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!

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

Make a stop at Parque Campo Grande. This notable park is a must-visit for travelers looking for a unique holiday experience. Make your way to Plaza De Zorrilla located in Valladolid for another exciting encounter.

Next, immerse yourself in the setting of Museo Casa De Cervantes. Its heritage-rich features will captivate you.

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.

Exploring the food culture in Valladolid 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.

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.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Lost Child Cocktail's Bar, known for its inviting atmosphere. Café Bar Alborada is another great option if you’re looking for a place to get the night started. Similarly, Monasterio provides a great setting to enjoy the night away.

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

Day 3 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!

To truly experience Valladolid, make sure to drop by Iglesia Vera Cruz. This beloved church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Parroquia Santa María De La Antigua, one of the city’s best highlights.

Next, check out Cathedral Of Valladolid, one of the most intriguing places to see in Valladolid. This church is a favorite among locals and travelers alike.

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

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

Treat yourself to a delightful dinner at Restaurante Pasapán, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bar Lozoya? It's another excellent option with a diverse menu. Consider reserving a table at El Túnel de Goriche as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Segovia.

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 savoring a delicious meal, step into the vibrant nightlife at Shout Bar, where the evening is just getting started. In the same way, Pub Celia offers a unique charm perfect for experiencing the local bar scene in Segovia. Bar Correos is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 4 of your relaxed road trip through Spain means 24 hours of making the best memories in Segovia. You’ll go sightseeing at famous attractions in Segovia. 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 Segovia!

Aqueduct Of Segovia is an ideal stop early in the day. This world-famous monument is a must-visit in the city.

One of the best things about exploring Segovia 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 Statue Of The Devil, an underrated sightseeing destination in the city.

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

Enjoy a lovely dining experience at Restaurante El Bernardino, a popular restaurant in Segovia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Segovia at Villena, 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 Restaurante Taberna López. It’s yet another ideal choice to enhance your time in Segovia tonight.

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

Round off your dining experience by visiting Cafetería Expressaté, a prime location for a drink. Alternatively, explore the distinctive characteristics of Pub La Escalera, a bar catering to every mood and preference. El Antiguo Café likewise offers a unique atmosphere, perfect for a memorable night out.

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 5 of your leisurely self-drive tour in Spain offers another chance for an in-depth travel experience. You’ll stay in Madrid for 5 nights.

Let Plaza Mayor set the tone for the day. Spend some time admiring this history-steeped public square before continuing your journey. Segovia Cathedral is your next stop. This interesting church is one of the best-rated sights in Segovia.

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 Puerta De San Andrés. This awe-inspiring monument is a sight to behold. To round off your sightseeing experience, visit Alcázar Of Segovia.

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

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.

Discover the culinary delights of Madrid by securing a reservation at DiverXO. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Smoked Room, renowned for its delicious contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Paco Roncero, a highly recommended local eatery celebrated for its mouthwatering creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

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.

Continue your lively evening at Bar Yambala, a perfect place for winding down or revving up the night, depending on which mood you’re in. Baton Rouge Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Cafe Madrid ensures a night out tailored to your taste.

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

Day 6 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Look forward to a unique sightseeing adventure at the iconic Santiago Bernabéu Stadium and allow yourself time to explore. Just a short distance away you'll find your next stop, Crystal Palace, a noteworthy art installation that draws visitors from far and near.

Continue your journey to El Retiro Park, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the captivating Great Pond Of El Retiro. When you're finished at the lake, Las Ventas awaits your visit. This stadium is a respected highlight on today's itinerary.

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.

Savor the flavors at Alhambra, a top pick for dinner tonight. Alternatively, Restaurante Alabaster beckons with its unique menu offerings. Also, consider Restaurante De María - Felíx Boix. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

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.

To truly maximize your evening out, consider visiting Jazz Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to España Building, another bar with an inviting ambiance. Similarly, 1862 Dry Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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!

Almudena Cathedral makes a great addition to your morning plans. This captivating church is a majestic place to see in Madrid. Continue your discovery at Royal Palace Of Madrid, an enchanting palace with stories to tell.

As you stroll around Madrid, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Plaza De España. This astonishing public square offers a culturally significant encounter with Madrid. Next, make your way to Temple Of Debod to add another highlight to your day. After that, visit Parque Del Oeste, a notable park that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Madrid.

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.

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.

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

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

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

Day 8 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!

Gran Vía is a fantastic place you can explore today in Madrid. This street is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Madrid-way-of-life and visit all the nearby sights. You should also check out Malasaña, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

Awaiting your discovery is the interesting Círculo De Bellas Artes, a romantic cultural center in Madrid. Next, go to Puerta De Alcalá.

After visiting Círculo De Bellas Artes and Puerta De Alcalá, have a stroll along Madrid's streets and take in the local charm. Continue your sightseeing by heading to National Archaeological Museum. This eye-catching museum offers a unique experience.

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.

