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Cycling Spain’s Land of the Conquistadors

“To be in the Extremadura on a bike was a dream.” — LL

“To be in the Extremadura on a bike was a dream.” — LL

“To be in the Extremadura on a bike was a dream.” — LL

“To be in the Extremadura on a bike was a dream.” — LL
  • 4.8


  • Write a Review

  • 6 nights | 35 miles/day
  • Difficulty Level: 3
  • Self-guided from: €886
  • View Dates

Tours using road, hybrid or touring bikes:

  1. Mostly flat
  2. Flat with some gentle slopes
  3. Rolling, hilly terrain
  4. Some long and/or steep climbs
  5. Extensive climbing

Tours using mountain bikes:

  1. Mostly flat, wide trails
  2. Some gentle slopes, wide trails
  3. Rolling, hilly terrain and/or narrow trails
  4. Some long and/or steep climbs and/or technical trails
  5. Extensive climbing and/or highly technical trails
  1. Variety: Choose from more than 200 tours offered by local operators in 35 countries.
  2. Advice: Our informed advisors help you choose the trip that's right for you.
  3. Lower cost: You pay local tour company prices—less than what big American companies charge.
  4. Great exchange rates: Pay low rates thanks to the millions of dollars in foreign currency we buy each year.
  5. Convenience: We handle the full booking and payment process.
  6. Support: We’re your advocates from initial planning through final pedal stroke.
Tour Type: Guided Self-guided

Tour description

A unique tour cycling from Parador to Parador in Extremadura, west Spain. This tour features luxury hotels with a focus on historic buildings such as restored palaces, monasteries or castles.

The route starts in the old castle of Oropesa and takes you through the south side of the Gredos Mountains in the La Vera region, a place rich in agriculture. You will get to cycle to three beautiful old cities: Plasencia, Trujillo and Caceres, traveling along Monfrague National Park, famous for its spectacular bird life. Extremadura is the land of the Spanish Conquistadors that grew in wealth from the conquest of South America.

If you are interested in a guided experience, please contact us for details and pricing.

Daily program

Day 1: Oropesa
Oropesa is easily reached by train from Madrid (1 hour and 40 minutes).
Overnight in Oropesa

Day 2: Oropesa to Jarandilla de la Vera (34-42 mi/55-67 km)
Today you will cycle on flat land amongst typical Mediterranean woodland towards the foothills of the Sierra del Gredos.
Overnight in Jarandilla de la Vera

Day 3: Jarandilla de la Vera to Plasencia (36-42 mi/59-69 km)
An easy cycle through lovely countryside takes us to the historic town of Plasencia with its beautiful cathedral and old center.
Overnight in Plasencia

Day 4: Plasencia to National Park of Monfrague (27 mi/44 km)
Today you begin the day cycling south towards the Tajo River. As you enter the National Park of Monfrague, watch its famous bird life. On the way, you will enjoy the landscape of grazing land with holy oaks and cork trees. The landscape is dotted with large farms that are dedicated to raising wild bulls and the famous black “iberico” pig.
Overnight in Monfrague

Day 5: Monfrague to Trujillo (31 mi/49 km)
Another cycle through Mediterranean woodland to reach Trujillo. Trujillo is one of the areas most important historic and cultural towns and is certainly one of Spain's finest gems. The walled hilltop town, which overlooks the countryside dates back to 600 BC.
Overnight in Trujillo

Day 6: Trujillo to Caceres (34 mi/56 km)
The last day of cycling gives you a last chance to explore this beautiful landscape, crossing little villages along the way to reach the historic city of Caceres. Strolling along the narrow cobble stone streets of the old city center, having a drink in one of its small old taverns, and enjoying a terrace in one of its plazas are all great ways to end your holiday.
Overnight in Caceres

Day 7: Departure
Departure from Caceres or extra nights.

Route map

Maps reflect your approximate overnight locations and do not reflect your actual cycling route.


