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

On day 2 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, where you'll stay for 4 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!

Today, you'll explore some of the most beautiful places in Madrid, including a stadium, an art installation, a park, a lake and much more! Start your day with a visit to Santiago Bernabéu Stadium. This world-famous stadium is a must-visit in the city. When you’re ready for your next discovery, continue to Las Ventas, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring Madrid on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Crystal Palace, an interesting art installation in the city. If you’re up for more discoveries, don’t forget to reserve some time for El Retiro Park and Great Pond Of El Retiro.

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.

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.

Begin your culinary exploration in Madrid by securing a reservation at DiverXO. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Paco Roncero, a top local spot known for its tantalizing creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

If you feel like it, head out to a bar to celebrate another fantastic day in Madrid and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Continue the enjoyment post-dinner at Jazz Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, España Building offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out 1862 Dry Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Cherish every minute of your relaxed road trip vacation across Spain.

Day 3 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!

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Madrid. Begin your sightseeing with Main Square. This world-famous public square is one of the top attractions in the city. Proceed to Market Of San Miguel, another must-visit attraction.

As you wander through the inviting streets of Madrid, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Royal Palace Of Madrid. This wondrous palace is a traveler-favorite. Not far away, you’ll find Almudena Cathedral, another key site on your sightseeing itinerary. Matadero Madrid is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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 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 lovely dining experience at Areia, a popular restaurant in Madrid. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Madrid at La MaMá Restaurante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Sacha Restaurant. It’s yet another ideal choice to enhance your time in Madrid tonight.

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

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

Day 4 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Madrid is home to plenty of attractions that offer family-friendly attractions, photo-friendly spots, and history-rich sites! Start at National Archaeological Museum, a locally renowned museum that is worthwhile a visit in the city. Nearby, you’ll find Puerta De Alcalá, enchanting visitors with its respected appeal. Continue your exploration at Círculo De Bellas Artes. This cultural center is one of the city’s most well-known spots.

Enjoy the freedom of exploring Madrid at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Thyssen-bornemisza Museum. After exploring the museum, head to the extraordinary Casa De Campo.

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, Madrid has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to a delicious dinner at Taberna Mozárabe, an excellent option for tonight's dining. Looking for something different? Restaurante Lakasa offers a tantalizing alternative with its diverse menu. And don’t miss Lambuzo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Madrid.

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

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

On day 5 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, where you'll stay for 1 night, 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!

A blend of family-friendly attractions, photo-friendly spots, and history-rich sites await you in Madrid on today’s itinerary. First up is the wondrous museum, Museo Del Prado. Afterward, continue to Museo Nacional Centro De Arte Reina Sofía, a museum every traveler should visit.

As you explore Madrid’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Toledo Gate. This notable monument is an essential stop. Following that, head to Temple Of Debod, another must-visit site that will enhance your experience. Don’t forget to stop by Parque Del Oeste, a popular park in the city.

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

Bring home unique finds from Madrid's bustling shopping hub, Salamanca District. Enjoy a leisurely exploration of unique boutiques and high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Salamanca District offers plenty of options, including primary services, unique landmarks, and community events.

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 La Mi Venta, 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 Mas Al Sur, 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 HanSo Café, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

Day 6 of your easy and relaxed road trip through Spain gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the town of Real Sitio de San Ildefonso. By the end of the day, you’ll drive in the direction of the city of Valladolid, where you’ll stay at a top-rated hotel of your choice for 2 nights.

Bring your curiosity for today’s adventure around Madrid. Some of the town’s most loved attractions await! Royal Palace Of La Granja Of San Ildefonso is the perfect place to start. This palace is one of the most locally renowned places to visit in Madrid. Next, head to Aqueduct Of Segovia, a timeless monument, known for its historic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Segovia Cathedral. This awe-inspiring church is a highly recommended experience. Nearby, you'll also find Alcázar Of Segovia. Visit these for an interesting touch to your journey.

You’ll be staying at the incredible city of Valladolid in this laid-back road trip in Spain. You'll stay here for 2 nights.

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.

Start your culinary exploration in Valladolid by securing a reservation at Llantén. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of traditional cuisine. For another dining delight, visit Alquimia - Laboratorio, celebrated for its delectable creative and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trigo, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you feel like it, head out to a bar to celebrate another fantastic day in Valladolid and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Panoramix, known for its inviting atmosphere. Bar Esgueva is another great option if you’re looking for a place to get the night started. Similarly, Largo Adiós provides a great setting to enjoy the night away.

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

Day 7 of your relaxed road trip through Spain means 24 hours of making the best memories in Valladolid. You’ll go sightseeing at famous attractions in Valladolid. 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 Valladolid!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Valladolid allows for both. Start by heading to National Sculpture Museum. This underrated museum provides an insightful glimpse into the city's identity. Next, discover Cathedral Of Valladolid, a heritage-rich church, promising a delightful encounter.

Continue your sightseeing with a visit to Plaza Mayor, an underrated public square. When you’re done, don’t forget to make a stop at the beloved Plaza De Zorrilla. Round off your day at Parque Campo Grande, another gem in Valladolid with stunning features to discover.

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

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 Valladolid.

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 gains consistently high praises from customers, it’s an ideal choice in Valladolid tonight.

