10-Day Spain Road Trip from Madrid to Toledo and Cuenca and surrounding area

Welcome to Madrid, the perfect starting point for your road trip in Spain! Pick up your rental car and let the adventure begin. You will spend 6 nights immersing yourself in Madrid's charm before embarking on the next leg of your journey.

Madrid is a beautiful city with plenty to discover. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Madrid. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Spain. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat in Madrid. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Reserve a table at DiverXO, a 3 Michelin star restaurant and a Bib Gourmand dining establishment in Madrid. This epicurean hotspot’s delicious creative offering makes it a crowd favorite. DiverXO is highly regarded in the culinary world and boasts an impressive track record of satisfied customers.

Another popular dining spot in Madrid is Smoked Room, which critics have graced with 2 Michelin stars. This Bib Gourmand establishment’s pleasant ambiance and food choices leave a lasting impression on everyone who dines here. Its contemporary menu, characterized by its exquisite flavors, is a true testament to the Smoked Room’s culinary excellence.

Locals and foreign travelers alike recommend the popular Bib Gourmand restaurant, Paco Roncero. Captivated customers consistently praise this restaurant in Madrid for its appetizing selection of food, including its creative courses. As a leading food haven, it boasts 2 Michelin stars for giving an unforgettable dining experience to its patrons.

After dinner, visit El miniBAR for a drink or two. This bar serves plenty of food and drink options and is rated an average of 4.7 out of 5 stars by 4,297 customers.

You can also enjoy your night at Areia. With an average rating of 4.4 out of 5 stars from 3,973 customers, it's safe to say that Areia promises an unforgettable bar experience.

Raise a toast to the start of your 10-day road trip in Spain!

Day 2 offers a multitude of experiences. You will stay in Madrid for 5 nights more, offering you enough time to explore at a relaxed pace.

You can learn more about Madrid today by going on a tour. Madrid offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Madrid.

Make sure to book a table at El Social, a popular restaurant in Madrid. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of food lovers. Its commitment to culinary excellence is evident in its 4.7 out of 5-star rating from 944 satisfied guests.

Do not miss the opportunity to dine at James Joyce Irish Pub Madrid during your stay in Madrid. This popular dining spot boasts a tantalizing menu, earning a remarkable rating of 4.3 out of 5 stars, esteemed by 4,124 satisfied guests.

After dinner, visit 1862 Dry Bar and experience the nightlife in the city of Madrid. This bar is one of the best places to cap off the night and is rated an average of 4.6 out of 5 stars by 1,987 customers.

You can also hang out at Taberna del Alabardero de Madrid. This bar serves a variety of snacks and drinks and has an average rating of 4.3 out of 5 stars by 1,525 customers.

Relax and recharge in preparation for another adventurous day in Spain!

Day 3 of your road trip will take you to the best attractions Madrid has to offer. Cherish the 4 nights you have left in Madrid by discovering the best things there are to see and do in the city.

If you have an appetite for more adventure, check out the fantastic selection of tours and tickets offered in Madrid on this day of your trip. You'll find the most recommended ones below.

After a day of adventure, treat yourself to an exquisite dinner at one of Madrid's best restaurants.

Don't forget to book a table at El Jardín Secreto Madrid, a well-known eatery in Madrid. This popular restaurant and its sumptuous cuisine have won the hearts of food lovers. Its commitment to a delicious menu is evident in its 4.3 out of 5-star rating from 4,058 satisfied guests.

Ensure you visit Pum Pum Café while exploring Madrid. This popular restaurant offers a delicious menu, distinguished with a rating of 4.3 out of 5 stars, celebrated by 3,614 discerning guests.

Baton Rouge Cocktail Bar is one of the best bars you can visit in Madrid tonight. This bar is rated an average of 4.6 out of 5 stars by 966 customers.

You can also enjoy a glass or two at a popular place like Harvey's Cocktail Bar. This bar has an average rating of 4.4 out of 5 stars from 1,137 customers.

Relax and reminisce about your day in Spain and look forward to more memorable moments to come!

Day 4 of your road trip across Spain promises a magnificent time exploring Madrid. You have 3 nights left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

There are plenty of experiences you can choose from in Spain that will add excitement to your vacation. When you’re keen to discover what else Madrid has in store for you, use this day to go on a tour. This tour allows curious travelers like you to experience the best of the country. You can make the most of your time in Spain by scrolling down and selecting tours and activities to include on your itinerary for the day.

