Day trip to Toledo itinerary: Getting wonderfully lost in Medieval Spain

Getting lost in the narrow streets of Toledo’s old town is like getting lost in time. There is no corner without a spectacular medieval building you need to explore before you keep walking. Probably even in the wrong direction of where you planned to. With so many incredibly wonderful distractions it is hard to get through it all on a day trip to Toledo.

One of many interesting facts about Spain is that the country has the world’s third largest number of UNESCO World Heritage sites and Toledo is known as the mighty UNESCO World Heritage town of central Spain. That’s why I put together the most important things to see in Toledo Spain if you are short of time in this fascinating city.

At the entrance of the old town by Puerta del Sol, there is a tourism office. I Recommend you go there to get a free map to keep track of where you are and where you are going. The streets are easy to get lost in and as the distractions are many, it is a good idea to have some guidance along the way.

Before we get to the Toledo itinerary, let’s have a look at some practical information.

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Toledo day trip
Views of the Alcázar and the Azarquiel Bridge

How to get to Toledo Spain

The most common is to go on a Toledo day trip from Madrid. There are tours, of course, but you can easily get there independently by bus, train or car.


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By car

It only takes an hour to drive from Madrid to Toledo. It is not allowed for non-residents to drive inside the Old Town, but there are a few large, free, public parking lots just outside.

I used the one by Puente de Alcántara. If you put Alcántara Parking Toledo in your GPS, it will take you there.

From the parking, walk up to Puente de Alcántara, cross it, cross the traffic lights at the road on the other side and turn right up the hill (NOT straight through the arch in front of you). After a few minutes, you will come to the mechanic stairs where you want to go UP to the end.

Once at the top of the mechanic stairs, you are between Puerta del Sol down the hill and Plaza Zocodover a couple of hundred meters up the hill.

By bus

There are numerous bus companies commuting between Madrid and Toledo, and prices start at less than 6 euros. ALSA offers 74 trips from Madrid to Toledo a day, and that is only one company, so there is no doubt you will find a bus!

Buses leave from Plaza Elíptica transport hub at level 1 and drop you off at Estación de Autobuses de Toledo.

By train

The train from Madrid to Toledo is the fastest option. For 10 Euros you get there in only half an hour!

Trains leave from Puerta de Atocha train station in Madrid and get you to Toledo train station. From there you can take the local bus straight into the Old Town at Plaza Zocodover or you can walk the same stretch which is only a 20-minute walk without photo stops.

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Toledo itinerary
Medieval streets of Toledo

There are also tours from Madrid:

Best time to go on a Toledo day trip

The peak season in Toledo is April to June. In this period, it’s not too hot at day time and not too cold at night. Prices normally go up, but it is a pleasant time to be there.

In the summer months of July and August, it can get extremely hot and if you have the opportunity to avoid visiting at this time that is probably the best. Some local shops might be closed at this time of year.

The rest of the year, temperatures can be nice, sunny, and warm at day time, but drop drastically at night. Especially January and February are extremely cold months you can get your share of rain.

Even though the autumn and winter months are less touristy, there will always be high numbers of tourists roaming around this popular Spanish city.

Puerta del Sol Toledo
Puerta del Sol

Make sure you have a good, eco-friendly backpack for your day trip to Toledo.


Travel insurance

If you are normally living outside Spain, you will need travel insurance for your trip to Toledo.

A socially responsible travel insurance company is always my top choice. Put this together with easy to book online and you have World Nomads travel insurance. I always use them when I travel except on my recent trip to Iran as they didn’t cover the country at the time.

If you have already started your trip and forgotten to get travel insurance you can still get it now.

Get your travel insurance with World Nomads here.

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Admiring Toledo Cathedral
Admiring Toledo Cathedral

Day trip to Toledo itinerary

Now that you are all set to go, let’s start our one day in Toledo itinerary!

Make sure you arrive early so you get the most out of the day, and your shoes better be comfy because you have a day full of walking ahead of you!

To save yourself some money on entrance tickets you can buy a tourist bracelet that gives you entrance to many different attractions. In 2020, prices start at 9 Euros. You can get the bracelet at the tourist office (Paseo Merchán, S/N, 45003 Toledo. Opening hours all days 10:00-18:00).

If you come walking from outside the Old Town, I suggest you enter by the Puerta del Sol (Sun Gate) and walk up to Plaza Zocodover from there. On the way, you will enjoy the beautiful views of the city below.

If you park at Azarcuiel Parking, then you will get the views of the impressive bridge instead but still, come up by Plaza Zocodover.

Plaza Zocodover

Plaza Zokodover is a great place to start your Toledo itinerary as it is central to other places you will want to see.

In the case that you come to Toledo by train and take the bus directly to Plaza Zocodover, you can take a quick walk down to Puerta del Sol if you like. It is only a few minutes walk down the main road.

The square used to be the hub of the city throughout history, from Roman to Arab times. The current name of the square, Plaza Zocodover, really just dates back to 1945 when it was reconstructed, after changing names numerous times before.

There is a long and dark history to the square, where they had public burnings, and bullfights. It is said, that they kept the bodies of dead people that didn’t have any family in the middle of the square, in what they called the cage of the dead.

Today, the quaint square is a meeting point for city tour guides and is overflowed with fast food giants.

