Skip to main content

Spain: Extremadura

Cycling Central Spain in Style

Trip code: C07PC

Average customer rating 4.7 / 5(7 verified reviews)

Self-Guided Cycling
7 nights hotel-to-hotel
Demanding
Flights available
Exodus trip
CO₂ rating 1/5
Headwater Navigation app

Trip highlights

Discover Extremadura’s natural beauty and heritage as you follow in the footsteps of the conquistadores

Relax in luxurious hotels and Spanish Paradors, offering the perfect setting to recharge at the end of each day

Visit Monfrague National Park and immerse yourself in its stunning cork tree landscapes and rich local fauna

Take in the beauty of Caceres, a UNESCO City, alongside the impressive towns of Jarandilla de la Vera and Plasencia

Item 1 of 1

Trip details

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.

What's included

Included

  • 7 nights in 4-star accommodation
  • All breakfasts
  • Bike fitting at the start of your holiday
  • Headwater navigation app
  • Bike hire included
  • Luggage transfers between hotels

Not included

  • Flights
  • Drinks and personal expenses
  • Lunches and picnics
  • Travel insurance

Your bike

Hand-picked for the route, hire included

Kross, Trans Alp or equivalent. Your bike hire is included in the price of your holiday and comes equipped with the relevant essentials.

Travel options

Flights

Our air prices include standard flights and transfers.

Itinerary

Route map, with each night's stop marked
The full route, night by night. Select the map to view it full screen.

Day 1 · —Arrive in Oropesa

Arrive in Oropesa

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

Hotel Casa Platón Páramo
Image 1 of 4

Hotel Casa Platón Páramo

Oropesa

  • Air conditioning
  • Hairdryers
  • Tea & coffee
  • Television
  • Wifi access

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!

Day 2 · 67km/41.6miOropesa to Jarandilla de la Vera

Oropesa to Jarandilla de la Vera

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.

Elevation

Oropesa to Jarandilla de la Vera elevation profile

You stay at Hotel Mirador de la Portilla or Parador de Jarandilla de la Vera

Hotel Mirador de la Portilla

Hotel Mirador de la Portilla

Jarandilla de la Vera

  • Air conditioning
  • Hairdryers
  • Minibar
  • Safe
  • Shops
  • Swimming pool
  • Television
  • Wifi access

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.

Parador de Jarandilla de la Vera
Image 1 of 4

Parador de Jarandilla de la Vera

Jarandilla de la Vera

  • Air conditioning
  • Hairdryers
  • Minibar
  • Safe
  • Swimming pool
  • Television
  • Wifi access

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.

Day 3 · 59km/36.7miJarandilla de la Vera to Plasencia

Jarandilla de la Vera to Plasencia

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

Parador de Plasencia
Image 1 of 4

Parador de Plasencia

Placencia

  • Air conditioning
  • Hairdryers
  • Minibar
  • Safe
  • Shops
  • Swimming pool
  • Television
  • Wifi access

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.

Day 4 · —Rest day in Plasencia

Rest day in Plasencia

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

Parador de Plasencia
Image 1 of 4

Parador de Plasencia

Placencia

  • Air conditioning
  • Hairdryers
  • Minibar
  • Safe
  • Shops
  • Swimming pool
  • Television
  • Wifi access

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.

Day 5 · 39km/24.2miPlasencia to Monfragüe National Park

Plasencia to Monfragüe National Park

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.

Elevation

Plasencia to Monfragüe National Park elevation profile

You stay at Hotel Viejo de Las Corchuelas

Hotel Viejo de Las Corchuelas
Image 1 of 3

Hotel Viejo de Las Corchuelas

Torrejon El Rubio

  • Air conditioning
  • Hairdryers
  • Safe
  • Shops
  • Swimming pool
  • Television
  • Wifi access

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.

Day 6 · 49km/30.4miMonfragüe to Trujillo

Monfragüe to Trujillo

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.

Elevation

Monfragüe to Trujillo elevation profile

You stay at Parador de Trujillo

Parador de Trujillo
Image 1 of 4

Parador de Trujillo

Trujillo

  • Air conditioning
  • Hairdryers
  • Minibar
  • Safe
  • Swimming pool
  • Television
  • Wifi access

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.

Day 7 · 55km/34.2miTrujillo to Cáceres

Trujillo to Cáceres

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.

Elevation

Trujillo to Cáceres elevation profile

You stay at Parador de Cáceres

Parador de Cáceres
Image 1 of 4

Parador de Cáceres

Cáceres

  • Air conditioning
  • Hairdryers
  • Minibar
  • Safe
  • Shops
  • Swimming pool
  • Television
  • Wifi access

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.

Day 8 · —Departure from Cáceres

Departure from Cáceres

As you depart from Cáceres, consider extending your stay to fully explore this wonderful destination.

What our travellers say

Good service

A Valued Customer

The Headwater app with speaking instructions was very clear and accurate.

A Valued Customer

Great route, good bikes, superb hotels. Great service from Headwater.

Ms Turner

We like the friendly staff and details we are given. The navigation app is an important part of the holiday as it is easy to follow and frees you up to enjoy the scenery with no concerns about finding the next destination.

A Valued Customer

Trip as described. Very helpful staff. Good communication. It worked

Mr Tattersall

Well organised and very helpful. Good range of self guided cycle rides

A Valued Customer

I love the fact that although you are part of Exodus, that you have maintain the Headwater brand. Your holidays work, and are straight forward to book, good communication from beginning to end, always easy to contact. Descriptions of holidays are truthful and reliable. We love that we see places that we would never have seen without bikes.

Mrs Helps
Item 1 of 1

Positive impact

Carbon score for this trip

12.0

Kg CO₂e

per person, per night

Relative to other Headwater trips

We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more

From the journal

From£0per person