As dinnertime approaches, it's time to head out for a bite to eat in Madrid. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dining experience at Corral de la Morería while you’re in Madrid. Famous for its lovely menu and mouthwatering dishes, it has captivated around 3,011 diners, earning it an average rating of 4.5 out of 5 stars.

Another favorite dining locale in Madrid is La Mi Venta. Have a satisfying meal from the menu that has charmed its way to the hearts of around 2,658 happy customers, who gave it an average rating of 4.6 out of 5 stars.

If you’re not yet ready to call it a day, pop into Cafe Madrid. This bar is considered one of the best in Madrid and is rated an average of 4.4 out of 5 stars by 662 customers.

You may also want to check out Inclán Brutal Bar. Equally popular, this bar offers a great drink list and a nice atmosphere for your evening endeavors. Inclán Brutal Bar is rated an average of 4.6 out of 5 stars by 7,713 customers.

Celebrate another amazing day of your road trip adventure in Spain!

On day 5 of your road trip, you will have an entire day to explore Segovia. You’ll stay in Segovia for 2 nights and discover all the best things to see and do in the area.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for an authentic adventure.

Elevate your experience by savoring a meal in Malacatín, a distinguished dining establishment in Madrid. It has a rating of 4.4 out of 5 stars, thanks to the positive reviews of 3,017 satisfied guests and a menu that’s committed to quality and flavor.

Another dining spot you shouldn't miss while in Madrid is JUNGLEKING - International Food & XL Brunch in Madrid. This popular restaurant’s appealing menu has garnered a rating of 4.5 out of 5 stars, thanks to the positive reviews shared by 2,533 happy diners.

Many locals go to Taberna El Sur to have a good time. This bar is rated an average of 4.5 out of 5 stars by 5,959 customers.

If you feel like going somewhere else, another popular option is Mercado de la Reina 12. This bar has an average rating of 4.2 out of 5 stars by 6,470 customers.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Spain.

Greet day 6 of your road trip in Spain with a smile and start your day with a hearty breakfast. You will return to Madrid for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Real Sitio de San Ildefonso, Real Sitio de San Ildefonso, Valsaín, and Madrid.

When you’ve had your share of Madrid, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Valsaín. Your travel time is around 1 hour 10 min.

Start your sightseeing with a visit to Área recreativa Los Asientos. This park is a popular stop on travelers’ itineraries in Valsaín, with an average rating of 4.5 out of 5 stars by 1,454 visitors.

Fasten your seatbelt and make your way to your next stop. Real Sitio de San Ildefonso, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Valsaín to Real Sitio de San Ildefonso may take around 7 min without traffic disruptions. Upon arrival, we highly recommend checking out some of the top attractions.

Soak in the beautiful landscapes as you drive and look forward to exploring your next destination.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Madrid.

As dinnertime approaches, it's time to head out for a bite to eat in Madrid. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Reserve a table at La Bien Aparecida, a renowned restaurant in Madrid. This culinary gem and its flavorful dishes have captured the hearts of food enthusiasts. Its reputation is reflected in its 4.5 out of 5-star rating from 2,473 guests.

Ensure you experience culinary excellence at Prada a Tope Madrid while in Madrid. This dining establishment presents an exquisite menu that has received a rating of 4.4 out of 5 stars, acclaimed by 2,511 discerning diners.

One of travelers' and locals' favorite bars in the city is Café Central. This claim is supported by 5,181 customers who have rated it an average of 4.1 out of 5 stars.

If you want to continue your night somewhere else, head to another popular place like Mas Al Sur. This bar is a local favorite, with great drinks, lovely service, and an average rating of 4.4 out of 5 stars by 2,973 customers.

Get a good night's sleep and look forward to another great day on the road in Spain!

Dive into day 7 of your remarkable road trip in Spain. Today you will jump into the car and make your way to Hinojosa de San Vicente, Talavera de la Reina, Santo Domingo-Caudilla, and Toledo, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Toledo. You’ll stay here for 1 night.

When you’ve had your share of Madrid, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Hinojosa de San Vicente. Your travel time is around 1 hour 24 min.

As you’ve unraveled the marvels of Hinojosa de San Vicente, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Talavera de la Reina may take around 20 min. Upon your arrival in Talavera de la Reina, you’ll be greeted with the opportunity to do some sightseeing and exploring.

At the end of the day, you will drive to Toledo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Toledo's best restaurants.