Daily: Mar 1-Jun 30; Sep 1-Nov 30, 2019


Tour package
Per person, double occupancy
Single room surcharge (1 person/1 room)
Solo traveler surcharge (1 person in party)
Optional dinner package
Bike Rentals
Hybrid touring bike, 24-speed
Electrically assisted bike
GPS unit (1 per room)
Transfer Madrid Airport to Oropesa (up to 6 people)
Transfer Caceres to Madrid Airport (up to 6 people)
Please note: Instead of operating bicycle tours ourselves, represents local bicycle tour operators around the world. Review the tour operator's information and terms below, then submit your booking request through The primary benefits of booking your tour through include:
  • Lower cost: You pay local tour company prices—less than what big American companies charge
  • Variety: Choose from more than 200 tours offered by local operators in 35 countries.
  • Advice: Our informed advisors help you choose the trip that's right for you.
  • Great exchange rates: Pay low rates thanks to the millions of dollars in foreign currency we buy each year. Or pay in euros!
  • Convenience: We handle the full booking and payment process.
  • Support: We’re your advocates from initial planning through final pedal stroke.
Contact us with any questions about booking and paying for your tour through We look forward to serving you!

Senderos y Pueblos Terms and Conditions

1. If you cancel your booking

Any cancellation must be notified to us in writing and will only be effective upon receipt of such written notification. The following cancellation charges apply:

  • more that 56 days before the holiday commencement: €60
  • 42-56 days before tour start: 5% of tour cost
  • 28-41 days before tour start: 15% of tour cost
  • 27-15 days before tour start: 25% of tour cost
  • 14 days-48 hours before tour start: 50% of tour cost
  • Within 48 hours of tour start: 100% of tour cost

Depending on the reasons of your cancellation, you may be able to reclaim these cancellation charges from your insurance company, if you have taken our travel insurance.

Changes/Modifications to the tour are subject to a €30 fee.

2. If we cancel your booking

In exceptional circumstances we may find it necessary to cancel your booking and if so, we shall make all reasonable efforts to offer a suitable alternative. If this is not acceptable we will refund your deposit, and any other sum you have paid to us which shall constitute full resettlement.

3. General

These booking conditions set out the basis upon which the holiday reservations and other travel are accepted for clients (“you”) by the tour operator. Under the licence number CICL.40-23, the tour operator with C.I.F.: B40225864, domiciled in: Calle de la Sierra 8, Siguero, 40590, Segovia, Spain; complies with legal, financial and insurance requirements under Spanish law and travel agencies regulations.

4. Prices

All prices we quote, are inclusive of our handling fees and VAT and, where published, are correct at the time of publication.

5. If you alter your booking

If you wish to alter your booking (eg, change the dates of your holiday), we will use all our reasonable efforts to comply with your request, however you will be obliged to pay for any additional expenses that are incurred as a result (eg cancellation fees payable to hotels and other suppliers). If you decide to change your holiday in any way once it has commenced (eg change accommodation or the duration of your stay) we accept no liability for any loss, damage, or additional expense and we cannot guarantee a refund of any costs already paid by you.

6. If we alter your booking

If it is necessary to alter the confirmed itinerary before departure, we shall use all reasonable efforts to notify you as soon as possible and make alternative arrangements. If this is not acceptable we will refund your deposit, and any other sum you have paid to us which shall constitute full resettlement.

7. Force Majeure

We regret that we cannot accept liability for any loss, damage or additional expense where the booking needs to be altered or cancelled or we are unable to perform our contractual obligations as a result of events of “force majeure”. In these booking conditions “force majeure” means any event which could not have been reasonably foreseen, or the consequences could not have been reasonably avoided, by us or the suppliers of the relevant services in question, even with the exercise of all due car. Such events may include, war or threat of war, civil strife, terrorist activity, industrial dispute, natural and man-made disaster, fire, adverse weather conditions and all similar events outside our or the relevant supplier’s control.

