by Janis / 0 comments - Orginally published:22nd October 2024

Ancient history amongst the maze of lanes

During our road trip adventures around Spain, we stayed in the UNESCO World Heritage city of Toledo in Castilla-La Mancha. Toledo sits high above the Tagus River with an air of majestic grace waiting to be explored.

Our journey began in Bilbao, arriving from the UK on a Brittany Ferries; we have been touring down through the backroads of Spain. We’ve visited Pamplona, Zaragoza, Teruel, the Palm Tree Groves of Elche, Murcia, Cartagena, Mojácar, Granada and the pepper-pot windmills of Consuegra.

We have a couple of days to explore Toledo, and then we hit the road again and journey north and visit Valladolid, Astorga, and Burgos.

We previously visited Toledo during a Spanish road trip in 2014; however, our stopover was way too brief, and we didn’t give this historical city the time and attention it deserved.

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So here we are again!

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Where is Toledo?

How to get to Toledo

- By air
Start creating your own Spanish adventure and discover the delightful city of Toledo for yourself.

The closest international airport is Madrid, search for your flights in one easy place with Booking.com and book your car rental all at the same time. This reliable travel search engine will scan for your favoured routes and chosen dates.

Where to stay in Toledo

Hotel Medina de Toledo

The Hotel Medina de Toledo is a short stroll to Zocodover Square and many of Toledo’s significant sights, all with the assistance of the nearby escalator. It is a hilly city, after all.

The hotel has beautiful views from their terrace, where you can enjoy your breakfast. You are able to park on the street outside the hotel, or there is a public car park close by.

Pop your dates in the Booking.com search box and discover further options for all budgets.


Brief history of Toledo

The “City of Three Cultures”

Toledo is only 45 miles (75km) southwest of Madrid and can be easily visited in a day; however, I urge you to stay for longer to discover its 2,000 years of history. It’s such a pleasure just meandering around its cobbled streets.

The magnificent city of Toledo is a delicious melting pot of three significant cultures. Christians, Muslims and Jews, and each has added their enriching influences throughout the centuries to this stunning hilltop city.

The blue and orange toledo skyline at dusk with the illumiated puerta de bisagra taking centre stage
Puerta de Bisagra, Toledo at night

Toledo is an intriguing city to explore and one of the few places in Spain where you’ll discover a 10th century Mezquita, a Gothic Cathedral, and two Synagogues within a short stroll of each other.

Once an Imperial City, Toledo served as the main seat of the Imperial court for Charles V from 1525, and he resided in the city on many occasions.

An embossed brass plaque, mounted in the floor, outlining the medieval city walls of toledo in central spain
Toledo city map
Toledo is also well-known for its high-quality steel and has been sought-after since Roman times. Today, throughout Toledo’s ancient streets, you can still spot these exclusive modern-day foils for sale.

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Discovering the many gates of Toledo

Amongst its city walls

Let’s start by strolling through the ancient Toledo gates. There are many gateways dotted around Toledo’s historic city walls, which lead you into the ancient centre and are nestled amongst the imposing city walls and towers.

Toledo was first walled by the Romans; a few remains of the early wall can still be found today.

The exterior view of one section of toledo's medieval stone city walls
Toledo City walls
There are three main gates, the first of which is Nueva de Bisagra. This was originally of Arab origin; it was rebuilt under the reign of Charles V and Philip II in the 16th century in the Renaissance style and is exceptionally grand. It has two different sides, one displaying the city coat of arms and the other the coat of arms of Charles I
the road leading to the puerta nueva de bisagra in toledo spain past the ancient parroquia de santiago el mayor
Nueva de Bisagra gate
The Puerta del Cambrón gate is one of the oldest gates in Toledo; until the 15th century, it was known as Puerta de los Judíos, the gate of the Jews, due to its proximity to the Jewish Quarter. It is now named after the cambronera plant.
The ornate medieval stone puerta del cambrón in toledo's city walls in central spain
Puerta del Cambrón
The illuminated medieval stone puerta del sol at night in toledo's city walls in central spain
Puerta del Sol (Toledo) at night
The third medieval main gate is Puerta del Sol (Toledo), which was built by the Hospitaller Knights in the 13th century in the north of the city. This beautiful Mudejar gate is lovely to visit day and night. In the 17th century, the painting of the Moon and the Sun was added, hence its name.

There are so many incredible places to discover in Spain and I love planning road trips. I often use the DK Eyewitness books, I find them extremely informative, easy to follow and the pictures and maps tempt you into searching for more.

