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Netherlands
Gelderland

Winterswijk

The best road cycling routes around Winterswijk

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.

Best road cycling routes around Winterswijk

  • The most popular road cycling route is Daruper Hill – View of the Daruper Valley loop from Winterswijk, a 78.8 miles (126.8 km) difficult trail that takes 5 hours 28 minutes to complete. This route features significant elevation gain and crosses into the German border region.
  • Another top favourite among local road cyclists is Church of Bredevoort – Beltkorenmolen Hermien loop from Landgoed 't Waliën, an easy 30.4 miles (49.0 km) path. This route guides cyclists through historic areas, passing cultural landmarks like churches and windmills.
  • Local road cyclists also love the Kreuzkapellenweg – Dinxperlo Border Crossing loop from Winterswijk, a 30.5 miles (49.1 km) trail leading through varied landscapes and across the nearby German border, often completed in about 1 hour 54 minutes.
  • Road cycling around Winterswijk is defined by its bocage landscape, ancient brooks, and rolling hills. The network offers options for easy, moderate, and difficult routes, catering to different ability levels.
  • The routes in Winterswijk are highly rated by the komoot community with an average score of 4.5 stars from more than 100 reviews. More than 3000 road cyclists have used komoot to explore Winterswijk's varied terrain.

Last updated: May 7, 2026

5.0

(1)

119

riders

#1.

Daruper Hill – View of the Daruper Valley loop from Winterswijk

125km

05:26

640m

640m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Hard

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Tips from the Community

Karin 🌍
February 24, 2026, Sint-Gregoriuskerk

HISTORICAL DEVELOPMENT ORIGINAL PARISH 1316-1597: Until 1326, the Lordship of Bredevoort was a Westphalian bailiwick within the Upper Diocese of Münster. Catholics attended St. George's Church (today's Sint-Joriskerk) on the MARKET, which was elevated to parish church status in 1535. It was dedicated to Saint George and owes its name to the patron saint of the bailiwicks of Bredevoort, Saint George, who slew the dragon. REFORMATION PERIOD 1597-1675: Through the Treaty of Venlo, Bredevoort—like the entire Duchy of Guelders—became part of the Spanish Netherlands in 1543. During the Eighty Years' War, troops led by Maurice of Orange attacked Bredevoort in 1591 and besieged the town. With the subsequent introduction of the Reformation in 1597, the Roman Catholic inhabitants were no longer permitted to hold religious services. CHAPEL OF THE CROSS, 1675-1798: From 1675 onward, they secretly used the Chapel of the Cross, located just across the border. The Bishop of Münster, Bernhard von Galen, had it built specifically for the Catholics from Aalten and Bredevoort. PREVENTION CHURCH, 1798-1876: With the French invasion in 1795, the Batavian Republic was founded in Bredevoort, and freedom of religion was reinstated. In 1798, the Catholics began building a Roman Catholic church. This church stood between Koppelstraat and Officierstraat (opposite the present-day church). It consisted of two houses whose roofs had been removed and whose walls subsequently raised. The altar was made of brick, and everything was painted white to give the building a sacred appearance. ST. GEORGE'S CHURCH 1875/76: After the previous building had become too small, the architect Alfred Tepe designed this church in the Neo-Gothic style in 1875. The construction manager was Father A.E. Smorenburg. In 1876, it was consecrated to the Sacred Heart of Jesus, and its patron saint is Saint George.

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Karin 🌍
February 24, 2026, Sint-Gregoriuskerk

St. George's Church at Koppelstraat/Kerkstraat 16 in Bredevoort was built on the curtain wall between two former bastions, which is why it still stands slightly higher than the surrounding streets. It was built in the Neo-Gothic style and designed in 1875 by the architect Alfred Tepe, after a house converted into a church had become too small. The construction manager was Father A.E. Smorenburg. The church was consecrated to the Sacred Heart of Jesus in 1876. Its patron saint is St. George. (Source: Information panel at the church) The first 100,000 bricks for the new church came from Barlo, Germany, and were transported by parishioners in wheelbarrows to demonstrate their solidarity with the Dutch Catholics. The remaining bricks were presumably fired in the brick kiln in De Haart. In 1897, the church received a clock and three bells; in 1898, Felice Monasso from Bocholt laid a terrazzo floor, and Muermans & Son from Roermond painted the walls, including a depiction of Christ and the Apostles in the Garden of Gethsemane. (Source: Wikipedia)

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St. George's Church on Koppelstraat was built on the curtain wall between two former bastions, which is why it still stands somewhat higher than the surrounding streets. This makes it visible from afar and offers a good view. It was built in 1875 in the Neo-Gothic style and designed by the architect Alfred Tepe, after a house converted into a church had become too small.

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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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Achim
July 13, 2025, Eibergseweg

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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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes in Winterswijk?

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.

How many road cycling routes are available in Winterswijk?

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.

Are there family-friendly road cycling routes in Winterswijk?

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.

What natural features and landmarks can I see along the routes?

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.

Do any road cycling routes cross into Germany?

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.

When is the best time of year for road cycling in Winterswijk?

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.

Are there challenging road cycling routes for experienced riders?

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.

What do other cyclists say about road cycling in Winterswijk?

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.

Are there circular road cycling routes available?

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.

Where can I find places to eat or stay along the routes?

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.

Is it possible to reach the cycling routes using public transport?

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.

Most popular routes around Winterswijk

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