One-Week Relaxed 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.
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Set out on this 8-day relaxed road trip in Spain, where Valladolid, Avila, San Lorenzo de El Escorial, Madrid, Toledo, and Segovia offer rich culture, beautiful views, and memorable experiences at every stop!

Travel freely with this relaxed self-drive package in Spain, designed for comfort and exploration. Spend 3 nights in Valladolid and 4 nights in Madrid, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Spain.

Your journey starts in Valladolid, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 8-day relaxed road trip in Spain to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Spain already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning El Retiro Park, wander through the remarkable Santiago Bernabéu Stadium, and soak in the atmosphere of the magnificent Main Square.

Continue your journey with a visit to the iconic Market Of San Miguel, a highlight that captures the spirit of the destination. Visit the spectacular Museo Del Prado and Royal Palace Of Madrid. Enjoy each stop as you explore the history, architecture, and character of each destination on this Spain road trip itinerary for 8 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Spain.

If you want to make your 8-day relaxed self-drive tour in Spain even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Spain includes 7 nights in comfortable hotels, a rental car for 8 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 8-day relaxed self-drive road trip in Spain today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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

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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.

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.

Enjoy a delicious meal 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.

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

Raise a toast as you look back on the highlights of today’s relaxed road trip 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 4 km, 55 min

  • Parque Campo Grande
  • Plaza de Zorrilla
  • Cathedral of Valladolid
  • Museo Nacional de Escultura
  • Parque y playa de las Moreras
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Day 2 introduces you to many popular attractions and activities in Valladolid, further proving that leisurely self-drive tours in Spain are extraordinary.

To truly experience Valladolid, make sure to drop by Parque Campo Grande. This popular park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Plaza De Zorrilla, one of the city’s best highlights.

Next, check out Cathedral Of Valladolid, one of the most locally appreciated places to see in Valladolid. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, National Sculpture Museum. Wander around and soak in the photogenic atmosphere this museum offers. Then, head to Parque Y Playa De Las Moreras, a top-rated park that adds another dimension to your day.

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.

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 an extraordinary dining experience at Llantén, a Bib Gourmand restaurant offering an incredible traditional menu. Alternatively, if your taste buds call for something different, Alquimia - Laboratorio is one of the best restaurants for creative and modern cuisine in Valladolid. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trigo. As a top-rated establishment with 1 Michelin star, it is an ideal choice for modern cuisine in the city.

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

Round off your dining experience by visiting The Lost Child Cocktail's Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Café Bar Alborada, a bar catering to every mood and preference. Monasterio likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 3

Day 3

  • Valladolid
  • Madrid
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Drive 253 km, 3 hours 38 min

  • Walls of Ávila
  • Ávila Cathedral
  • Viewpoint of Ávila
  • Royal Basilica of San Lorenzo de El Escorial
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Day 3 of your relaxed road trip across Spain offers a day of exciting discoveries. You’ll start your day in Avila and drive in the direction of San Lorenzo de El Escorial for some laid-back sightseeing. You’ll end your day in Madrid, where you’ll stay for 4 nights.

Walls Of Ávila is perfect for a self-paced visit during the day. This picture-perfect monument is sure to impress. Next on your list is Ávila Cathedral, another must-visit landmark and often recommended church renowned for its historic 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 Cuatro Postes Lookout - Viewpoint Of Ávila. This romantic observation deck 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, an interesting monastery.

In Madrid, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Spain.

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.

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

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

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

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 154 km, 2 hours 38 min

  • Alcázar of Toledo
  • Santa Iglesia Catedral Primada de Toledo
  • Puerta de Bisagra
  • San Martin's Bridge
  • Mirador del Valle
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On day 4 of your relaxed road trip across Spain, you’ll explore the area around Madrid, where you’ll be staying for another 3 nights. With so many fun and inspiring experiences to offer, a tour of Madrid will make you fall even more in love with the city and uniqueness of Spain.

Let Alcázar Of Toledo set the tone for the day. Spend some time admiring this breathtaking castle before continuing your journey. Santa Iglesia Catedral Primada De Toledo is your next stop. This locally renowned church 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 Puerta De Bisagra. This breathtaking monument is a sight to behold. To round off your sightseeing experience, visit San Martin's Bridge and Mirador Del Valle.

