Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Optional
e-bike hire
Free £150 National Trust gift card when you book by 17 September. Find out more.
Immerse yourself in Extremadura, a region rich in historical and cultural heritage, and follow the footsteps of the men who pioneered the exploration of the Americas. This magnificent area in central Spain invites you to explore its diverse landscapes, from the olive groves and cherry blossoms in spring in the foothills of the dramatic Gredos Mountains to the untamed beauty of Monfrague National Park. Here, eagles and vultures soar overhead, offering an unforgettable experience for avid birdwatchers. As you cycle through this captivating region, you'll encounter an authentic vision of Spain, often overlooked by tourists.
Take in the historical charm of Extremadura as you visit the UNESCO World Heritage city of Caceres, renowned for its impressive medieval monuments and vibrant main square. The region also boasts architectural marvels in Oropesa, Plasencia, and Trujillo, built by the explorers who returned from the Americas. These cities provide a glimpse into the past with their well-preserved buildings and historical significance, enriching your journey through this fascinating land.
Enhance your adventure by staying in luxurious hotels and Parador each night, where you can indulge in the finest local cuisine. Extremadura is celebrated for its exceptional Spanish jamon, crafted from free-range pigs fed on the region's acorns. This local delicacy, along with other regional specialties like Torta del Casar, a delicous melted cheese or gazpacho extremeno, a local version of the typical Spanish soup, will spoil your palate and provide a true taste of the heartland of Spain.
This holiday is more challenging with longer cycles and features mainly tarmac roads, occasionally more busy, and paths in the national park. There are steep climbs, for which we give information on on our up and documents. E-bikes are offered as an upgrade for a more leisurely experience.
Today you arrive in Oropesa, where your trip begins. Take your time exploring this beautiful medieval town with its cobbled streets and historic treasures.
You stay at Hotel Casa Platón Páramo.
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Welcome to Casa Platón Páramo in Oropesa. Nestled amidst lush gardens, this enchanting 4-star country house invites you to unwind in its cozy shared lounge or explore the picturesque surroundings. Relax in air-conditioned rooms with flat-screen TVs, private bathrooms and complimentary WiFi throughout the property. A delicious buffet breakfast is served every morning, and you can enjoy the common areas and the curated garden. Your relaxing retreat awaits!
Room upgrades: Please contact us for details.
Today you will ride through Mediterranean woodlands along the foothills of the Gredos Mountains, where a backdrop of granite cliffs provide breathtaking views. Your final destination is Jarandilla de la Vera, a town boasting architectural gems like the churches of San Agustin and Nuestra Senora de la Torre.
You stay at Parador Jarandilla de la Vera or Hotel Mirador de la Portilla.
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Parador de Jarandilla de la Vera, a 4-star gem in Jarandilla de la Vera, boasts a seasonal outdoor pool, lush garden, and delightful dining at its restaurant and bar. Enjoy 24-hour room service, free WiFi, and helpful amenities like a tour desk and currency exchange. Each air-conditioned room is designed for comfort, featuring a desk, safe, flat-screen TV, private bathroom with a bath, and a minibar. Wake up to a sumptuous buffet breakfast and unwind on the sun terrace.
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Experience timeless elegance at Parador de Jarandilla de la Vera, a 4-star haven nestled in the heart of Jarandilla de la Vera. Indulge in the serene beauty the seasonal outdoor pool and lush garden, and savor gourmet delights at the on site exquisite restaurant and bar. The hotel offers impeccable service, including 24-hour room service and complimentary WiFi, along with a tour desk and currency exchange to enhance your stay. Enjoy the comfot of your air-conditioned room, thoughtfully appointed with a desk, safe, flat-screen TV, private bathroom, and minibar. Begin each day with a sumptuous buffet breakfast, relax on the sun terrace or embark on scenic hikes through the breathtaking surroundings.
Room upgrades: Please contact us for details.
Today, you will cycle through the peaceful countryside to the medieval market town of Plasencia. Strategically located, Plasencia has been part of the 'Ruta de la Plata' since the days of the Conquistadors. The town boasts a rich architectural heritage, featuring palaces, ancestral homes, and religious buildings along the banks of the Jerte River. For a longer route, you can include a visit to the enchanting 16th-century Monasterio de Yuste, nestled in stunning oak woodlands.
You stay at Parador de Plasencia.
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Nestled in Plasencia, just 35 km from Parque Natural de Monfragüe, Parador de Plasencia offers a luxurious retreat with a fitness centre, private parking, a lush garden, and a fine dining restaurant. This 4-star hotel features a stylish bar and air-conditioned rooms equipped with free WiFi and private bathrooms. Guests can enjoy 24-hour room service, a dedicated front desk, and convenient currency exchange services. Start your day with a delectable buffet breakfast, then unwind in the hotel's sauna and Turkish bath.