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

Explore the vibrant nightlife at The Lost Child Cocktail's Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Café Bar Alborada for a great selection of flavorful drinks and a charming setting. Furthermore, Monasterio is perfect for those looking to extend their night with a touch of local flavor.

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 8 of your self-drive tour in Spain is your opportunity to see and experience the diversity of the country. You’ll stay in Avila for 1 night. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Spain.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Valladolid allows for both. Start by heading to Roman Bridge Of Salamanca. This captivating historical landmark provides an insightful glimpse into the city's identity. Next, discover Casa Lis, a standout museum, promising a delightful encounter.

Continue your sightseeing with a visit to Calisto And Melibea Vegetable Garden, a popular botanical garden. When you’re done, don’t forget to make a stop at the notable Salamanca Cathedral. Round off your day at Ieronimus Tower (old Cathedral), another gem in Valladolid with stunning features to discover.

In the city of Avila, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Spain.

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.

Set out on a gastronomic journey in Avila by reserving a table at Barro. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. Looking for something different? Restaurante Sanjuaniego offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Avila.

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

Round off your dining experience by visiting Bar La Mezquita, a prime location for a drink. Alternatively, explore the distinctive characteristics of La Oca Cocktail Bar, a bar catering to every mood and preference. The Black Rose likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 9 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Spain. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Spain.

Today’s itinerary in Avila covers several incredible sights, including a public square, a church, a monument, an observation deck, a cave and much more! Start your adventure at Plaza Mercado Chico. This curiosity-inducing public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Ávila Cathedral, 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 Walls Of Ávila. This popular monument offers an enriching experience. For a change of pace, head to Cuatro Postes Lookout - Viewpoint Of Ávila, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Cuevas Del Águila. These sights offer a fulfilling end to a perfect day.

Continue your laid-back road trip exploration of the best attractions in Spain at Toledo. Select from top hotels and accommodations in the city to recharge and rejuvenate.

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 Toledo.

Experience a symphony of flavors at Iván Cerdeño in Toledo by securing a reservation in advance. Renowned for its 2-star Michelin distinction, Iván Cerdeño delights its guests with its exceptional variety of meals showcasing delicious modern cuisine. Or, if you're feeling adventurous, why not try La Casa de Damasco? It's another excellent option with a diverse menu.

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.

Extend your evening after a delightful meal by visiting Buca Bar, which offers the perfect atmosphere for a night out. Moreover, Pub "o'briens" is another popular option for a drink or two. Likewise, Terraza Miradero also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Day 10 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Brace yourself for today’s incredible lineup of attractions in Toledo, featuring family-friendly attractions, scenic views, and photo-friendly spots. Start at Alcázar Of Toledo, a notable castle in the city. Then, head to Army Museum and soak in the ambiance of this photogenic military museum.

There are many interesting places to see in Toledo, and when you are ready for more, go to Alcantara Bridge. This is one of the city’s most up-and-coming romantic spots of interest. After exploring the monument, visit the notable Mirador Del Valle.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Spain by joining a traveler-approved tour in Toledo. There are so many fun and eye-opening activities to try out in Toledo 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!

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.

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

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.

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

On day 11 of your leisurely self-drive tour across Spain, you’ll go deep into Toledo, 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 Toledo, and meet locals along the way!

Bring your curiosity for today’s adventure around Toledo. Some of the city’s most loved attractions await! Santa Iglesia Catedral Primada De Toledo is the perfect place to start. This church is one of the most locally renowned places to visit in Toledo.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Puerta Del Sol. This picture-perfect monument is a highly recommended experience. Nearby, you'll also find Puerta De Bisagra and Paseo De La Vega. Visit these for an interesting touch 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.

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 Toledo, explore the city like a local by trying out the best restaurants in the area.

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

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 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!

Today's adventure in Toledo promises more breathtaking discoveries and enriching experiences! Begin at San Martin's Bridge. This romantic monument is a highlight of any visit in the city. Then, enjoy Monasterio De San Juan De Los Reyes, Toledo, another symbolic attraction that never fails to captivate visitors. Next, head over to Sinagoga De Santa María La Blanca, one of the city’s most frequently visited attractions, known for its heritage-rich features.

If you’re looking for more, spend time soaking in the atmosphere of Iglesia De Santo Tomé. This photogenic church is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

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.

Savor the flavors at Cervecería Lúpulo, a top pick for dinner tonight. Alternatively, La Otra Bóveda beckons with its unique menu offerings. Also, consider Restaurante Victor Sánchez-Beato. With its consistent customer satisfaction, it’s an excellent option for dining in Toledo 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.

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

Day 13 of your relaxed road trip across the beautiful country of 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!

Today, you'll explore some of the most beautiful places in Toledo, including a canyon, a historical landmark, a castle, a public square and much more! Start your day with a visit to Barrancas De Burujón. This intriguing canyon is a must-visit in the city. When you’re ready for your next discovery, continue to Molinos De Viento De Consuegra, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring Toledo on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Castle Of La Muela, an up-and-coming castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Plaza Mayor De Ocaña.

When you’re not exploring beautiful places, you’ll have a relaxed time at Madrid. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

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.

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.

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

Toast to another unforgettable and relaxing road trip adventure in Spain!