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bici Landscapes of Castile

moderado plusDifficulty: Moderate+
  • Difficulty: Moderate+
  • Category: Cycling, self-guided
  • Duration: 7 nights, 8 days
  • Recommended time of year: 1st April- 31st October

Discover the very heart of central Spain and immerse yourself in Castilian culture, folklore and tradition.

  • An authentic experience for only the most intrepid traveller looking for a grass-roots unique encounter.
  • Immerse yourself in history in the enchanting town of Ayllon, with its splendid main square with large stone colonnades, a historic palace, nobel houses and Romanesque churches.
  • Discover the magnificent medieval towns of Sigüenza and Jadraque, and the castle of El Cid. 
  • Marvel at the bewitching 'Tejera Negra', the remote black slate villages of Guadalajara. 
  • Enjoy the colourful contrast of the 'Pueblos Rojos', the red villages hewn from the striking blood-red clay of this valley.
  • Admire the natural beauty of this un-touched area of wilderness with elusive otters, wild-boar, deer and even ephemeral wolves!
  • Cycle through the tranquil 'río Dulce' natural parks as its crystal waters accompany you through this striking limestone canyon.
  • Taste the traditional cuisine with varied local delicacies to delight the taste buds!


Which airport should I fly to? Madrid International Airport.
How do I get to the Starting Point? By bus from Madrid to Ayllón: 2 hrs.
How do I get back to Madrid Airport? By train from Siguenza to Madrid: 1hr and 45 minutes.

Cycling surface:

Tarmac: 86.6% Dirt road: 13.4%


Day 1: Arrival to Ayllon

A chance to explore the medieval town centre full of noble mansions from the 15th-17th centuries, its palace and elegant main square. Every corner is a photo opportunity!

Day 2: Ayllon to Riofrio de Riaza

Today you'll receive your bicycle and begin your spectacular first route cycling amongst a vast oak woodland, discovering the quirky red stone villages typical of this area. Visit the medieval town of Riaza, with its fabulous main square, surrounded by colonnades topped with balconies and its imposing Gothic church with its Renaissance tower.
32 miles (53 km) / Climb: 942 m

Day 3: Riofrio de Riaza to Campillo de Ranas

Today's challenge up the Quesera mountain pass rewards you with amazing views over the Guadalajara province. Here you will cycle through a very different landscape of open wooded valleys and the occasional little village, characterised by its traditional architecture using the unique local black slate. The small quiet roads descend into the remote "Tejera Negra Valley" where the stars shine bright at night far away from any light pollution.You will be captivated by these bewitching villages!
25 miles (39 km) / Climb: 771 m

Day 4: Campillo de Ranas to Cogolludo

Cycle along winding country roads, past interesting towns such as Tamajón and Muriel, with a chance for a swim at the Beleña reservoir. Today´s route takes you to Cogolludo where you can enjoy its palace and beautiful main square and inviting restaurants with airy terraces.
23 miles (36 km) / Climb: 505 m

Day 5: Cogolludo to Jadraque

Wide open spaces as you cycle past many small plateaux through traditional shepherding country. Look out for the solitary shepherd with his herd. After an uphill climb you are rewarded by fantastic views of the surrounding countryside and later descend into the historic town of Jadraque, where its imposing castle dominates the landscape.
25 miles (39 km) / Climb: 592 m

Day 6: Jadraque to Sigüenza

Cycle along good country tracks from Jadraque to Pelegrina following the sweet river "Río Dulce", as it sinks into a spectacular canyon, now a protected natural park where large birds of prey thrive. Take time for an exhilirating dip in its crystal clear waters! After a short cycle ride from here you will reach the impressive historic town of Siguenza.
26 miles (43 km) / Climb: 359 m

Day 7: Round trip Sigüenza

The virtues of the historic city of Sigüenza are almost endless, a real baptism in history! Explore it's 5th century castle, 12th century cathedral, diocese museum, medieval necropolis and many churches and historic buildings, as well as doing a circular cycle tour exploring the surrounding landscape.
23 miles (38 km) / Climb: 390 m

Day 8: Departure

Return to Madrid to fly back home or why not extend your stay in this interesting city?t is possible to upgrade to the historic luxury of the **** Parador, a lovingly restored 12th century castle now converted into a comfortable hotel.


A selection of hand-picked, family-run hotels in an authentic rural environment in the heart of Castile.

Day 1, Ayllón

Day 2, Riofrio de Riaza

Day 3, Campillo de Ranas


Day 4, Cogolludo


Day 5, Jadraque

Day 6 and 7, Sigüenza


Our hire bikes and equipment:

A bicycle specialist will deliver your hire bike and adjust it to your specifications. We provide you with fully equipped touring bicycles. Remember that we carry your luggage between hotels so you can travel light.