We used a previous version of this book to plan our Spanish road trips, now you can grab the revised copy.

Exploring the ancient streets of Toledo

And Miradors to seek out
Toledo’s narrow and historic lanes welcome you in with open arms, and the excitement of discovery awaits. There is no better way to explore Toledo than on foot. The intriguing mixture of architecture is captivating, from the imposing Alcázar that dominates the Toledo skyline to the enchanting Mezquita, which has over a thousand years of history.
One of toledo's narrow lanes in its medieval heart with three/ four storey buildings either side
The maze of streets in Toledo
A narrow residential lane in the centre of toledo, spain, with the cathedral's spire visible in the distance
Toledo’s narrow lanes
There are so many delightful plazas to discover in Toledo. Ensure you seek out Plaza del Ayuntamiento, which is home to Toledo’s grand city hall, the Archbishop’s Palace of Toledo and, of course, the stunning Toledo Cathedral.
Looking at at the classically styled toledo city hall on a sunny day with clear blue skies
Toledo City Hall
Another bustling square to visit is Plaza de Zocodover. This arcade has been a thriving marketplace for centuries and has been utilised for various activities since medieval times. Today, take a pew at one of the many benches and just sit and watch the daily life of Toledo pass you by.
An illuminated historic building on the edge of plaza de zocodover at night in central toledo, spain
Plaza de Zocodover at night
There are some spectacular miradors to find in Toledo. One of the most famous is Mirador del Valle, where you can admire the stunning view of Toledo from the south side of the River Tagus. The opening image in this post captures this vista.
The puente de san martin across the river tagus and the landscape of the la mancha region of spain beyond
Puente de San Martin
Other beautiful miradors to be found in Toledo are Mirador del Alcázar and Mirador de Santa Ana, which is the Jewish Quarter of Toledo and offers a magnificent view of Puente de San Martin, the 14th century pedestrian bridge which straddles the River Tagus.

Tourist Information

If you’re planning to explore Spain, ensure you check out the Visit Spain official tourism website. It is overflowing with helpful information covering every region of this beautiful country from north, south, east, and west.

Visiting the Alcázar of Toledo

Embracing Toledo Cathedral
The striking Alcázar of Toledo sits high above the River Tagus, casting an elegant, majestic vision across the Toledo skyline.
A corner view of the alcázar of toledo in the late afternoon sun under blue skies
Alcázar of Toledo at dusk
The Alcázar fortress is today the home of Toledo’s Army Museum; however, its original construction dates from Roman times. Evidence of the 3rd century Roman Palace can be seen inside the base of the Alcazar archaeological site; it’s a must to visit.
Deep inside the toledo's alcázar are the archaeological roman remains of the former fortress that stood on this site with the current floors supported by rust red pillars
Alcázar archaeological site
During the reigns of Alfonso VI and Alfonso X ‘The Wise’, the fortress was rebuilt. The Alcázar of Toledo became the first citadel to be constructed in a quadrangle style, with imposing grand towers in each corner.
The impressive pink orange walls with grey stone arches in the central charles v courtyard in alcázar of toledo on a bright sunny day
Charles V Courtyard in Alcázar of Toledo
The Alcázar was restored during the 16th century, and unfortunately, during the Spanish Civil War in the 1930s, the fortress of Toledo was severely damaged and renovated once again into the amazing Alcázar we visit today.
Looking up to the front of medieval stoe ornate toledo cathedral against a deep blue sky
The impressive gothic Cathedral of Toledo, Spain

The equally impressive Toledo Cathedral stands in the beating heart of the medieval city of Toledo and is an incredible example of Spanish Gothic art.

The site of this significant place of worship dates back centuries. Prior to the existence of the Christian church, which you see today, the Toledo Cathedral sits upon the ruins of a Muslim Mosque. Prior to the mosque, a 6th century church was built during the reign of the Visigoth King Recaredo.

Looking up to the arch connecting toledo cathedral with the archbishopric building with the bell tower in the background against a blue sky
Toledo Cathedral arch
Looking up to the medieval stone bell tower of toledo cathedral against a deep blue sky
Tower of Toledo Cathedral

The cathedral is extraordinary inside; it is 390 feet (120 metres) in length and an incredible 194 feet (59 metres) wide; it houses five naves and fifteen stunning chapels.

The eye-catching gothic tower was constructed in 1422 by Alvar Martinez and incorporates decorative Mudéjar influences and stretches 301 feet (92 metres) high into the sky.

