Relaxed 9-Day Spain Self-Drive Road Trip With Itinerary from Valladolid to Madrid

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Photo of beautiful ivy-covered stone bridge over the Esgueva River as it passes through Valladolid, Spain.
Photo of palace of Santa Cruz in Valladolid in Renaissance style fifteenth century.
Photo of San Pablo Church on Plaza de San Pablo in Valladolid, Spain.
Photo of Cavalry Academy building on Zorrilla square in Valladolid, Spain.
Photo of university and Cathedral in Valladolid.
Photo of the medieval castle of Simancas, Valladolid, Spain.
Castle La Mota ,Valladolid
Photo of fountain of Fame in Valladolid Campo Grande Park.
view of the city of Valladolid,Spain
 Castle La Mota Valladolida,Spain.
San Antonio Flour Factory,Valladolid
Castle La Mota,Valladolid
Valladolid,Spain
Photo of The gardens of La Rosaleda in the city of Valladolid, Spain.
Torre de Madrid,Madrid
Photo of aerial  panoramic view of Madrid, Spain.
Photo of the famous Cibeles fountain in Madrid, Spain.
Photo of tourist woman with Spain flag rejoicing against Royal Palace in Madrid.
Photo of crystal Palace (Palacio de cristal) in Retiro Park in Madrid, Spain.
Photo of the Quinta de los Molinos park in Madrid in full spring bloom of the almond and cherry trees.
Photo of royal Palace in Madrid, Spain viewed from the sabatini gardens.
Photo of Madrid city skyline gran via street twilight , Spain.
Photo of Alcala Door (Puerta de Alcala). It was the entrance of the people coming from France, Aragon, and Catalunia. Landmark of Madrid, Spain.
Photo of tourist at the Estanque Grande de El Retiro in the city of Madrid, Spain.
Photo of Madrid, Spain financial district skyline at twilight.
Photo of old street in Madrid, Spain.
Photo of Madrid, Spain. Santa Maria la Real de La Almudena Cathedral and the Royal Palace.
Puerta de Alcalá,Madrid
Santiago Bernabéu Stadium,Madrid
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Experience Spain like never before on this 9-day relaxed road trip, traversing through Valladolid, Avila, San Lorenzo de El Escorial, Madrid, Toledo, and Segovia. This self-drive vacation offers a tranquil journey through the heart-stopping beauty found in Spain.

This self-drive package allows you to travel through picture-perfect landscapes in Spain at a relaxed pace. Get a dose of comfort, fun, and recreation in Valladolid, Avila, San Lorenzo de El Escorial, Madrid, Toledo, and Segovia. Make yourself at home at top-rated hotels and stay 3 nights in Valladolid and 5 nights in Madrid. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Spain.

Freedom of choice is key to a relaxing road trip in Spain. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Valladolid, you’ll collect your rental car of choice. From there, you’ll begin your 9-day journey across Spain and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Spain with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Spain.

We’ll introduce you to some of the best travel destinations in Spain. This relaxed road trip features the stunning El Retiro Park. Another highlight of this self-drive tour is the captivating Main Square.

Traveling leisurely through Spain means you could spend as much time as you want at the magnificent Santiago Bernabéu Stadium. With this travel plan, you could also soak in the atmosphere of the memorable Market Of San Miguel. Get close to the spectacular Museo Del Prado and the wonderful Royal Palace Of Madrid. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Spain's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Spain.

Between sightseeing, you can make the most of your downtime and join a popular tour in Spain. This relaxed road trip also gives you plenty of time to stroll through Spain's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Spain.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Spain. You’ll have a cozy place to stay for 8 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 9 days of your self-drive road trip in Spain. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 9-day vacation in Spain and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Spain today!

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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Plaza Mayor
Cathedral of ValladolidMuseo Casa de CervantesPlaza de ZorrillaParque Campo Grande
Walls of ÁvilaÁvila CathedralPlaza Mercado ChicoRoyal Basilica of San Lorenzo de El Escorial
Alcantara BridgeAlcázar of ToledoSanta Iglesia Catedral Primada de ToledoPuerta de Bisagra
Main SquareMarket of San MiguelRoyal Palace of Madridplaza de EspañaTemple of Debod
Museo del PradoThyssen-Bornemisza MuseumSantiago Bernabéu StadiumGran VíaMalasaña

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Day 1

Day 1

  • Valladolid - Arrival day
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  • Plaza Mayor
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Your relaxed road trip through Spain starts when you reach the incredible city of Valladolid, where you'll stay for 2 nights. You'll pick up your rental car in Valladolid and begin your adventure in Spain.

