9-Day Spain Self-Drive Road Trip With Itinerary from Valladolid traveling east to Madrid and Toledo

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Photo of beautiful ivy-covered stone bridge over the Esgueva River as it passes through Valladolid, Spain.
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Explore the best of Spain on a remarkable 9-day road trip! Combine exploration with relaxation on a self-drive tour featuring Valladolid, Segovia, Madrid, Toledo, and Avila.

This perfectly planned road trip itinerary takes you through some of the best places to see in Spain. You will spend 3 nights in Valladolid, 3 nights in Madrid, and 2 nights in Toledo. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Spain. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Valladolid, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Spain on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Spain. El Retiro Park and Main Square are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Valladolid, Segovia, Madrid, Toledo, and Avila, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Spain. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Spain.

Throughout your road trip in Spain, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Spain.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Spain fill up quickly, so book your spot early. Select a date and start planning your road trip in Spain today!

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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

Day 1

  • Valladolid - Arrival day
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  • Plaza Mayor
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Say hello to Valladolid! Your exciting road trip through Spain is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Valladolid for 2 nights before you continue your adventure!

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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Valladolid. Make yourself at home and unwind before heading out again.

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.

Treat yourself to a delightful dinner at Restaurante Colombo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Club Lasa Sport? It's another excellent option with a diverse menu. Consider reserving a table at The other library Café as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Valladolid.

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

Raise a toast to the start of your 9-day road trip in Spain!

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Day2

Day 2

  • Valladolid
  • More

Drive 3 km, 44 min

  • Parque Campo Grande
  • Plaza de Zorrilla
  • Cathedral of Valladolid
  • Museo Nacional de Escultura
  • More

Day 2 of your road trip across Spain promises a magnificent time exploring what to see in Valladolid. You have 1 night left in Valladolid. Take the opportunity to experience more of the best attractions and activities in the city.

Look forward to a unique sightseeing adventure at the well-known Parque Campo Grande and allow yourself time to explore. Just a short distance away you'll find your next stop, Plaza De Zorrilla, an enchanting public square that draws visitors from far and near.

Continue your journey to Cathedral Of Valladolid, one of the city’s most increasingly popular spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing National Sculpture Museum.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Spain. You can explore and select activities under each day of your itinerary.

Valladolid is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Valladolid.

Set out on a gastronomic journey in Valladolid by reserving a table at Llantén. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of traditional cuisine. For a different taste, head over to Alquimia - Laboratorio, renowned for its delectable creative and modern dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Trigo, a highly rated local gem known for its exquisite modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss.

Continue the enjoyment post-dinner at The Lost Child Cocktail's Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Café Bar Alborada offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Monasterio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable day in Spain!

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Day3

Day 3

  • Valladolid
  • Madrid
  • More

Drive 209 km, 2 hours 53 min

  • Alcázar of Segovia
  • Segovia Cathedral
  • Plaza Mayor
  • Aqueduct of Segovia
  • More

On day 3 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, including Segovia. When you’re not sightseeing, take time to relax at your chosen hotel in Madrid, where you’ll be staying for 3 nights.

Whatever your travel style is, Alcázar Of Segovia is an essential stop in Valladolid. This astonishing castle provides an insightful glimpse into the city's identity. Next, discover Segovia Cathedral, a historic church, promising a delightful encounter.

Continue your sightseeing with a visit to Plaza Mayor, a locally appreciated public square. When you’re done, don’t forget to make a stop at the world-famous Aqueduct Of Segovia.

When you’re done exploring for the day, you’ll drive to your hotel in Madrid. Check in and relax before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Madrid. Enjoy a relaxing evening as you savor delicious local cuisine.

Get ready for an unforgettable culinary journey in Madrid by reserving a table at DiverXO. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Smoked Room, recognized for its delicious contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Paco Roncero, a local favorite known for its delightful creative cuisine in Madrid. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for creative foodies seeking culinary excellence.

Cap off your dinner by heading to Bar Yambala, ideal for a leisurely evening with a drink in hand. Baton Rouge Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Cafe Madrid is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and recharge in preparation for another adventurous day in Spain!

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Day4

Day 4

  • Madrid
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Drive 3 km, 45 min

  • Market of San Miguel
  • Main Square
  • Thyssen-Bornemisza Museum
  • Museo del Prado
  • La Latina
  • More

On day 4 of your road trip, you will have an entire day to discover what to see in Madrid. You’ll stay in Madrid for 2 nights.

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. 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.

One of the most timeless attractions included on the itinerary is Market Of San Miguel. This visually striking food market will help you start your sightseeing on top. Then, take a leisurely stroll to Main Square and learn what makes this enchanting public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Thyssen-bornemisza Museum. After exploring the museum, head to Museo Del Prado. This globally renowned museum is a highlight in Madrid.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Spain. You can explore and select activities under each day of your itinerary.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Madrid. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Dine in style at Alhambra, a top recommendation for dinner tonight. Or, for a change of pace, Restaurante Alabaster boasts a menu that's sure to impress. Also, be sure to check out Restaurante De María - Felíx Boix. Known as a local hotspot, it’s a great choice for tonight in Madrid.

If you’re not ready to end the night just yet, Jazz Bar offers a perfect venue to relax and savor a drink. Similarly, España Building is well-suited for those looking to unwind in a social setting. 1862 Dry Bar is another excellent spot to enjoy a nightcap after a delightful meal.

As the sun sets, rest up and recharge for the next leg of your road trip in Spain.