Tempted to?

Discover more of historic Spain and tour its picturesque countryside in the north, or head south to explore the Sierra Nevada National Park just south of Granada.

You can do it all on a road trip; Rental Cars searches multiple well-known car hire brands and discovers the deals that suit you the best.

Exploring Toledo’s Jewish Quarter

Strolling in the footsteps of history
The old Jewish Quarter in Toledo is a fascinating region to stroll around, with an abundance of incredible history around every turn.
An animated symbol to the Jewish quarter of toledo spain projected onto the ground after dark
The Jewish Quarter
Heading towards the Jewish Quarter from the south, you’ll first discover the Museo Del Greco. A museum dedicated to one of Toledo’s most famous residents, the Mannerist painter El Greco, who lived in Toledo from 1577 until his death in 1614.
Looking down from the balcony to the holy ark in the synagogue of el tránsito in toledo, spain
The Holy Ark in the Synagogue of El Tránsito
Looking up to the mudéjar artesonado ceiling in the prayer hall of the synagogue of el tránsito in toledo, spain
Mudéjar Artesonado ceiling in the prayer hall

Just a short hop from here is the Synagogue of El Tránsito. This former synagogue was built in the 14th century and has fantastic examples of Spanish-Jewish art. It is adorned with beautiful Mudéjar detailing and inscriptions in Arabic and Hebrew.

The synagogue was converted to a Catholic church due to the expulsion of the Jews from Spain in 1492. It became a Sephardic Museum in 1910. It is magnificent inside and stunning specimens of Moorish architecture. The rectangular prayer hall has an Artesonado ceiling and a galleried second floor.

The ornate mudéjar arches of the santa maría la blanca synagogue in toledo, spain
Santa María La Blanca synagogue
Further along Calle de los Reyes Católicos, is the stunning Santa María La Blanca synagogue. This beautiful synagogue is of Mudéjar construction and was built in 1180. Step inside, and it will take your breath away. The simplicity of the symmetrical horseshoe arches and pillars which separate the five naves is exquisite.
The wooden ceilling and ornate mudéjar arches of the santa maría la blanca synagogue in toledo, spain
The ceiling of Santa María La Blanca synagogue
Looking along a row of ornate mudéjar arches of the santa maría la blanca synagogue in toledo, spain
View towards the eastern wall

The Santa María La Blanca synagogue is the oldest in Toledo and, disputably, the oldest synagogue still standing in Europe. In the 15th century, it was converted into a church; however, today, it is a beautiful historic monument for all to visit.

Another delightful building to visit in Toledo’s Jewish Quarter is the Monastery of San Juan de los Reyes, with its enchanting cloisters.

There are so many incredible places to discover in Spain and I love planning road trips. I often use the DK Guides,

I find them extremely informative, easy to follow and the pictures and maps tempt you into searching for more

Visiting the Cristo de la Luz Mosque

Over a thousand years of history
One of the most significant buildings in Toledo is the Mezquita del Cristo de la Luz; it has over a thousand years of history and is Toledo’s oldest monument.
The exterior of the mudéjar-styled cristo de la luz mosque in toledo in central spain
Cristo de la Luz Mosque

The magnificent Cristo de la Luz Mosque, near the Puerta del Sol has some of the greatest examples of Spain’s Hispano-Islamic and Mudéjar architecture.

I loved visiting this mosque it truly had a feel of antiquity about it. The Cristo de la Luz Mosque was built in the year 999 and remains in a similar state as when it was originally constructed.

The mudéjar-styles arches in the interior of the cristo de la luz mosque in toledo in central spain
Pillars in Cristo de la Luz Mosque
Christ on a cross in the mudéjar-style semi-circular apse in the cristo de la luz mosque in toledo in central spain
Mudéjar-style semi-circular apse

The Cristo de la Luz Mosque is relatively small in size and is a square structure measuring only 8 metres by 8 metres. The charming façade is made of brick and decorated with arches.

Step inside, and you’ll see the traditional-style horseshoe arches and the supporting pillars. The mosque was later extended on the east side when it was consecrated in the 12th century for Christian worship. The Mudéjar-style semi-circular apse was then added.

The mezquita del cristo de la luz in toledo as seen from the gardens in late evening
From the gardens of Cristo de la Luz Mosque
After visiting the beautiful mosque, ensure you take a stroll around its tranquil gardens, which are a delightful place to sit and admire the historic surroundings.

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