Valladolid is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Plaza Mayor, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

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

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

Don’t miss out on dining at Restaurante Colombo, a top-rated dining destination in Valladolid. If you're in the mood to try something new, consider Club Lasa Sport, another top spot with a mouthwatering menu. You might also want to secure a reservation at The other library Café. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Valladolid this evening.

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.

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

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Spain. Enjoy your first taste of Valladolid as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Valladolid
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Drive 2 km, 32 min

  • Cathedral of Valladolid
  • Museo Casa de Cervantes
  • Plaza de Zorrilla
  • Parque Campo Grande
  • More

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 prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Valladolid allows for both. Start by heading to Cathedral Of Valladolid. This increasingly popular church provides an insightful glimpse into the city's identity. Next, discover Museo Casa De Cervantes, a respected museum, promising a delightful encounter.

Continue your sightseeing with a visit to Plaza De Zorrilla, an often recommended public square. When you’re done, don’t forget to make a stop at the captivating Parque Campo Grande.

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.

Experience a taste of local culinary excellence while in Valladolid by securing a table at Llantén. An esteemed Bib Gourmand restaurant, it features an exceptional traditional menu. For an alternative taste experience, visit Alquimia - Laboratorio, famous for its scrumptious creative and modern dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Trigo, a local favorite celebrated for its exquisite modern cuisine in Valladolid. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

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

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

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Day 3

Day 3

  • Valladolid
  • Madrid
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Drive 253 km, 3 hours 25 min

  • Walls of Ávila
  • Ávila Cathedral
  • Plaza Mercado Chico
  • Royal Basilica of San Lorenzo de El Escorial
  • More

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.

Start by visiting Walls Of Ávila, a prime spot to begin your journey. This picture-perfect monument is sure to impress. Next on your list is Ávila Cathedral, another must-visit landmark and underrated church renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the culture of Valladolid by sampling some local delicacies. When you’re ready for more sightseeing, head to Plaza Mercado Chico. This heritage-rich public square is an essential place to visit for anyone looking for the full Valladolid experience. We also recommend visiting Royal Monastery Of San Lorenzo De El Escorial, a locally renowned monastery.

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.

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.

Set out on a gastronomic journey in Madrid by reserving a table at DiverXO. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Smoked Room, renowned for its delectable contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Paco Roncero, a highly rated local gem known for its exquisite creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Madrid.

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.

Continue your evening by exploring the vibrant nightlife scene at Bar Yambala, a prime destination for a thrilling night out. Also, don’t forget to check out Baton Rouge Cocktail Bar, a bar that offers unique local touches. Likewise, Cafe Madrid provides an excellent alternative for a fun evening.

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

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Day 4

Day 4

  • Madrid
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Drive 149 km, 2 hours 27 min

  • Alcantara Bridge
  • Alcázar of Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • Puerta de Bisagra
  • More

On day 4 of your relaxed road trip, you’ll start your self-paced adventure in Madrid and visit amazing attractions in Toledo destinations, just outside of the city. You still have 4 nights left in Madrid. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Start by visiting Alcantara Bridge, a prime spot to begin your journey. This UNESCO world heritage-designated monument is sure to impress. Next on your list is Alcázar Of Toledo, another must-visit landmark and well-known castle 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 Santa Iglesia Catedral Primada De Toledo. This breathtaking church is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting Puerta De Bisagra, a popular monument.

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

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.

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

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.

Extend your evening after a delightful meal by visiting Jazz Bar, which offers the perfect atmosphere for a night out. Moreover, España Building is another popular option for a drink or two. Likewise, 1862 Dry Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 5

Day 5

  • Madrid
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Drive 6 km, 42 min

  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • plaza de España
  • Temple of Debod
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Day 5 introduces you to many popular attractions and activities in Madrid, further proving that leisurely self-drive tours in Spain are extraordinary.

Today's adventure in Madrid promises more breathtaking discoveries and enriching experiences! Begin at Main Square. This history-steeped public square is a highlight of any visit in the city. Then, enjoy Market Of San Miguel, another instagrammable attraction that never fails to captivate visitors. Next, head over to Royal Palace Of Madrid, one of the city’s most world-famous attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Plaza De España. This picture-perfect public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Temple Of Debod, a spectacular monument, and 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.