Plaza Zocodover Toledo Spain
Plaza Zocodover is now filled with tour guides telling spooky tales from this square’s history.

El Alcázar

By walking up the main road from Plaza Zocodover, you get straight to the Alcázar de Toledo, a fortress sitting on the city’s highest point. Originally the construction dates back to Roman times, but was later rebuilt during the time Alfonso VI and Alfonso X reigned and again under the reign of Emperor Charles V. Now it houses a military museum.

Outside the Alcázar, there is a garden with spectacular views of the river below. Also, a good spot for sunset.

Alcázar is a must visit while one day in Toledo
The Alcázar pictured from the park

Catedral Primada

Toledo’s Catedral Primada is an eye-catching medieval Gothic structure in the middle of Old Town. Walking up from El Alcázar it’s only a 7 minutes walk, as long as you don’t get trapped gazing at all the beautiful architecture along the way.

The exact spot where the cathedral stands today has been a central place for worship since Muslim rule when the town’s main mosque stood there. Later, it was converted into a church and eventually destroyed. Long after, the Catedral Primada of Toledo was built on the same ground.

On the square in front of the cathedral, there is a beautiful piece of art, similar to a pond that fills up with water to give you incredible reflections of the cathedral and surrounding structures.

The inside of Catedral Primada is full of implausible details and an art gallery with masterpieces of artists like El Greco, Velázcuez, and Goya.

Catedral Primada needs to be on your Toledo itinerary
Catedral Primada

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Lunch at Restaurante Madre Tierra

Restaurante Madre Tierra is a vegetarian restaurant with vegan options, just around the corner of Catedral Primada. Food is good and though I have read a couple of bad reviews on the service there, I experienced it as great. One time, I had my dog, Ayla, with me and they let me take her inside and prepared me a table in a corner so I didn’t have to take the food with me out in the cold.

After energizing with some food, it’s time to head to the Jewish Quarter of Toledo Old Town.

Plaza Virgen de La Gracia viewpoint

Make sure you make a stop at the viewpoint of Plaza Virgen de La Gracia on your way to Monasterio de San Juan de Los Reyes. I ended up here by chance, but it was absolutely worth a peek of the monastery from above and the river views. From there, it is a short walk down through charming, narrow, winding roads.

With one day in Toledo you should see the views from Plaza Virgen de La Gracia viewpoint
Plaza Virgen de La Gracia viewpoint

Monasterio de San Juan de Los Reyes

The Gothic monastery was built to celebrate the birth of a son and the victory of a war. The main facade is decorated with the chains of the freed Christian prisoners from Muslim times (you can see them on the left wall of the picture below).

The two-level cloister is one of the absolute highlights with a late Gothic style on the bottom floor and a Mudéjar on the second floor.

Any Toledo day trip must include Monasterio de San Juan de Los Reyes
Monasterio de San Juan de Los Reyes

Puente de San Martin

Puente de San Martin is just next to Monasterio de San Juan de Los Reyes. It is one of 3 Medieval bridges crossing the Tajo river. With 5 arches, the biggest one in the middle has a span of 40 meters wide and 27 tall, which is pretty unique for the time it was built. The bridge has fortified towers at the ends for protection.

If you are the adventurous kind and have the time, you can try the zipline that goes across the river beside the bridge.

Opening hours for the zipline Fly Toledo is 10:00-18:30 and the price is 10 Euros.

Puente de San Martin Toledo itinerary
Puente de San Martin

End the day with dinner at Piensa En Mi Taqueria Mexicana

There are many places to have dinner in the Jewish Quarter if you don’t want to move too far. However, I went to this tiny Mexican that was packed with locals. And I went back again because the food was sooo delicious! Piensa En Mi Taqueria Mexicana is situated in Calle Plata 15, only a few minutes walk up from Plaza Zocodover. They have good options for vegetarians and vegans and very cheap and mouthwatering tacos.

Vegan tacos at Piensa En Mi Taqueria Mexicana
Vegan tacos at Piensa En Mi Taqueria Mexicana

Responsible tourism in Toledo

As a natural tourist destination, Toledo is a city that at times gets too many tourists at once as it is an extremely popular day trip destination.

If you have the chance, you should try to spend more than one day in Toledo, but if you don’t you should totally go for the day!

An option is to try to travel in the low season as I did.

Make sure you respect the locals and be friendly even though you feel stressed to get to see everything in a short time.

There is a bull ring in Toledo that is still used for bullfighting. Please stay away from activities related to this and give your vote against unethical animal tourism and events.

Luckily, there are more and more bullrings shutting down across Spain, but unfortunately, there are still a lot left that are extremely popular. Among them, Toledo bullring.

The old town in Toledo is, as mentioned before, a UNESCO World Heritage site so help out by keeping it clean and use the rubbish bins provided. If you travel with a dog, not only do you have to pick up its poop. You also need to pour water over its wee, or you can get a fat fine.

Dog owner or not, make sure you bring your reusable water bottle on your day trip to Toledo. This way, you don’t contribute to plastic waste.

The tap water in Toledo is drinkable, so you can fill it up during the day. I love my eco-friendly water bottle from Bambaw as it keeps the water cold all day no matter how hot it is outside. If you like to filter your water anyway, test out this filtered water bottle from Brita.

With these small acts of responsible tourism, you will make a big difference.

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