Relaxed 14-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Valladolid, Avila, and Toledo

Day 2 of your relaxed road trip through Spain means 24 hours of making the best memories in Madrid. You’ll go sightseeing at famous attractions in Madrid. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Madrid!

Santiago Bernabéu Stadium is perfect for a self-paced visit during the day. This awe-inspiring stadium is sure to impress. Next on your list is Las Ventas, another must-visit landmark and well-known stadium renowned for its breathtaking features.

While exploring and sightseeing, take time to savor the culture of Madrid by sampling some local delicacies. When you’re ready for more sightseeing, head to Crystal Palace. This noteworthy art installation is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting El Retiro Park, a wondrous park. Nearby, you'll also find Great Pond Of El Retiro, ready to add charm to your journey.

Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Madrid, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Experience a harmony of flavors at DiverXO in Madrid by securing a reservation in advance. Known for its 3-star Michelin status, DiverXO offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Smoked Room, a highly recommended restaurant known for its enticing contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Paco Roncero, a highly acclaimed restaurant celebrated for its exceptional creative menu.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Keep the excitement of the evening going by visiting a bar or two. Jazz Bar is an excellent place to start. You could also check out España Building, offering a different kind of charm. A last recommendation for the day is 1862 Dry Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Spain!

Day 3 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Enjoy all that Main Square has to offer. This is a world-famous public square you should not miss. Another must-see is Market Of San Miguel, a timeless food market in Madrid.

When you’re ready for the next sight, head to Royal Palace Of Madrid. From there, take a leisurely stroll to Almudena Cathedral, another of the city’s locally renowned attractions. We recommend continuing your self-guided tour at Matadero Madrid, a visually striking place of interest in the city.

Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities. Madrid offers a wide selection of experiences for every traveler.

Exploring the food culture in Madrid offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Make sure to reserve a table at Areia, an iconic dining spot in Madrid. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La MaMá Restaurante, a popular restaurant in Madrid. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Sacha Restaurant, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Madrid.

A leisurely self-drive holiday in Madrid can’t get any better than this! Toast to another amazing day in Spain!

On day 4 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Madrid, and meet locals along the way!

Look forward to a unique sightseeing adventure at the captivating National Archaeological Museum and allow yourself time to explore. Just a short distance away you'll find your next stop, Puerta De Alcalá, a history-steeped monument that draws visitors from far and near.

Continue your journey to Círculo De Bellas Artes, one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the well-known Thyssen-bornemisza Museum. When you're finished at the museum, Casa De Campo awaits your visit. This park is an instagrammable highlight on today's itinerary.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Spain by joining a traveler-approved tour in Madrid. There are so many fun and eye-opening activities to try out in Madrid that will make your slow-paced self-drive tour in Spain more memorable. Check out all the most recommended and top-rated tour options in the city of Madrid to find the best options for you!

When you’re not driving and exploring some of the best places in Spain, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Madrid.

Savor the flavors at Taberna Mozárabe, a top pick for dinner tonight. Alternatively, Restaurante Lakasa beckons with its unique menu offerings. Also, consider Lambuzo. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

Experience the amazing nightlife in Madrid and unwind at the coolest bars in the city.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Spain!

Day 5 of your relaxed road trip through Spain means 24 hours of making the best memories in Madrid. You’ll go sightseeing at famous attractions in Madrid. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Madrid!

One of the most world-famous attractions included on the itinerary is Museo Del Prado. This photogenic museum will help you start your sightseeing on top. Then, take a leisurely stroll to Museo Nacional Centro De Arte Reina Sofía and learn what makes this historic museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Toledo Gate. After exploring the monument, head to Temple Of Debod. This extraordinary monument is a highlight in Madrid. As your day continues, stop by Parque Del Oeste, known for its mesmerizing features.

Spain makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Spain also offers plenty of tours to enhance your relaxed road trip experience.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Madrid, explore the city like a local by trying out the best restaurants in the area.

Dine in style at La Mi Venta, a top recommendation for dinner tonight. Or, for a change of pace, Mas Al Sur boasts a menu that's sure to impress. Also, be sure to check out HanSo Café. Known as a local hotspot, it’s a great choice for tonight in Madrid.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Madrid. The bars in Madrid make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Spain.

Day 6 of your relaxed road trip across Spain offers a day of exciting discoveries. You’ll start your day in Real Sitio de San Ildefonso and drive in the direction of Segovia for some laid-back sightseeing. You’ll end your day in Valladolid, where you’ll stay for 2 nights.