8. Liability

We use all reasonable efforts to try and ensure that the vacations offered by us are properly arranged and that the suppliers of the services in the holiday maintain reasonable standards. We accept responsibility to take reasonable care in the organisational aspects of the holiday but we are not liable and cannot be held responsible for actions of property owners, organisers of activities, providers of transport or any other suppliers involved in our holiday. Considering the particular nature of our holidays, while taking part in activities, each participant must comply with the advice and instructions given. We cannot be held responsible for incidents, accidents or personal injury that could result from foolhardy personal initiatives or inadequate physical condition. We are specifically not liable for any events outside of our control or if there has been no default or neglect by us and in no event shall we be liable for any special, indirect or consequential loss, including loss of profit. This limitation does not apply to fatal or other personal injury resulting from our negligence or that of our employees. We strongly recommend that all clients obtain appropriate travel and personal insurance cover.

9. Complaints

We do not expect and certainly do not want dissatisfied customers, but in the event that you are not entirely satisfied with the service offered, you should notify any complaint to our office as soon as possible. We shall use all reasonable efforts to rectify the complaint as quickly as possible. If the problem cannot be resolved during the holiday period, you should contact us in writing within 14 days of returning from holiday and we will use all reasonable efforts to resolve the matter.

10. Law and Jurisdiction

The present General Conditions are subject to the following Spanish legislation: Law 21/1995, of 6 of July, of Combined Holidays (B.O.E. 7-7-1995), Law 7/1998, of 13 of April, about General Conditions of Contracts (14-4-98) and Law 26/1984, of 19 of July, Consumer and User Right (B.O.E. 24-7-84) y other dispositions in place. These conditions and terms of contract and all matters arising therefrom are subject to Spanish Law and to the exclusive jurisdiction of the Spanish courts.

All photos used by permission. ©Senderos y Pueblos


Ratings Snapshot

  • 5 Star 4
  • 4 Star 1
  • 3 Star 0
  • 2 Star 0
  • 1 Star 0

Average Ratings

  • Overall


  • Difficulty level (Actual vs. expected) 4
  • Value 4.8
  • Included meals 4.8
  • Bikes & equipment 4.6
  • Hotels or boat 5
  • Scenery 5
  • Ease of navigation 4.6
  • Tour documents 4
  • Local tour company services 4.8
  • Route selection 4.6


Brad2008 November 28, 2018

very nice lodging and service

Great places to stay and eat. Great service. It was definitely hilly but beautful.

ned75 November 11, 2018

Two small issues. When we arrived at Oropresa (TO) the printed material told us to ring the Paradore to organize a taxi. Unfortunately the reception did not speak English (only in this Paradore) and we could not get an answer (after they hung up they did not answer the phone any more). Good thing that the station master spoke English and gave us the Taxi number whihc is 670841586. We suggest that the tour operator changes his instructions and tells people to ring the taxi directly.

also unfortunately the second day is on a very busy road but the rest is ok

Amy M August 9, 2018

Unbelievably Amazing

My husband and I took this self-guided tour in mid-June. It was the fourth trip booked through biketours. Despite hot weather (above 90 degrees farenheit every day) and elevation profiles that were definitely a bit more than anticipated, we loved this tour. The route was interesting, with lots to see. The Paradors were some of the nicest, most comfortable hotels I have stayed in as part of a cycling tour. The bikes were in good working order, and we didn't need assistance. The only thing to keep in mind is that Extremadura shuts down on Sundays, and services, especially groceries, are hard to come by. With the help of biketours and the local company, we booked a second night in the Monfrague National Park, which provided a much-needed day off the saddle, and the opportunity to take a bird watching tour with Monfrague Vivo. The trip was definitely an experience we won't soon forget!

Long legs June 21, 2018

Challenging and wonderful!

To be in the Extremadura on a bike was a dream. Many hills but wonderful rewards. A lot of beautiful solitude in varied remote and rural landscapes.

Big Wave Dave June 24, 2016

A Beautiful Ride With Great Accommodations

This was our tenth self-directed tours with and was one of the best. The seven of us - three quite fit mid-sixties and four thirty-somethings - had a fun time exploring the very pretty countryside and ancient towns. The Paradors were spectacular - the best accommodations we've had on a trip. The rides were challenging with a good bit of ups and downs. The bikes were relatively new and in good shape. As usually happens, we had a couple of mechanical challenges, but the support team was excellent and made the issues into an adventure rather than a detriment.