Indulge in an exquisite Bib Gourmand dining experience at Iván Cerdeño. Renowned for its prestigious 2 Michelin-star rating and an array of mouthwatering dishes, Iván Cerdeño consistently impresses foreign and local diners, garnering praise for its exceptional modern cuisine.

Another favorite dining locale in Toledo is Restaurante Alfileritos 24. Have a satisfying meal from the menu that has charmed its way to the hearts of around 3,860 happy customers, who gave it an average rating of 4.3 out of 5 stars.

While in Toledo, enjoy Restaurante Hierbabuena’s appetizing dishes. This dining establishment has earned a positive reputation and a rating of 4.5 out of 5 stars, thanks to the endorsements and reviews of around 1,791 satisfied guests.

After dinner, visit La Clandestina, which is considered one of the best bars in the city. This bar is rated an average of 4.5 out of 5 stars by 1,595 customers.

You can also enjoy drinks at a popular place like La Cave. This bar has an average rating of 4.3 out of 5 stars by 1,714 customers.

Alternatively, check out El Trébol. This bar is rated an average of 4.3 out of 5 stars by 7,790 customers.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Spain.

On day 8 of your road trip in Spain, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Consuegra, Ocaña, and Cuenca. In the evening, you’ll end up in Cuenca, where you will stay for 1 night.

Consuegra’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Toledo behind. This drive usually takes around 50 min. Consuegra welcomes you with a multitude of unique vacation experiences.

Embrace the thrill of the open road as you wave goodbye to Consuegra and set your GPS to Ocaña. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 49 min. Upon reaching Ocaña, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of Cuenca. Cuenca offers plenty of top-rated hotels and other places to stay on any travel budget. Check in at the hotel of your choice and take some time to relax before you head out to explore.

As dinnertime approaches, it's time to head out for a bite to eat in Cuenca. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy an outstanding luxury dining experience at Olea Comedor. Holding an impressive rating and a remarkable menu, Olea Comedor consistently impresses both foreign and local guests, earning praise for its exceptional modern and fusion cuisine.

Do not miss the opportunity to dine at Restaurante Recreo Peral during your stay in Cuenca. This popular dining spot boasts a tantalizing menu, earning a remarkable rating of 4.4 out of 5 stars, esteemed by 2,722 satisfied guests.

Savor the flavors of Restaurante El Torreón, a renowned dining destination in Cuenca. Offering a menu that's sure to please, it has a gained 4.4 out of 5-star rating from 1,390 satisfied guests.

If you're in the mood for an after-dinner drink, Las Brasas is our number one recommendation. Around 1,335 customers have rated this bar 4.4 out of 5 stars.

La Ronería De La Habana also has a great drinks menu. This bar is a local favorite and has an average rating of 4.3 out of 5 stars from 1,072 reviews.

Restaurante Sidrería La Figal is another popular place to spend the evening in Cuenca. This bar is rated 4.3 out of 5 stars by 1,526 customers.

Celebrate another amazing day of your road trip adventure in Spain!

On day 9 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 3 destinations, Cuenca, Cuenca, and Madrid. When you’re not sightseeing, take time to relax at your selected hotel in Madrid, where you’ll be staying for 1 night.

When you arrive, enjoy some sightseeing.

Fasten your seatbelt and make your way to your next stop. Upon arrival, we highly recommend checking out some of the top attractions.

When you’re done exploring for the day, you’ll drive to Madrid, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for an authentic adventure.

Book a table at Arrabal Madrid, a famous dining establishment in Madrid. This culinary hotspot and its appetizing cuisine have captured the hearts of food enthusiasts. Its reputation for food excellence is reflected in its 4.5 out of 5-star rating from 1,924 satisfied diners.

Cervantes Cervecería is an excellent example. This bar is rated an average of 4.3 out of 5 stars by 3,073 customers.

You can also enjoy drinks at a popular bar that locals recommend, like Sagaretxe. This bar has an average rating of 4.1 out of 5 stars by 3,358 customers.

Savor another day of unforgettable experiences in Spain!

Day 10 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of Madrid before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Optimize your last day in Spain and go on a shopping spree in Madrid’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Spain, you’re in for a treat. A variety of goods and gifts await your discovery.

Before you conclude your road trip in Spain, drop by another restaurant for a last chance at a memorable dining experience in Madrid.

You’ll then say farewell to Madrid. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Spain!