m
250m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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4.4
(8)
78
riders
34.8km
01:21
50m
50m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.3
(6)
83
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
4.6
(5)
85
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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brewing kettle for Grolsch beer, from Groenlo (Grolle)
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Class underpass of the N18, continue to Groenlo, Eibergen or east.
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Like many roads in the Netherlands, there are well-marked lanes for cyclists. And the quality of the asphalt is excellent 👍🏻.
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keep driving - the path has priority!
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Small bridge over the Beurszerbeek
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Beautiful windmill that is still in use. GREAT
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Ideal for a chain check 💪 Short but steep ramp up the Daruper Berg. Max. gradient approx. 16%. If you want, you can take a break at the top. There is a wooden bench with a beautiful view of the Daruper valley (as long as the corn isn't high!)
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Here you can take a nice break in an old water mill and enjoy a small breakfast, cake and coffee.
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Winterswijk offers a diverse landscape for road cyclists. You'll encounter the unique bocage scenery with historic farmland, hedgerows, and tree-lined lanes. The region also features rolling hills, expansive forests, and serene heathlands, providing varied vistas and gradients. Many routes follow well-paved paths, though some may include unpaved segments suitable for good fitness levels.
There are over 250 road cycling routes around Winterswijk listed on komoot, catering to various skill levels. This includes 50 easy routes, 189 moderate routes, and 18 difficult routes, ensuring there's something for everyone.
Yes, Winterswijk offers several easy road cycling routes suitable for families. These routes typically feature gentle gradients and well-maintained paths. An example is the Church of Bredevoort – Beltkorenmolen Hermien loop from Landgoed 't Waliën, which is 30.4 miles (49.0 km) long and guides cyclists through historic areas and past cultural landmarks.
Road cycling routes in Winterswijk are rich with natural beauty and cultural heritage. You can explore ancient brooks, significant nature reserves like Korenburgerveen and Bekendelle, and the unique geological site of the Winterswijk Quarry (De Steengroeve). Cultural landmarks include historic farmhouses, watermills, windmills, and churches. Just across the German border, you might even spot flamingos at Zwillbrocker Venn.
Yes, many road cycling routes in Winterswijk extend into the nearby German border region, offering a unique cross-border experience. For example, the Daruper Hill – View of the Daruper Valley loop from Winterswijk is a challenging 78.8-mile (126.8 km) route that crosses into Germany. Another option is the Kreuzkapellenweg – Dinxperlo Border Crossing loop from Winterswijk, which also leads across the border.
The spring and summer months generally offer the most pleasant conditions for road cycling in Winterswijk, with milder temperatures and longer daylight hours. The landscape is particularly vibrant during these seasons. However, the region's well-maintained paths can be enjoyed throughout much of the year, weather permitting.
Absolutely. For experienced riders seeking a challenge, Winterswijk offers routes with significant elevation gain and longer distances. The Daruper Hill – View of the Daruper Valley loop from Winterswijk is a difficult 78.8-mile (126.8 km) route with over 650 meters of elevation gain, crossing into Germany and taking approximately 5 hours and 28 minutes to complete.
The road cycling routes in Winterswijk are highly rated by the komoot community, with an average score of 4.5 stars from over 160 reviews. Cyclists often praise the diverse and picturesque National Landscape, the well-maintained paths, and the blend of natural beauty with cultural heritage found along the routes.
Yes, many of the road cycling routes in Winterswijk are designed as loops, allowing you to start and end at the same point. Examples include the Mühlenteich – Landgoed Den Schooten loop from Winterswijk West and the Hilgelo Lake Path – Beurzerbeek Bridge loop from Winterswijk West, offering convenient options for exploration.
Winterswijk and its surrounding charming villages offer various options for refreshments and accommodation. Many routes pass through or near hamlets where you can find local cafes, pubs, and restaurants. For more general information about the area, you can visit visitacity.com/en/winterswijk.
Winterswijk has public transport connections, including a train station, which can serve as a starting point for many routes. It's advisable to check local public transport schedules and bike carriage policies in advance to plan your journey effectively.


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