Embrace the thrill of the open road as you wave goodbye to Madrid and set your GPS to Real Sitio de San Ildefonso. 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 1 hour 13 min. Upon reaching Real Sitio de San Ildefonso, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Real Sitio de San Ildefonso is Royal Palace Of La Granja Of San Ildefonso, a well-known palace that draws attention for its romantic features.

When you’ve had your share of Real Sitio de San Ildefonso, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Segovia. Your travel time is around 17 min.

When you're ready for some sights, head to Aqueduct Of Segovia, an iconic monument in Segovia. Explore its UNESCO world heritage-designated features at your own pace before you continue your journey to your next attraction, Segovia Cathedral. This notable church is a top recommendation in the area.

When you’re ready to explore more, Alcázar Of Segovia is an excellent choice. Spend some time discovering what some claim to be the most symbolic castle in the region.

In Valladolid, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Spain.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Get ready for an unforgettable culinary journey in Valladolid by reserving a table at Llantén. Renowned as a Bib Gourmand restaurant, it offers an exceptional traditional menu. For a different taste experience, head to Alquimia - Laboratorio, recognized for its delicious creative and modern dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Trigo, a local favorite known for its delightful modern cuisine in Valladolid. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for modern foodies seeking culinary excellence.

After dinner, it’s time to fall in love with the amazing nightlife in Valladolid and unwind at some of the best bars in the city.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Panoramix stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Esgueva offers an ideal atmosphere to enjoy the pleasures of the night. Largo Adiós is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass and relax after another big day of your leisurely paced road trip in Spain!

Day 7 introduces you to many popular attractions and activities in Valladolid, further proving that leisurely self-drive tours in Spain are extraordinary.

Visiting National Sculpture Museum is always a good idea. This beloved museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the monumental wonders of Cathedral Of Valladolid, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Plaza Mayor. This locally appreciated public square offers an enriching experience. For a change of pace, head to Plaza De Zorrilla, where you can take in masterful features. Conclude your self-guided sightseeing tour with a visit to Parque Campo Grande These sights offer a fulfilling end to a perfect day.

Make the most of your time in the country by joining activities that let you discover more about Spain. Check out all of the tours you can join this day of your leisurely self-drive holiday in Spain and ensure the experience of a lifetime.

Exploring new places makes you hungry. Luckily, Valladolid has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a lovely meal at Sercotel Valladolid, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Café & copas Murmullo is another top choice with a popular menu. You could also check for a table at ATYPIKAL. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Valladolid tonight.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Spain.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, The Lost Child Cocktail's Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Café Bar Alborada offers an ideal atmosphere to enjoy the pleasures of the night. Monasterio is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Spain!

On day 8 of your laid-back road trip adventure in Spain, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Continue your road trip and head to your next destination, Salamanca. This car ride takes around 1 hour 23 min.

When you're ready for some sights, head to Roman Bridge Of Salamanca, a captivating historical landmark in Salamanca. Explore its symbolic features at your own pace before you continue your journey to your next attraction, Casa Lis. This frequently visited museum is a top recommendation in the area.

When you’re ready to explore more, Calisto And Melibea Vegetable Garden is an excellent choice. Spend some time discovering what some claim to be the most serene botanical garden in the region. Next, continue your sightseeing at the interesting Salamanca Cathedral and discover what makes this church unique. If you’re up for one more stop in the city, head to Ieronimus Tower (old Cathedral), a picture-perfect church many travelers find the visit worthwhile.

When you’re not exploring beautiful places, you can relax in Avila. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Avila, explore the city like a local by trying out the best restaurants in the area.

Begin your culinary exploration in Avila by securing a reservation at Barro. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, Restaurante Sanjuaniego boasts a menu that's sure to impress.

Hang out and unwind at some of the top bars in Avila.

To truly maximize your evening out, consider visiting Bar La Mezquita after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Oca Cocktail Bar, another bar with an inviting ambiance. Similarly, The Black Rose also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Look back at an amazing day filled with adventure in Spain. And don’t forget to get some rest so you can continue your relaxed holiday in Spain tomorrow with new energy.

Day 9 of your relaxed road trip in Spain will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Spain, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Plaza Mercado Chico is must-visit public square and a great option for a daytime tour of the area. Continue your journey to Ávila Cathedral, a curiosity-inducing church, located just a leisurely stroll away. Next, head to Walls Of Ávila, a historic monument, also available for your discovery today.

Arenas de San Pedro’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Avila behind. This drive usually takes around 1 hour 12 min. Arenas de San Pedro welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Cuevas Del Águila, an intriguing cave that everyone visiting Arenas de San Pedro should see.