GIANT ARGENTO or equivalent:
  • Hybrid bikes
  • Larger, confort seat
  • Front suspensión
  • Adjustable handle bars
  • 29 inch hibrid tires
  • 24 gears
  • Bicycle stand
  • Bottle holder
  • Mudguards
  • Bike Computer (odometer)
  • V-breaks

Other equipment provided:

  • Rear panniers
  • Map carrier
  • Helmet
  • Pump
  • Puncture repair kit
  • Multitool set
  • Bike lock


  • Price: 656€ per person
  • Single room supplement: 137€
  • Solo Traveller supplement: 271€
  • Half board / dinners: 120€
  • Bike hire: 90€
  • Electric Bike hire: 180€
  • GPS rental (one per group): 30€
What´s included?
  • 7 nights´ accommodation.
  • 7 breakfasts.
  • Luggage transfers between hotels.
  • Detailed maps with your trail clearly marked.
  • Itinerary description, full of recommendations for things to do and places to visit, advice and suggestions and information about your accommodation, etc.
  • Emergency support.
  • Activity insurance.

Using the tool below you can calculate the final price of your trip. PLEASE, BEFORE YOU BOOK, CONSULT AVAILABILITY.
Select an option

Cycling the Landscapes of Castile

Number of travelers

Single rooms

Single room supplement: 137€

Half Board

Half Board (per person): 120€

Bicycle rental

Bicycle Rental (per bike): 90€

Ebike rental

Electric bicycle rental (per bike): 180€

GPS rental

GPS rental (one per group): 30€


Transfer Siguenza-Madrid (up to 4 persons per taxi): 140€


Transfer Madrid to Ayllón (up to 4 persons per taxi): 140€

Extra night

Extra night in Siguënza: Price on asking.

Extra night

Extra night in Madrid: Price on asking.



interroacion Difficulty



  • EASY: The route is almost exclusively through valleys and along rivers with no significant ascents.



  • EASY/MODERATE: Predominantly flat route with a few small ascents each day.



  • MODERATE: Undulating / hilly terrain with perhaps three ascents per day.


moderado plus

  • MODERATE+: Longer distances and hilly terrain, with perhaps four ascents per day.



We enjoyed our holiday greatly...
...The itinerary was excellent, bicycles were great and we managed our 4 rear wheel punctures easily with the 4 spare inner tubes you supplied. This is the third cycling holiday we have done with you and can strongly recommend all 3. We are likely to do more in the future and would love to see new itineraries. James Langtry.

This tour was the best part...
...of my 6 weeks in Spain. The directions were excellent, the lodgings were fine, no problems with luggage pickup, and my questions were promptly answered by return email. The bike was terrific, good on pavement but also fine on dirt roads and a path that was muddy. Even though it was early July the temperatures were fine for biking. The route is quite varied, both the scenery and geology, with many small villages and castles along the way. Do it! Dave Brackett.

This is a brilliant trip...
 ...It promises the real Spain … and that’s what you get. We met only one English man between Riaza and Siguenza and only a handful of English-speakers. The route is well thought out and interesting, and the roads are smooth and empty. This trip’s got lots of variety: road, tracks, flat, undulating, hills, wonderful scenery, birds galore and roadsides lined with flowers and herbs, lots of history and lovely architecture. Even the weather provided plenty of variety, from hot and sunny to freezing rain and windy. Each day’s instructions and maps were clear. The hotels and guesthouses were comfortable and people were kind and helpful.
We were there mid-May and the whole trip takes place between 850 metres and 1750 metres above sea level. There were times when it was decidedly hot and times when it was decidedly chilly. So best to be prepared for all weathers as it’s quite cool in the mornings. Day 5 we got caught in driving rain up on a plateau and we were pleased we had our arm and leg warmers. But we still froze and when our brains and bodies finally thawed out at the hotel we realised we would have been much better off with our full gloves plus hats under our helmets. And we’re used to riding in temperatures that hover around 0 in winter.
The Orbea hire bikes were comfortable hydrids and ideal for the job, there were a few tricky moments on the slick tyres on Day 6 where it was a bit muddy, but overall the best option. We took our own SPD pedals and saddles although I was happy enough perched on the stock offering. Good quality Bontrager helmets were supplied, we wouldn’t have packed our own if we’d known this, worth checking before you depart. One less bulky item to pack.
Overall this was a fantastic trip, the scenery amazing and the distances nicely suited to leisurely days with plenty of stops to enjoy things on the way.
If you are looking for head down riding this possibly isn’t for you, although you could easily tack on some extra distance each day. Jean McArthur.

Thank you for the trip...
...we enjoyed all parts of it, have nothing to complain about. Lots of hospitality, great nature, fine exercise. We took some days in Madrid afterwards. It did live up to our expectations, and we are used to cycling outdoors from Norway! Great trip!!

We had some problems with the chain on one of our bikes – one screw, the one that fastens the small wheel at the rear that sits at the gear arm – suddenly fell of with several parts. However, we had luck that this happened as we went uphill, and we managed to find all the 5 small parts and eventually fix it. But if it had happened downhill, we couldn´t have made it. We went over the screws on all the bikes, but it would be a good idea to go over the bikes with this in mind.

We´ll be looking at other trips in your program for next year!

yours, Folke Gravklev, Oslo, Norway.

We had a fantastic...
...cycling holiday and thank you again for the organisation and help with the bike problems. We hope to come back and do another trip with you some other time. Jane Naismith.

CO2 footprint offsetting

This holiday produces a carbon footprint of 0,425 tonnes of CO2. (The calculation includes taxis, luggage transfers and accommodation for every traveller).

We will compensate the CO2 footprint for each booking through tropical reforestation projects in collaboration with the CeroCO2 platform.

Additionally, you can also offset your own flight emissions here:

Committed to sustainable tourism