Don’t miss out on dining at Taberna Mozárabe, a top-rated dining destination in Madrid. If you're in the mood to try something new, consider Restaurante Lakasa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Lambuzo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Madrid 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.

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

Day 9 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Madrid is brimming with adventures. La Latina is a neighborhood that stands out as one of the must-see places in Madrid. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Catch Main Square before the crowds roll in. This romantic public square is sure to ignite your curiosity. Next, dive into the photogenic features of Market Of San Miguel, a must-visit food market in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Toledo Gate, a notable monument. For a change of scene, check out Casa De Campo, known for its idyllic features.

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

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.

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

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

On day 10 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.

Thyssen-bornemisza Museum leaves a lasting impression. This museum is one of the most captivating places to visit in Madrid. Next, head to Museo Del Prado, a timeless museum, 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 Museo Nacional Centro De Arte Reina Sofía. This photogenic museum is a highly recommended experience. Nearby, you'll also find Matadero Madrid Visit these for an interesting touch to your journey.

You'll be staying in Toledo on this laid-back road trip through Spain. You'll stay here for 4 nights.

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.

If you’re not ready to end the night just yet, Buca Bar offers a perfect venue to relax and savor a drink. Similarly, Pub "o'briens" is well-suited for those looking to unwind in a social setting. Terraza Miradero is another excellent spot to enjoy a nightcap after a delightful meal.

Cherish every minute of your relaxed road trip vacation across 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!

Start your day at Army Museum. This respected military museum is an underrated place to see in Toledo. Then, wander over to Alcázar Of Toledo. If culturally significant sites excite you, this castle will be right up your alley. Nearby, you’ll also find Mqm Museo Del Queso Manchego Toledo. This eye-catching museum is a favorite among visitors.

Toledo offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Santa Iglesia Catedral Primada De Toledo is a notable spot in the city that will captivate you with its unique charm.

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 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 fantastic dining experience at Tobiko Restaurante, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Entre Dos Fuegos Restaurante offers an enticing alternative with its varied menu. Additionally, El Trébol is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight 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 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!

No visit to Toledo is complete without Paseo De La Vega. This frequently visited park is one of the top attractions in the city. Proceed to Puerta De Bisagra, another must-visit attraction.

As you wander through the inviting streets of Toledo, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Mezquita Del Cristo De La Luz. This frequently visited church is a traveler-favorite. Not far away, you’ll find Alcantara Bridge, another key site on your sightseeing itinerary. Mirador Del Valle is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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 delicious dinner at Restaurante Taberna El Gallo Toledo, an excellent option for tonight's dining. Looking for something different? Bar Skala offers a tantalizing alternative with its diverse menu. And don’t miss La Clandestina. Known for great service, it’s a fantastic choice for tonight in Toledo.

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 Toledo can’t get any better than this! Toast to another amazing day in Spain!

Day 13 introduces you to many popular attractions and activities in Toledo, further proving that leisurely self-drive tours in Spain are extraordinary.

Your adventure in Toledo is only getting started when you visit San Martin's Bridge, a popular local hot spot. Another notable attraction to explore is Monasterio De San Juan De Los Reyes, Toledo. This underrated monastery is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Toledo's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Iglesia De Santo Tomé. This inviting church offers a fascinating experience that many visitors find memorable. El Greco Museum is also worth visiting.

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.

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

Treat yourself to a wonderful meal at Cervecería Lúpulo, a top-rated dining spot in Toledo. If you're in the mood for something new, try La Otra Bóveda, another premier location with a delectable menu. You might also want to book a table at Restaurante Victor Sánchez-Beato. 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.

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

Day 14 of your self-drive tour in Spain offers a chance to experience the country’s diversity. You’ll start your day in Avila and end it in Valladolid. You’ll stay in Valladolid for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Spain.

Fasten your seatbelt and make your way to your next stop — Avila, home to many well-known sights in the region. Keep in mind that your travel time from Toledo to Avila may take around 1 hour 53 min without traffic disruptions. Upon arrival in Avila, we highly recommend checking out some of the top attractions.

For a more meaningful self-guided tour of the city's best attractions, visit Walls Of Ávila, a popular monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Ávila Cathedral and admire its culturally significant features.

When you’re ready, continue to Plaza Mercado Chico, an intriguing public square beloved by locals and tourists alike. Don't miss out on Cuatro Postes Lookout - Viewpoint Of Ávila, another highlight of the area that promises a memorable visit.

After a day of exploration, relax at one of the top hotels or accommodations in Valladolid. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip 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 Valladolid, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a delicious dinner at Hotel ELE Enara Boutique, an excellent option for tonight's dining. Looking for something different? Bar Candilejas offers a tantalizing alternative with its diverse menu. And don’t miss Restaurante Niza. Known for great service, it’s a fantastic choice for tonight in Valladolid.

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

After your meal, keep the night alive at a bar like Bar Bodega La Orensana C.b., known for its lively atmosphere. Rugby Bar The Central is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Villa Gin Bar offers an excellent atmosphere for those looking to amp up the evening.

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.