Two-Week Relaxed Spain Self-Drive Road Trip With Itinerary from Valladolid to Segovia, Madrid, and Toledo

On day 2 of your leisurely self-drive tour across Spain, you’ll go deep into Valladolid, 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 Valladolid, and meet locals along the way!

Today’s route brings family-friendly attractions, romantic experiences, and natural wonders. The first attraction of today is Parque Campo Grande. This interesting park is a peaceful place to see in Valladolid. Continue your discovery at Plaza De Zorrilla, a romantic public square with stories to tell.

As you stroll around Valladolid, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Museo Casa De Cervantes. This locally appreciated museum offers a photogenic encounter with Valladolid. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Valladolid.

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.

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.

Begin 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.

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.

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.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Spain!

On day 3 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.

Brace yourself for today’s incredible lineup of attractions in Valladolid, featuring family-friendly attractions, picturesque spots, and historic treasures. Start at Iglesia Vera Cruz, an increasingly popular church in the city. Then, head to Parroquia Santa María De La Antigua and soak in the ambiance of this breathtaking church.

There are many interesting places to see in Valladolid, and when you are ready for more, go to Cathedral Of Valladolid. This is one of the city’s most intriguing inviting spots of interest.

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

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 Segovia.

Have a fantastic dining experience at Restaurante Pasapán, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bar Lozoya offers an enticing alternative with its varied menu. Additionally, El Túnel de Goriche is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Segovia.

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

Continue your evening by exploring the vibrant nightlife scene at Shout Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Pub Celia, a bar that offers unique local touches. Likewise, Bar Correos provides an excellent alternative for a fun evening.

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

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

Set out on a day brimming with family-friendly attractions, scenic views, and picturesque spots. Start at the timeless Aqueduct Of Segovia, a historic monument in Segovia. Next, go to Loba Capitolina.

Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities. Segovia 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 Segovia.

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

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.

After your meal, keep the night alive at a bar like Cafetería Expressaté, known for its lively atmosphere. Pub La Escalera is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, El Antiguo Café offers an excellent atmosphere for those looking to amp up the evening.

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

Day 5 of your leisurely self-drive tour in Spain is another opportunity for an in-depth travel experience in the country. You’ll stay in Madrid for 5 nights.

A blend of fun adventures, romantic experiences, and scenic views await you in Segovia on today’s itinerary. First up is the locally appreciated public square, Plaza Mayor. Afterward, continue to Segovia Cathedral, a church every traveler should visit.

As you explore Segovia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Puerta De San Andrés. This worthwhile monument is an essential stop. Following that, head to Alcázar Of Segovia, another must-visit site that will enhance your experience.

In the city of Madrid, 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.

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.

Dive into a culinary adventure like no other in Madrid by booking a table at DiverXO. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Paco Roncero, a top local restaurant known for its tantalizing creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

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

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

Day 6 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!

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and photo-friendly spots. Whether you decide to explore Madrid on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Santiago Bernabéu Stadium is the first of them. Spend some time admiring this historic stadium before continuing your journey. Crystal Palace is your next stop. This popular art installation is one of the best-rated sights in Madrid.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit El Retiro Park. This mesmerizing park is a sight to behold. To round off your sightseeing experience, visit Great Pond Of El Retiro and Las Ventas.

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

Enjoy a lovely meal at Alhambra, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Restaurante Alabaster is another top choice with a popular menu. You could also check for a table at Restaurante De María - Felíx Boix. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Madrid tonight.

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.

Let the evening flow smoothly from dinner to drinks at Jazz Bar, a top-rated bar in the area. For other recommendations, España Building provides a perfect setting for rounding out your night with style and great drinks. Likewise, 1862 Dry Bar offers a memorable night with diverse drink options and excellent service.

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

On day 7 of your leisurely self-drive tour across Spain, you’ll go deep into Madrid, 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 Madrid, and meet locals along the way!

Start by visiting Almudena Cathedral, a prime spot to begin your journey. This grand church is sure to impress. Next on your list is Royal Palace Of Madrid, another must-visit landmark and world-famous palace renowned for its romantic 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 Plaza De España. This picture-perfect public square is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting Temple Of Debod, a top-rated monument. Nearby, you'll also find Parque Del Oeste, ready to add charm to your journey.

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!

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.

Treat yourself to a delightful dinner at Areia, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La MaMá Restaurante? It's another excellent option with a diverse menu. Consider reserving a table at Sacha Restaurant as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

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

Day 8 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Gran Vía is one of the highlights of today. Take your time exploring this iconic street in Madrid, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Malasaña, a neighborhood that showcases another side of Madrid.

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Círculo De Bellas Artes. This visually striking cultural center is a highlight of any visit in the city. Then, enjoy Puerta De Alcalá, another history-steeped attraction that never fails to captivate visitors. Next, head over to National Archaeological Museum, one of the city’s most notable attractions, known for its history-steeped features.

