Segovia’s Medieval Villages

Discover the real heart of Spain, less than an hour away from Madrid International Airport, as you cycle along quiet country roads in the heart of the country. This beautiful and unspoilt area of Spain is largely unknown yet boasts fabulous medieval towns and an incredible National Park. You’ll spend your holiday in the breathtaking historic city of Segovia, a UNESCO World Heritage Site, home to some of the best-preserved monuments in Spain.

Take time to explore, then enjoy a chilled glass of wine in the exquisite ‘Plaza Mayor’ while contemplating the magnificent cathedral. Visit the fabulous medieval towns of Pedraza and Sepulveda, full of narrow cobbled streets and enchanting centuries-old stone houses and take in the numerous enchanting Romanesque churches that punctuate the peaceful Segovia countryside. You’ll spend two nights at each hotel as this tour includes three circular routes, allowing you time to properly explore your surroundings or take a rest day if you wish.

2027 launch offer: £50 per person off all 2027 departure dates!

8 days

Difficulty: Moderate

From £999 P/P

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Itinerary

Route overview

What’s included

Photos

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Itinerary

Your tour begins as you arrive in the monumental city of Segovia. You’ll have time to explore the city, declared a UNESCO World Heritage Site in 1985, discovering its many historic jewels such as the towering Roman Aqueduct, a marvel of ancient civil engineering which still provided water to the city only last century. Be sure to also visit the ornate Alcazar, where Queen Isabel sent Christopher Columbus on his exploration of the Americas.

Your first day of cycling takes you along small country roads through the pretty countryside to the charming village of Collado Hermoso. Take the opportunity to stop for a meal along the way at one of the many excellent restaurants at Torrecaballeros before visiting the fabulous fountains and gardens at the famous Royal Palace of San Ildefonso.

You’ll spend today cycling to Turegano and back. This historic town is renowned for its medieval, Moorish castle, which towers over the village, incorporating an earlier Romanesque church within its construction. Spend some time in the plaza and enjoy an aperitif or a delicious traditional meal before returning to Collado Hermoso for a second night.

Your tour continues with a ride through small villages and wooded landscapes to the beautifully preserved medieval town of Pedraza and its imposing castle. Take time to wander through the cobbled streets and browse the interesting artisan shops. Considered one of the most beautiful walled cities in Spain, you’ll find a photo opportunity on every corner.

Today provides an opportunity to explore the pretty countryside around Pedraza. In the quaint villages and rural lifestyle seemingly unchanged for centuries, you’ll find perfect examples of rural Romanesque churches set in stunning landscapes.

Continue your journey as you cycle from the foothills to the plains of Castilla. Travelling through fields of sunflowers and wheat, you’ll eventually reach the hilltop town of Sepulveda, where you can have a picnic near the natural spring or take a dip in its crystal-clear waters! Take time to discover the hidden treasures that Sepulveda shelters around every corner of its narrow, winding, cobbled streets filled with historic noble houses. As you explore, you’ll marvel at this medieval jewel.

Your final cycling day brings a real high point of your trip as you enjoy a ride through the spectacular Duratón Canyon Nature Reserve. Cycling in the shadow of the overhanging cliffs of the canyon alongside the meandering river, you will pass under the pleasant shade of poplars while admiring the impressive, enormous birds of prey swooping overhead.

Departure from Sepulveda or spend extra nights in the city or the surrounding region.

Arrival: Segovia

Departure: Sepulveda

Nearest arrival airport(s): Madrid

Nearest departure airport(s): Madrid

We also recommend travelling by train to all of our cycling holiday starting and departure points. We can help you plan your journey to Segovia by rail.

Car parking is available on all tours at the first hotel or a nearby public parking location. Full details are available on request. Please do not book travel until an official invoice confirms the cycling holiday.

Route overview

Starting point: Segovia

End point: Segovia

Total cycling distance: approx. 207 km

Cycling around Segovia, a historic city in central Spain, offers a diverse and picturesque experience, blending cultural landmarks with natural beauty. The terrain is varied, featuring a mix of rolling hills, mountainous areas, and flatter plains, making it suitable for cyclists of different skill levels.

Segovia itself is situated at an elevation of about 1,000 meters, and the surrounding landscape reflects this elevation. To the north and west, cyclists will encounter relatively flat terrain with wide-open plains, ideal for a more relaxed ride. These areas are dotted with farmland, small villages, and scenic vistas of the Castilian countryside.

BIKE HIRE OPTIONS

This cycling holiday benefits from high-quality bike hire options that have been carefully selected for the tour. Each well-maintained bike has modern V-brakes, aluminium wheels and puncture-proof tyres based around a branded frame. Dynamo lights, small panniers, a mobile phone holder, repair accessories, a handlebar bag and a comfortable saddle ensure that you have everything you need for an enjoyable cycle tour.

Standard Unisex Bike
Sizes: XS to XL

Standard Men’s Bike with crossbar
Sizes: XS to XL

Unisex Electric Bike
The electric bikes available on this tour assist up to 25 km/h whilst pedalling. The pedalec motor is in the bottom bracket of the frame and the detachable batteries last for approximately 120 km. Each bike has an illuminated LCD and 8-speed internal hub gears. Only limited numbers are available.
Sizes: S to XL

Route Map

What’s included

7 nights’ accommodation
7 breakfasts
Visit permit Duratón Natural Park
Luggage transfers between hotels
Detailed maps with the trail 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

Not included

Travel to/from the start and finish (Flights/Trains)
Evening meals (unless stated)
Local daily taxes (Payable at the hotel)
Helmets (Please bring your own cycle helmet with you)
Water bottles
Travel insurance
Bike hire (Rental bike insurance included)
Bike insurance (unless stated)
Welcome meetings (unless stated)
Transfers (unless included)
SINGLE ROOM SUPPLEMENT: £459 PER PERSON

Check Availability

2026/27 Self-Guided cycling holidays

All prices shown are per person, based on sharing a double or twin room, and exclude flights and bike hire.

Special Offer: £50 per person off all 2027 departure dates!

NEW FOR 2027

To make a booking, simply use the filter to select the day of the week on which the tour operates. You’ll then see all available tour dates and prices. No payment is taken at this stage.

For all bookings, we require a 20% deposit, with the final balance due 56 days before arrival. An invoice and online payment link will be generated once the tour has been confirmed.

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