Spain´s vibrant capital city is full of engaging things to see and do that can keep the budding explorer occupied for weeks on end. What’s more, the surrounding landscape of Madrid and nearby cities contain a wealth of potential day trips for the adventurous. There are some amazing place where you can go for some of the most unique day trips from Madrid. Whether it be taking in the views whilst hiking in the nearby snow-capped mountains, exploring the castles and monasteries of ancient Spanish towns, or simply enjoying a relaxing “caña” (little beer) in a plaza mayor, the region of Madrid and its nearby regions are full of exciting adventures.
Madrid is one of the most welcoming cities in the world – with a reputation for also being extremely LGBTQ+ friendly. Its nearby towns and cities are equally welcoming and just waiting for you to step off the beaten track and discover them.
Toledo

By far the most popular day trip from Madrid is the historical city of Toledo. Toledo is found within the neighboring autonomous region of Castilla-La Mancha and is considered the city most representative of Spanish history. This is primarily due to its visible Christian, Muslim and Jewish influences. Around Madrid you can find many guided tour offers for Toledo, but it’s actually easily reachable yourself, either by train from Atocha or bus from Plaza Eliptica.
Upon arrival you are treated to the impressive visage of the city´s towering walls high on a hill overlooking the sprawling landscape below. Don´t worry though, a rather anachronistic escalator takes you up to the top of the walls and into the very center of the old town. From here you can enjoy the views and walk downwards through the city – taking an immersive journey into Spanish history. The most dominant structures are the Alcazar fortress and the cathedral, but an array of palaces, fortresses, churches, mosques can be found within the city´s maze-like streets, as well as more modern museums and shops. Toledo is your kind of place if you´ve always wanted to buy an authentic sword to hang over the fireplace! At the base of the city stretches the river Tajo. where the truly brave can whizz over the river on Europe’s largest urban zipline.
Segovia

Another historical and architecturally stunning city can be found on Madrid´s northern side up in the plains of Castilla-Leon. Like Toledo, Segovia is easily accessible by train from Chamartin or bus from Moncloa. Segovia´s most famous feature is a huge elevated Roman aqueduct, dating as far back as the 1st century AD and is the city’s coat of arms. Segovia has several lush gardens, its own equally impressive cathedral and a castle, which was the alleged inspiration for the Disney castle from Cinderella. No midnight balls though, sadly.
The restaurants in Segovia are of an extremely high quality and no trip to the town is complete without sampling one of its tasty native dishes. Perhaps the most peculiar dish is “Cochinillo”, a roasted sucking pig. More peculiar for the tradition around it, rather than the dish itself: Once prepared the pig is cut into pieces with a plate, which is then promptly smashed on the restaurant floor! It must be seen to be believed.
Cercedilla

If you can feel the distant mountains calling you from the hustle-and-bustle of Madrid, then Cercedilla should be number one on your places to visit. The quaint town was once home to alpine skier and Winter Olympics gold medallist, Francisco Fernandez Ochez and has a charming collection of restaurants and cafes to sit in and enjoy a morning coffee whilst breathing in that crisp mountain air. Used as a base camp for a myriad of trails and hiking routes, Cercedilla can be reached via an hour train journey from Chamartin. The most well-known of the routes is the Sendero De Agua, a trek through pine forests alongside a stream in a beautiful valley, before ascending into the mountains. An option for the young of heart – and body – is a visit to the adventure park, Aventura Amazon, where you can clamor between treetop obstacles, nets and zip lines. Why let the kids have all the fun!
Cuenca

Cuenca is the ideal place to visit for those who wish to connect both with Spain’s culture and enjoy a bit of nature. The old town is an authentic medieval delight perched high up upon steep mountainous slopes. After a hike – up what feels like far too many stairs – you are rewarded with a stunning view over the new town and surrounding country. Then you are free to explore Cuenca´s ancient streets and uncover the mansions, museums, churches and restaurants amongst its cobblestone alleys.
Cuenca´s most unique attraction is its “Hanging Houses”, which – as the name suggests – hang precariously over the gorge surrounding the old town. They´re amazing to view from the outside on the bridge below, or you can even go inside, where you´ll find a maze of narrow staircases and a museum of abstract art. Hiking trails and lakes weave around the city and you would need to stay a few days to truly see it all. All this being just an hour´s train journey from Atocha in Madrid, it is truly worthy of at least a day trip.
San Lorenzo de El Escorial

A deeper delve into the history of the region of Madrid can be experienced in the north-western city of San Lorenzo de El Escorial. Here you can visit the largest renaissance building in the world and historical residence of the kings and queens of Spain. It has served as a palace, monastery, university and museum over the years, and you can now spend hours wandering through its vast halls, vaults, libraries and finally into its majestic central basilica. The world-heritage site building is surrounded by lush gardens to lose yourself within before heading into the town itself to enjoy the tapas and wine found in the restaurants of the main plaza – and at much cheaper prices than those found within Madrid capital.
For more information about Madrid, check out my article about how to spend a day in Madrid.
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Segovia is actually part of our bucket list as we are looking forward to exploring the structures. Had no idea that they are known for cochinillo. We’ll definitely try that should we have a chance to visit.
I haven’t been to Madrid, but it’s in my radar. I love this list of options for day trips and making the most of Madrid being a good home base. They each offer great reasons to go, but it’s Cuenca that caught my immediate attention, maybe it’s those views that won me over.
I am actually planning for Spain and Porto next year to spend a minimum of 20 days. Your post appears as a savior to me to get around the city properly. Thanks for the day trip ideas, I would surely check these places.
These are such great options for day trips from Madrid. I can easily see myself exploring all that Toledo, Segovia, Cuenca, and other charming towns close by. I’ve always wanted to see the Roman aqueducts – they are such a magnificent tribute to the incredible engineers of so long ago! Of course, there’s so much to see in Madrid itself, too. I think it easily justifies spending a good week here, at least.
We have visited Madrid several times and always found so much to do in the city. But I was interested to see all the good day trips that can be done from Madrid. A good reason to plan a longer stay. We have sadly not visited any of these interesting-looking spots on our travels to Spain. Although Toledo was on our plans for a longer stay.
Without a doubt, Madrid is utterly gorgeous, and I will definitely check it off my vacation wish list! The old aqueduct in Segovia really amazed me. Cuenca fascinates me the most, since I can tell from the narrative how worthwhile a visit would be. The world heritage site building at San Lorenzo de El Escorial is another place I’d really like to go to because of its rich cultural history.