158
riders
10
rides
Road cycling routes around Cumbres De Enmedio traverse a landscape characterized by rolling hills and natural park scenery, offering varied terrain for cyclists. The region features areas like the Sierra de Aracena Natural Park and the Dehesas de Barrancos, providing a mix of open woodlands and agricultural lands. Elevations vary, with routes including significant climbs and descents. This area is suitable for road cyclists seeking routes through rural settings and historic villages.
Last updated: July 16, 2026
4
riders
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
1
riders
139km
06:55
1,820m
1,820m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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16
riders
56.6km
02:57
830m
830m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
54.8km
02:46
770m
770m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
67.1km
03:37
1,050m
1,050m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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The Convent of the Poor Clares in Cumbres Mayores, Huelva, has a rich and significant history. Founded in 1467 by Papal Bull of Pope Paul II, it was initially called "Our Lady of Consolation". In 1515, it was rebuilt under the guardianship of the Cathedral of Seville and was renamed "Our Lady of the Conception".
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The Hermitage of Our Lady of Hope in Cumbres Mayores, Huelva, is a place of great historical and religious value. Its construction dates back to the beginning of the 14th century, although it has undergone several renovations over the centuries.
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This castle was entrusted to the Knights Templar in the 13th century. The castle has seven towers, the most notable of which is the Torre del Homenaje, which has a bell tower from the 18th century. Inside the fortress are the Plaza de Toros, built at the end of the 18th century, and the Plaza de Abastos, which dates from the beginning of the 20th century. In addition, the Church of Santa María and the Parish House are attached.
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The Convent of Our Lady of Peace in Fregenal de la Sierra is a historic building from the 17th century, built by the merchant Alonso de Paz. This convent, belonging to the Augustinian Mothers, stands out for its architecture and its rich history. In the church of the convent you can see three altarpieces made thanks to the “pious mandate” of Juan Bravo Murillo. In addition, above the choir there is a 17th century canvas attributed to the artist Domingo de Urbín, which represents the appearance of the Virgin Mary to Saint Ildefonso of Toledo.
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The Plaza de Toros de Fregenal de la Sierra is located in the municipality of the same name, in the province of Badajoz. This plaza has a special charm, as it is located in the courtyard of the Templar castle. Built in 1781, the plaza has a capacity for 4,800 spectators and is classified as third category. The history of the plaza is closely linked to the urban development of the town and the influence of the castle fortress.
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This old convent, founded in the mid-15th century, belonged to the Franciscan Poor Clares until the 19th century. Today it only conserves the cover, built in granite and in the late Gothic style.
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This castle belonging to the Galician Band was built between the 13th and 15th centuries under the reign of Sancho IV el Bravo. It has eight towers linked by a great stone wall. It is worth visiting its interior, which can be accessed on weekends and holidays for less than two euros.
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The castle of Cumbres de San Bartolomé is a construction from the 13th and 14th centuries located in the historic center of the municipality of the same name. This fortification is part of the Banda Gallega, a group of castles from the Late Middle Ages that were close to the border with Portugal.
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There are 10 road cycling routes documented around Cumbres De Enmedio, offering a variety of experiences through the region's landscapes.
Road cycling routes around Cumbres De Enmedio are characterized by rolling hills and natural park scenery, including areas like the Sierra de Aracena Natural Park and the Dehesas de Barrancos. You can expect a mix of open woodlands, agricultural lands, and routes with significant climbs and descents.
The routes around Cumbres De Enmedio are generally categorized as moderate to difficult, with no easy routes listed. Cyclists should be prepared for varied terrain and elevation changes.
For experienced riders seeking a challenge, consider the Between borders - the Dehesas de Barrancos — circular from Fregenal de la Sierra, a difficult 86.6-mile (139.4 km) path through open pastures and oak woodlands. Another option is the Castillo de Valencia del Ventoso - Sierra de Aracena Natural Park - circular route via Fregenal de la Sierra, a difficult 64.5-mile (103.8 km) route with notable elevation changes.
Yes, many routes are circular. Examples include the popular Castillo de Valencia del Ventoso - Sierra de Aracena Natural Park - circular route via Fregenal de la Sierra and the Between borders - the Dehesas de Barrancos — circular from Fregenal de la Sierra.
The routes often pass through rural settings and historic villages. Notable attractions in the vicinity include the Templar Castle of Fregenal de la Sierra, the Plaza de Toros de Fregenal de la Sierra, and the Hermitage of Our Lady of Hope. The town of Higuera la Real is also a point of interest.
Given the region's climate, spring (April-May) and autumn (September-October) generally offer the most pleasant temperatures for road cycling, avoiding the intense heat of summer and potential chill of winter.
Yes, routes like the Higuera la Real – Cumbres Mayores Castle loop from Higuera la Real lead through rural landscapes and past historic points, including the Cumbres Mayores Castle.
The routes vary significantly in length and duration. For instance, the Higuera la Real – Cumbres Mayores Castle loop from Higuera la Real is about 35.1 miles (56.6 km) and takes around 2 hours 56 minutes, while the Between borders - the Dehesas de Barrancos — circular from Fregenal de la Sierra is 86.6 miles (139.4 km) and can take over 6 hours.
Over 160 road cyclists have explored Cumbres De Enmedio using komoot, indicating a popular destination. Cyclists often appreciate the varied terrain, the natural park scenery, and the opportunity to ride through rural settings and historic villages.
Absolutely. Routes such as the Between borders - the Dehesas de Barrancos — circular from Fregenal de la Sierra, at 86.6 miles (139.4 km), provide an extensive ride perfect for a full day out exploring the Dehesas de Barrancos.


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