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 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.

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.

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

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Day 6

Day 6

  • Madrid
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Drive 13 km, 59 min

  • Museo del Prado
  • Thyssen-Bornemisza Museum
  • Santiago Bernabéu Stadium
  • Gran Vía
  • Malasaña
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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!

Make sure to visit Gran Vía, a popular street 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. You can also explore Malasaña today, a neighborhood that’s well worth a visit.

Set out on a day brimming with fun adventures, photo-friendly spots, and historic treasures. Start at the world-famous Museo Del Prado, a photogenic museum in Madrid. Next, go to Thyssen-bornemisza Museum.

After visiting Museo Del Prado and Thyssen-bornemisza Museum, have a stroll along Madrid's streets and take in the local charm. Continue your sightseeing by heading to Santiago Bernabéu Stadium. This instagrammable stadium offers a unique experience.

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.

Enjoy a lovely dining experience at Taberna Mozárabe, 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 Restaurante Lakasa, 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 Lambuzo. It’s yet another ideal choice to enhance your time 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.

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

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Day 7

Day 7

  • Madrid
  • More

Drive 8 km, 42 min

  • Crystal Palace
  • El Retiro Park
  • Puerta de Alcalá
  • Museo Nacional Centro de Arte Reina Sofía
  • La Latina
  • More

On day 7 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 visit to La Latina in Madrid is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Brace yourself for today’s incredible lineup of attractions in Madrid, featuring fun adventures, romantic experiences, and breathtaking views. Start at Crystal Palace, a locally renowned art installation in the city. Then, head to El Retiro Park and soak in the ambiance of this romantic park.

There are many interesting places to see in Madrid, and when you are ready for more, go to Puerta De Alcalá. This is one of the city’s most extraordinary visually striking spots of interest. After exploring the monument, visit the astonishing Museo Nacional Centro De Arte Reina Sofía.

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!

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 delicious meal at La Mi Venta, a highly-rated dining destination in Madrid. If you're eager to try something different, consider Mas Al Sur, another top spot with a tantalizing menu. You might also want to secure a reservation at HanSo Café. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

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.

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

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Day 8

Day 8

  • Madrid
  • Valladolid
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Drive 209 km, 2 hours 52 min

  • Loba Capitolina
  • Aqueduct of Segovia
  • Plaza Mayor
  • Segovia Cathedral
  • Alcázar of Segovia
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Day 8 of your leisurely self-drive tour in Spain is another opportunity for an in-depth travel experience in the country. You’ll stay in Valladolid for 1 night.

Immerse yourself in Madrid’s rich culture with today's sightseeing itinerary. Start your journey at Loba Capitolina. Next, dive into the breathtaking features of Aqueduct Of Segovia, a must-visit monument 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 Plaza Mayor, a beloved public square. For a change of scene, check out Segovia Cathedral, known for its breathtaking features. We also recommend visiting Alcázar Of Segovia. This castle is a must for anyone looking to experience the city to the fullest.

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.

Savor the flavors at Hotel ELE Enara Boutique, a top pick for dinner tonight. Alternatively, Bar Candilejas beckons with its unique menu offerings. Also, consider Restaurante Niza. With its consistent customer satisfaction, it’s an excellent option for dining in Valladolid tonight.

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.

Round off your dining experience by visiting Bar Bodega La Orensana C. B. , a prime location for a drink. Alternatively, explore the distinctive characteristics of Rugby Bar The Central, a bar catering to every mood and preference. The Villa Gin Bar likewise offers a unique atmosphere, perfect for a memorable night out.

Soak in the unique atmosphere of Valladolid 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!

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Day 9

Day 9

  • Valladolid - Departure day
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  • La Rosaleda
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Day 9 of your relaxed road trip in Spain is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Valladolid.

On your last day in Spain, take time to indulge in shopping at Valladolid’s popular marketplace, Vallsur Shopping Center. Look for keepsakes or souvenirs to remind you of your trip.

If you're up for some more sightseeing, we recommend visiting La Rosaleda, a visually striking park before you head out.

Unwind and look back at the past 9 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Valladolid or just grab something light to keep you going.

Treat yourself to a delightful dinner at El Corcho, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Pícara? It's another excellent option with a diverse menu.

Give yourself enough time to wave goodbye to Valladolid and begin your journey home. The unforgettable experiences you’ve collected along your 9-day relaxed road trip in Spain is a story you will tell for the rest of your life.

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