Spend a day in Plasencia exploring the historic Plaza Mayor and the impressive New and Old Cathedrals. Walk along the medieval city walls and visit the Museo Etnografico Textil Perez Enciso. Enjoy a traditional lunch with regional dishes like Iberico ham and Torta del Casar. Relax in Parque de la Isla by the Jerte River or visit the Renaissance Palacio del Marques de Mirabel. End your day with a leisurely dinner and an evening stroll through the charming, illuminated streets of the old town.
You stay at Parador de Plasencia.
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Nestled in Plasencia, just 35 km from Parque Natural de Monfragüe, Parador de Plasencia offers a luxurious retreat with a fitness centre, private parking, a lush garden, and a fine dining restaurant. This 4-star hotel features a stylish bar and air-conditioned rooms equipped with free WiFi and private bathrooms. Guests can enjoy 24-hour room service, a dedicated front desk, and convenient currency exchange services. Start your day with a delectable buffet breakfast, then unwind in the hotel's sauna and Turkish bath.
Heading south towards the Tajo River, you will reach Monfrague National Park, a paradise for nature and bird-watching enthusiasts. With its unique mix of farmland and cork and oak trees, it offers a distinctive landscape. Farming in this area is dedicated to raising Spain's famous wild bulls and the black 'Iberico' pigs.
You stay at Hotel Viejo de Las Corchuelas.
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Situated next to Monfragüe National Park and near the charming village of Torrejón el Rubio, Palacio Viejo de Las Corchuelas offers a perfect blend of relaxation and exploration. Enjoy our shared outdoor pool, set amidst beautiful natural surroundings. The cozy rooms feature wooden ceilings, free Wi-Fi, air conditioning, a TV, wardrobe, and a private bathroom. Start your day with a delicious homemade breakfast and savor traditional local cuisine at our restaurant. Relax in the expansive garden and terrace or venture into the stunning landscapes of Monfragüe National Park and the quaint village of Torrejón el Rubio for a truly memorable experience on your free time.
Your route will take you through beautiful woodlands to Trujillo, one of Spain's finest gems. This region was once home to famous conquistadors like Hernan Cortes and Francisco Pizarro, whose impressive bronze statue still stands in the town centre. History surrounds you here, with the conquest's legacy evident in the perfectly preserved architecture.
You stay at Parador de Trujillo.
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The Parador de Trujillo, located in the historic center of Trujillo, offers a blend of design, modern services, and comfort. Just a few meters away is the Plaza Mayor, the city’s vibrant hub, surrounded by historic buildings like the church of San Martín de Tours, the Palacio de la Conquista, and the Casa de las Cadenas. The town center also features the equestrian statue of Francisco Pizarro. The accommodation provides room service, a 24-hour front desk, and currency exchange for guests. Each room at the Parador de Trujillo is equipped with a desk, a flat-screen TV, and complimentary toiletries.
This final day features a blend of picturesque villages and stunning landscapes on your journey to the monumental city of Cáceres. Immerse yourself in its historic architecture, which beautifully combines Roman, Islamic, Northern Gothic, and Italian Renaissance influences. Wander through the narrow, winding cobblestone streets, where ancient stone walls are adorned with elegant palaces and mansions.
You stay at Parador de Cáceres.
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Located in the heart of Cáceres, just 400 meters from San Juan Church, Parador de Cáceres offers a luxurious stay with a garden, private parking, a shared lounge, and a terrace. This 4-star hotel features a restaurant and air-conditioned rooms with free WiFi and private bathrooms. Enjoy room service, a 24-hour front desk, and currency exchange for your convenience. Each elegant room is equipped with a flat-screen TV, satellite channels, a safety deposit box, and a minibar. Start your day with a delicious buffet breakfast available daily at Parador de Cáceres.
As you depart from Cáceres, consider extending your stay to fully explore this wonderful destination.
These tour only prices are based on two people sharing. Single supplement from £293.
These flight inclusive prices are based on two people sharing. Single supplement from £293.
Our aim is to provide holidays that are unbeatable for choice and flexibility. We've listed our most popular travel options below, however you aren't limited to these - we can tailor-make virtually any holiday to suit.
This holiday does not include any flights or rail
Alternative transfers
If you require alternative transfers (because you will be arriving at a different time to our standard flights), then we can usually arrange these for you (there may be an additional charge).
To find out more about the travel options available call our sales team on 01606 720199, use our live webchat (we open again 9am tomorrow) or email sales@headwater.com
Should you require overnight airport accommodation, airport parking or even a uniformed chauffeur to take your car from your departure terminal and park it for you, we can arrange this for you through Holiday Extras. You can book airport parking, airport hotels and executive lounges through their website or contact us for further details. Early booking is recommended to obtain the best availability and prices.
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Optional
e-bike hire