When you’re done exploring for the day, you’ll return to Madrid and your accommodation.

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.

Treat yourself to a delightful dinner at Alhambra, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Restaurante Alabaster? It's another excellent option with a diverse menu. Consider reserving a table at Restaurante De María - Felíx Boix 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, stop at some of Madrid’s best bars to celebrate this day of your slow-paced adventure in Spain.

After savoring a delicious meal, step into the vibrant nightlife at Jazz Bar, where the evening is just getting started. In the same way, España Building offers a unique charm perfect for experiencing the local bar scene in Madrid. 1862 Dry Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 5

Day 5

  • Madrid
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Drive 15 km, 1 hour 14 min

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

Day 5 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!

One of the most timeless attractions included on the itinerary is Santiago Bernabéu Stadium. This historic stadium will help you start your sightseeing on top. Then, take a leisurely stroll to Puerta De Alcalá and learn what makes this visually striking monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned El Retiro Park. After exploring the park, head to Museo Del Prado. This globally renowned museum is a highlight in Madrid. As your day continues, stop by Museo Nacional Centro De Arte Reina Sofía, known for its instagrammable features.

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.

Dine in style at Areia, a top recommendation for dinner tonight. Or, for a change of pace, La MaMá Restaurante boasts a menu that's sure to impress. Also, be sure to check out Sacha Restaurant. Known as a local hotspot, it’s a great choice for tonight in Madrid.

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

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

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Day 6

Day 6

  • Madrid
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Drive 1 km, 14 min

  • Market of San Miguel
  • Main Square
  • La Latina
  • Gran Vía
  • Malasaña
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On day 6 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!

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. For another highlight, head to Gran Vía, a street offering its own unique experiences.

Awaiting your discovery is the timeless Market Of San Miguel, a historic food market in Madrid. Next, go to Main Square.

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 delicious meal 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.

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

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

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Day 7

Day 7

  • Madrid
  • Valladolid
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Drive 211 km, 3 hours 14 min

  • Royal Palace of Madrid
  • plaza de España
  • Temple of Debod
  • Alcázar of Segovia
  • Aqueduct of Segovia
  • More

Day 7 of your self-drive tour in Spain offers a chance to experience the country’s diversity. You’ll start your day in Madrid 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.

Experience Royal Palace Of Madrid, a globally renowned palace in the city. Then, head to Plaza De España and soak in the ambiance of this masterful public square.

There are many interesting places to see in Madrid, and when you are ready for more, go to Temple Of Debod. This is one of the city’s most impressive romantic spots of interest. After exploring the monument, visit the extraordinary Alcázar Of Segovia. Not far away, you'll also find Aqueduct Of Segovia. This monument is a picture-perfect highlight in Madrid.

You'll be staying in Valladolid on this laid-back road trip through Spain. You'll stay here for 1 night.

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.

Enjoy a delicious meal at Hotel ELE Enara Boutique, a highly-rated dining destination in Valladolid. If you're eager to try something different, consider Bar Candilejas, another top spot with a tantalizing menu. You might also want to secure a reservation at Restaurante Niza. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Valladolid 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.

If you’re not ready to end the night just yet, Bar Bodega La Orensana C. B. Offers a perfect venue to relax and savor a drink. Similarly, Rugby Bar The Central is well-suited for those looking to unwind in a social setting. The Villa Gin Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 8

Day 8

  • Valladolid - Departure day
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  • La Rosaleda
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Day 8 of your relaxed road trip in Spain is your departure day. If you’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Valladolid.

Make the most of your final day in Spain by visiting Valladolid’s iconic markets and shopping establishments in the buzzing Calle Santiago. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

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

Over a good meal, take a moment to unwind and reflect on the past 8 days of your relaxed road trip. Savor one last traditional dish in Valladolid, or keep it light with a quick bite before you go.

Enjoy a lovely meal at El Corcho, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Pícara is another top choice with a popular menu.

Give yourself enough time to wave goodbye to Valladolid and begin your journey home. The unforgettable experiences you’ve collected along your 8-day relaxed road trip in Spain is a story you will tell for the rest of your life.

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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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