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Road cycling routes around Valle De Santa Ana traverse a rugged landscape in the province of Badajoz, Extremadura, Spain. The region is characterized by mountainous terrain, situated between the Sierra de San José and Peña de la Señora Santana mountain ranges. Cyclists encounter a mix of trees, orchards, olive groves, and vineyards, with varied scenery provided by natural springs and streams. The topography offers both challenging ascents and scenic journeys through agricultural areas.
Last updated: July 2, 2026
21
riders
75.1km
03:49
1,220m
1,220m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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10
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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There are two theories about its origin: One links it to a hermitage dedicated to Saint Anne, which gave rise to the settlement. The other places it in the 17th and 18th centuries as a refuge for families from Jerez fleeing an epidemic, under the name of Valle del Pino (Pine Valley).
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Valle de Santa Ana is a picturesque municipality in the province of Badajoz, in the autonomous community of Extremadura, located in the Sierra Suroeste region, very close to Valle de Matamoros and Jerez de los Caballeros.
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Jerez de los Caballeros is a town with a rich historical legacy, located in the southwest of the province of Badajoz, Extremadura. Ancient Origins: Its history dates back to the Phoenicians, passing through Roman, Visigothic, Muslim, and Christian periods. It was known as Ceret, Fama Iulia, Xerixa, and finally Jerez de los Caballeros after the Reconquista. Templars: In the 13th century, the Knights Templar took control of the town, leaving an indelible mark on its architecture and culture. Historic Center: Declared a Historic-Artistic Site, it is notable for its Baroque churches, medieval walls, cobbled streets, and stately homes.
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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 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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According to his will, the ashes of the leader of Florida, Hernando Méndez de Soto, rest in this parish. The tower is an emblem of the church and stands imposingly over the town center. The church has the appearance of a collegiate church and its construction must have begun at the end of the 14th century under the dedication of Santiago.
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The Alcazaba and its walled enclosure are a living testimony of the history and medieval architecture in this region. If you ever visit Jerez de los Caballeros, don't miss the opportunity to explore this impressive heritage.
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Homage from Jerez de Los Caballeros to Vasco Núñez de Balboa. He was a Spanish explorer, ruler and conqueror. He was born around 1475 in Jerez de los Caballeros, Spain. Balboa was appointed governor of the province of Panama and Coiba in 1514. However, his relations with the Spanish crown deteriorated and he was executed in 1519. The Monument to the Person on the Bench is located in the Plaza de Espanya and does not depict the Monumento a Vasco Nuñez de Balboa
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Valle De Santa Ana offers a diverse network of over 20 road cycling routes. These routes traverse a rugged landscape, providing a mix of challenging ascents and scenic journeys through Extremadura's countryside.
The terrain in Valle De Santa Ana is characterized by its rugged and mountainous nature, situated between the Sierra de San José and Peña de la Señora Santana mountain ranges. Cyclists will encounter varied scenery, including extensive trees, orchards, olive groves, and vineyards, with natural springs and streams adding to the picturesque views.
Yes, the region caters to various skill levels. There are 11 moderate routes and 11 difficult routes available, ensuring options for both experienced cyclists seeking a challenge and those looking for a less strenuous ride.
Many of the road cycling routes in Valle De Santa Ana are designed as loops, allowing you to start and finish in the same location. Examples include the Church of Saint Michael the Archangel – Church of San Bartolomé loop from Jerez de los Caballeros and the Walled Enclosure (Alcazaba) – Church of San Bartolomé loop from Jerez de los Caballeros.
Many routes pass through or near Jerez de los Caballeros, a town rich in history. You can explore landmarks such as the Walled Enclosure (Alcazaba), the Church of Saint Michael the Archangel, and the Church of San Bartolomé. These historical sites offer interesting stops during your ride.
Absolutely. The mountainous terrain between the Sierra de San José and Peña de la Señora Santana, combined with the extensive orchards and vineyards, provides numerous scenic viewpoints. Routes like the Views of Feria – Jerez de los Caballeros loop from Nuevo Jerez offer particularly rewarding panoramas of the Extremaduran landscape.
While specific parking areas for cyclists are not detailed, the village of Valle de Santa Ana and nearby towns like Jerez de los Caballeros offer general parking options. It's advisable to check local parking regulations upon arrival, especially in historical centers.
The region's villages and towns, including Valle de Santa Ana itself and Jerez de los Caballeros, offer amenities such as cafes and pubs where cyclists can stop for refreshments. The village of Valle de Santa Ana also has a summer swimming pool, sports center, and cultural center, providing additional facilities.
Extremadura generally experiences hot summers. Spring and autumn are often considered the most pleasant seasons for road cycling in Valle De Santa Ana, offering milder temperatures and comfortable conditions for longer rides. Winter can also be suitable, though some days may be cooler.
Yes, Valle De Santa Ana is known for its challenging terrain, with 11 difficult routes available. For example, the Walled Enclosure (Alcazaba) – Church of San Bartolomé loop from Jerez de los Caballeros is a difficult 65.8 km path featuring over 1000 meters of elevation gain, offering a significant test for advanced cyclists.
While there are no routes specifically classified as 'easy' in the guide, the 11 moderate routes could be suitable for families with some cycling experience or beginners looking for a manageable challenge. These routes still offer beautiful scenery without the extreme elevation gains of the difficult paths. Always check the route details for distance and elevation before setting out.


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