Continue your laid-back road trip in Spain as you make your way to Toledo. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

Exploring the food culture in Toledo offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Have a memorable dining experience in Toledo by booking a table at Iván Cerdeño, a 2-star Michelin restaurant presenting an exceptional modern menu. Immerse yourself in the culinary delights of La Casa de Damasco, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Explore the vibrant nightlife at Buca Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Pub "o'briens" for a great selection of flavorful drinks and a charming setting. Furthermore, Terraza Miradero is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Spain!

On day 10 of your leisurely self-drive tour across Spain, you’ll go deep into Toledo, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Toledo, and meet locals along the way!

Alcázar Of Toledo is must-visit castle and a great option for a daytime tour of the area. Continue your journey to Army Museum, a locally appreciated military museum, located just a leisurely stroll away. Next, head to Alcantara Bridge, a history-steeped monument, also available for your discovery today.

Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities. Toledo offers a wide selection of experiences for every traveler.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a wonderful meal at Tobiko Restaurante, a top-rated dining spot in Toledo. If you're in the mood for something new, try Entre Dos Fuegos Restaurante, another premier location with a delectable menu. You might also want to book a table at El Trébol. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Toledo.

After dinner, it’s time to fall in love with the amazing nightlife in Toledo and unwind at some of the best bars in the city.

Raise your glass and relax after another big day of your leisurely paced road trip in Spain!

Day 11 of your relaxed road trip through Spain means 24 hours of making the best memories in Toledo. You’ll go sightseeing at famous attractions in Toledo. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Toledo!

To truly experience Toledo, make sure to drop by Santa Iglesia Catedral Primada De Toledo. This well-known church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Mezquita Del Cristo De La Luz, one of the city’s best highlights.

Next, check out Puerta Del Sol, one of the most frequently visited places to see in Toledo. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Puerta De Bisagra. Wander around and soak in the culturally significant atmosphere this monument offers. Then, head to Paseo De La Vega, a top-rated park that adds another dimension to your day.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Spain by joining a traveler-approved tour in Madrid. There are so many fun and eye-opening activities to try out in Madrid that will make your slow-paced self-drive tour in Spain more memorable. Check out all the most recommended and top-rated tour options in the city of Toledo to find the best options for you!

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Toledo, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at Restaurante Taberna El Gallo Toledo, a highly-rated dining destination in Toledo. If you're eager to try something different, consider Bar Skala, another top spot with a tantalizing menu. You might also want to secure a reservation at La Clandestina. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Toledo this evening.

As the day is coming to an end, stop at some of Toledo’s best bars to celebrate this day of your slow-paced adventure in Spain.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Spain!

Day 12 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Whether you decide to explore Toledo on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Awaiting your discovery is the notable San Martin's Bridge, a history-steeped monument in Toledo. Next, go to Monasterio De San Juan De Los Reyes, Toledo.

After visiting San Martin's Bridge and Monasterio De San Juan De Los Reyes, Toledo, have a stroll along Toledo's streets and take in the local charm. Continue your sightseeing by heading to Sinagoga De Santa María La Blanca. This heritage-rich synagogue offers a unique experience. Iglesia De Santo Tomé is another noteworthy attraction worthwhile a visit.

Spain makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Spain also offers plenty of tours to enhance your relaxed road trip experience.

Exploring the food culture in Toledo offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a delicious meal at Cervecería Lúpulo, a top-rated dining destination in Toledo. If you're in the mood to try something new, consider La Otra Bóveda, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurante Victor Sánchez-Beato. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Toledo this evening.

Hang out and unwind at some of the top bars in Toledo.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Toledo!

Day 13 of your easy, relaxed road trip through Spain lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Burujón. By evening, drive toward the Madrid, where you’ll stay at a top-rated hotel of your choice for 1 night.

When you’ve had your share of Toledo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Burujón. Your travel time is around 36 min.

Savor the day by heading to Barrancas De Burujón, a curiosity-inducing canyon that draws visitors from near and far.

Continue your road trip and head to your next destination, Consuegra. This car ride takes around 1 hour 5 min.

Savor the day by heading to Molinos De Viento De Consuegra, an intriguing historical landmark that draws visitors from near and far. When you're done, continue to Castle Of La Muela, where you can soak in the history-steeped surroundings.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Ocaña may take around 47 min. Upon your arrival in Ocaña, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the day by heading to Plaza Mayor De Ocaña, a frequently visited public square that draws visitors from near and far.

You'll be staying in Madrid on this laid-back road trip through Spain. You'll stay here for 1 night.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Madrid, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at Prada a Tope Madrid, a highly-rated dining destination in Madrid. If you're eager to try something different, consider Restaurante Morgana, another top spot with a tantalizing menu. You might also want to secure a reservation at BiBo Dani García. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

Experience the amazing nightlife in Madrid and unwind at the coolest bars in the city.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Spain!