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Day5

Day 5

  • Madrid
  • More

Drive 15 km, 1 hour 16 min

  • Santiago Bernabéu Stadium
  • Puerta de Alcalá
  • El Retiro Park
  • Crystal Palace
  • Museo Nacional Centro de Arte Reina Sofía
  • More

Day 5 offers an itinerary packed with the best things to see in Valladolid. You’ll stay in Madrid for 1 night more, offering you enough time to explore at a relaxed pace.

Make a stop at Santiago Bernabéu Stadium. This timeless stadium is a must-visit for travelers looking for a unique holiday experience. Make your way to Puerta De Alcalá located in Madrid for another exciting encounter.

Next, immerse yourself in the setting of El Retiro Park. Its serene features will captivate you. After the park, continue your tour of the city with a visit to Crystal Palace. Visitors usually appreciate the romantic features of this art installation. Next up is Museo Nacional Centro De Arte Reina Sofía, a highly recommended museum.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Spain. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Madrid's most popular restaurants, and connect with friendly locals for a true cultural experience.

Savor the flavors at Areia, a top pick for dinner tonight. Alternatively, La MaMá Restaurante beckons with its unique menu offerings. Also, consider Sacha Restaurant. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

Take some time to reflect on your day and savor another beautiful night in Spain.

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Day6

Day 6

  • Madrid
  • Toledo
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Drive 79 km, 1 hour 29 min

  • Royal Palace of Madrid
  • Temple of Debod
  • plaza de España
  • More

Your itinerary for day 6 of your road trip in Spain includes 1 stop and features some of the highlights of Madrid. At the end of the day, enjoy the comforts of a top-rated hotel in Toledo, where you'll spend 2 nights.

Royal Palace Of Madrid brings Madrid's character to life. This romantic palace is a highlight of any visit in the city. Then, enjoy Temple Of Debod, another symbolic attraction that never fails to captivate visitors. Next, head over to Plaza De España, one of the city’s most extraordinary attractions, known for its historic features.

At the end of the day, you will drive to Toledo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Toledo's best restaurants.

Discover the culinary delights of Toledo by securing a reservation at Iván Cerdeño. Esteemed for its 2-star Guide Michelin recognition, this restaurant offers a remarkable selection of modern cuisine. Alternatively, La Casa de Damasco beckons with its unique menu offerings.

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

Raise your glass to another unforgettable day in Spain!

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Day7

Day 7

  • Toledo
  • More

Drive 8 km, 59 min

  • Mirador del Valle
  • San Martin's Bridge
  • Monasterio de San Juan de los Reyes, Toledo
  • Iglesia de Santo Tomé
  • Puerta de Bisagra
  • More

Day 7 of your road trip will take you to the best attractions Toledo has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Toledo.

Mirador Del Valle is perfect for a self-paced visit during the day. This visually striking observation deck is sure to impress. Next on your list is San Martin's Bridge, another must-visit landmark and notable monument renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Toledo by sampling some local delicacies. When you’re ready for more sightseeing, head to Monasterio De San Juan De Los Reyes, Toledo. This monumental monastery is an essential place to visit for anyone looking for the full Toledo experience. We also recommend visiting Iglesia De Santo Tomé, a frequently visited church. Nearby, you'll also find Puerta De Bisagra, ready to add charm to your journey.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Spain. You can explore and select activities under each day of your itinerary.

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 Toledo, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Tobiko Restaurante, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Entre Dos Fuegos Restaurante? It's another excellent option with a diverse menu. Consider reserving a table at El Trébol as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Toledo.

Raise your glass and celebrate another amazing day of your road trip in Spain!

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Day8

Day 8

  • Toledo
  • Valladolid
  • More

Drive 273 km, 3 hours 41 min

  • Santa Iglesia Catedral Primada de Toledo
  • Alcázar of Toledo
  • Alcantara Bridge
  • Walls of Ávila
  • More

On day 8 of your road trip in Spain, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Toledo and Avila are on today's agenda. In the evening, you’ll end up in Valladolid, where you will stay for 1 night.

Enjoy all that Santa Iglesia Catedral Primada De Toledo has to offer. This is a well-known church you should not miss. Another must-see is Alcázar Of Toledo, a locally renowned castle in Toledo.

When you’re ready for the next sight, head to Alcantara Bridge. From there, take a leisurely stroll to Walls Of Ávila, another of the city’s locally renowned attractions.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Valladolid. Valladolid offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Indulge in a memorable dining experience at one of Valladolid's most popular restaurants, and connect with friendly locals for a true cultural experience.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Bodega La Orensana C.b., a well-loved spot among locals and tourists. Or, head to Rugby Bar The Central. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at The Villa Gin Bar, another top-rated place in the area.

Savor another day of unforgettable experiences in Spain!

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Day9

Day 9

  • Valladolid - Departure day
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  • La Rosaleda
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Day 9 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of Valladolid before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, begin at La Rosaleda. This worthwhile park is a hotspot among locals.

Take some time to indulge in shopping at Valladolid’s popular marketplace, Vallsur Shopping Center. Look for keepsakes or souvenirs to remind you of your trip.

Before you conclude your road trip in Spain, drop by another restaurant for a last chance at a memorable dining experience in Valladolid.

Dine in style at El Corcho, a top recommendation for dinner tonight. Or, for a change of pace, La Pícara boasts a menu that's sure to impress.

You’ll then say farewell to Valladolid. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Spain!

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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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