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 Madrid, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Make sure to reserve a table at Taberna Mozárabe, 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 Restaurante Lakasa, 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 Lambuzo, a hidden gem nestled in Madrid. 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.

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

Day 9 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!

Make sure to visit La Latina, a popular neighborhood in Madrid. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Today, you'll explore some of the most beautiful places in Madrid, including a public square, a food market, a monument, a park and much more! Start your day with a visit to Main Square. This timeless public square is a must-visit in the city. When you’re ready for your next discovery, continue to Market Of San Miguel, which may be one of the most photogenic 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 Toledo Gate, an interesting monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Casa De Campo.

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 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.

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.

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

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 10 of your relaxed road trip across Spain promises an exciting agenda full of discovery. You’ll start your day in the city of Madrid and drive in the direction of the city of Toledo for some laid-back sightseeing. You’ll end your day in the city of Toledo, where you’ll stay for 4 nights.

Today’s well-planned self-sightseeing route offers several fun adventures, photo-friendly spots, and history-rich sites. Whether you decide to explore Madrid on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Thyssen-bornemisza Museum is the first of them. Spend some time admiring this photogenic museum before continuing your journey. Museo Del Prado is your next stop. This globally renowned museum is one of the best-rated sights in Madrid.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Museo Nacional Centro De Arte Reina Sofía. This historic museum is a sight to behold. To round off your sightseeing experience, visit Matadero Madrid.

After a day of exploration, relax at one of the top hotels or accommodations in Toledo. Staying in the city enhances your laid-back road trip experience in Spain by offering a comfortable and welcoming environment to recharge in this charming destination.

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.

Get ready for an unforgettable culinary journey in Toledo by reserving a table at Iván Cerdeño. Renowned as a 2-star Michelin restaurant, it offers an exceptional modern menu. If you're in the mood to try something new, consider La Casa de Damasco, another top spot with a mouthwatering menu.

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

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.

Grab a drink and enjoy every passing minute of this night of your 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 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!

Today’s itinerary in Toledo covers several incredible sights, including a military museum, a castle, a museum, a church and much more! Start your adventure at Army Museum. This up-and-coming military museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Alcázar Of Toledo, a must-see castle 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 Mqm Museo Del Queso Manchego Toledo. This underrated museum offers an enriching experience. For a change of pace, head to Santa Iglesia Catedral Primada De Toledo, where you can take in grand features. 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.

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.

Savor the flavors at Tobiko Restaurante, a top pick for dinner tonight. Alternatively, Entre Dos Fuegos Restaurante beckons with its unique menu offerings. Also, consider El Trébol. With its consistent customer satisfaction, it’s an excellent option for dining in Toledo tonight.

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.

Soak in the unique atmosphere of Toledo as you commemorate this day of your relaxed road trip through Spain with a toast. Cheers to a memorable leisurely self-drive holiday 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.

Bring your curiosity for today’s adventure around Toledo. Some of the city’s most loved attractions await! Paseo De La Vega is the perfect place to start. This park is one of the most locally appreciated places to visit in Toledo. Next, head to Puerta De Bisagra, an interesting monument, known for its picture-perfect features.

Nearby, you'll also find Alcantara Bridge and Mirador Del Valle. Visit these for an interesting touch to your journey.

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!

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.

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.

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

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

Day 13 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!

Savor the day by visiting some of the best places to see in Toledo, including a monument, a monastery, a church, a museum and much more! Start your adventure at San Martin's Bridge. This well-known monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Monasterio De San Juan De Los Reyes, Toledo located in Toledo for another exciting encounter.

Next, immerse yourself in the setting of Iglesia De Santo Tomé. Its photogenic features will captivate you. After the church, continue your tour of the city with a visit to El Greco Museum. Visitors usually appreciate the photogenic features of this museum.

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.

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.

Don’t miss out on dining 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.

Before calling it a day, visit one of the best bars in Toledo. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

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

Day 14 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 city of Avila. 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 1 night.

Today's adventure in Toledo promises more breathtaking discoveries and enriching experiences! Begin at Walls Of Ávila. This historic monument is a highlight of any visit in the city. Then, enjoy Ávila Cathedral, another breathtaking attraction that never fails to captivate visitors. Next, head over to Plaza Mercado Chico, one of the city’s most locally appreciated attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Cuatro Postes Lookout - Viewpoint Of Ávila. This symbolic observation deck is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

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.

Enjoy a lovely meal at Hotel ELE Enara Boutique, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar Candilejas is another top choice with a popular menu. You could also check for a table at Restaurante Niza. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Valladolid tonight.

Before calling it a day, visit one of the best bars in Valladolid. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Keep the evening going at Bar Bodega La Orensana C. B. , a great choice for enjoying the after-dinner hours with a drink. You could also go to Rugby Bar The Central, which offers a similarly pleasant setting and great drinks. Another option is The Villa Gin Bar, which provides an inviting environment for unwinding after a busy day out.

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