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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Enjoy this 8-day relaxed road trip in Spain, with Valladolid, Avila, San Lorenzo de El Escorial, Madrid, Toledo, and Segovia showing you the beauty, culture, and peaceful moments that make this journey special!

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 and soak in the atmosphere of the magnificent Main Square.

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
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Day1

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. 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.

As afternoon approaches, head to your chosen hotel in Valladolid. Check-in typically starts around 2 to 4 PM at hotels in Spain. We recommend staying at a central location for easy access to key areas in the city.

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.

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 Panoramix, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Esgueva, a bar that offers unique local touches. Likewise, Largo Adiós provides an excellent alternative for a fun evening.

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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Day2

Day 2

  • Valladolid
  • More

Drive 4 km, 55 min

  • Parque Campo Grande
  • Plaza de Zorrilla
  • Cathedral of Valladolid
  • Museo Nacional de Escultura
  • Parque y playa de las Moreras
  • 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!

Enjoy all that Parque Campo Grande has to offer. This is a popular park you should not miss. Another must-see is Plaza De Zorrilla, an increasingly popular public square in Valladolid.

When you’re ready for the next sight, head to Cathedral Of Valladolid. From there, take a leisurely stroll to National Sculpture Museum, another of the city’s underrated attractions. We recommend continuing your self-guided tour at Parque Y Playa De Las Moreras, an idyllic place of interest in the city.

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.

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.

Get ready for an unforgettable culinary journey in Valladolid by reserving a table at Llantén. Renowned as a Bib Gourmand restaurant, it offers an exceptional traditional menu. For a different taste experience, head to Alquimia - Laboratorio, recognized for its delicious creative and modern dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Trigo, a local favorite known for its delightful modern cuisine in Valladolid. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for modern foodies seeking culinary excellence.

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

Cap off your dinner by heading to The Lost Child Cocktail's Bar, ideal for a leisurely evening with a drink in hand. Café Bar Alborada is another bar that offers an enjoyable setting. Similarly, Monasterio is also a popular place to go on a night out, perfect for relaxing and socializing.

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.

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Day3

Day 3

  • Valladolid
  • Ávila
  • San Lorenzo de El Escorial
  • Madrid
  • More

Drive 253 km, 3 hours 38 min

  • Walls of Ávila
  • Ávila Cathedral
  • Viewpoint of Ávila
  • Royal Basilica of San Lorenzo de El Escorial
  • More

Day 3 of your easy, relaxed road trip through Spain lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Avila. By evening, drive toward the Madrid, where you’ll stay at a top-rated hotel of your choice for 4 nights.

When you’re ready to jump back into the car and say goodbye to Valladolid, you’ll hit the road in the direction of Avila. This drive usually takes around 1 hour 34 min.

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 picture-perfect features.

When you’re ready, continue to Cuatro Postes Lookout - Viewpoint Of Ávila, an underrated observation deck beloved by locals and tourists alike.

Embrace the thrill of the open road as you wave goodbye to Avila and set your GPS to San Lorenzo de El Escorial. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 51 min. Upon reaching San Lorenzo de El Escorial, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Royal Monastery Of San Lorenzo De El Escorial is a popular monastery we recommend visiting today. Discover its picture-perfect features before continuing your self-guided tour.

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.

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.

Prepare for an extraordinary culinary adventure in Madrid by booking a table at DiverXO, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Smoked Room, renowned for its delectable contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Paco Roncero, a local gem known for its delightful creative cuisine in Madrid. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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.

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

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

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Day4

Day 4

  • Madrid
  • Toledo
  • More

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
  • More

Your relaxed road trip in Spain continues on day 4 with more unforgettable memories to make. Today, you’ll get to know Spain better by exploring the top attractions of Madrid and beyond. With 3 nights left in Madrid, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

Toledo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Madrid behind. This drive usually takes around 57 min. Toledo welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Alcázar Of Toledo, a popular castle that everyone visiting Toledo should see. Next, head to Santa Iglesia Catedral Primada De Toledo. This stunning church is one of the most notable attractions in the region.

If you're keen to see more, don’t miss out on Puerta De Bisagra, a picture-perfect monument popular among locals as well as travelers. San Martin's Bridge is an excellent attraction to visit next. Spend some time learning more about this popular monument before you continue your journey. Lastly, visit Mirador Del Valle, an instagrammable observation deck and a top attraction in the city.

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

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Spain. When you're not appreciating the best places to visit in Madrid, explore the city like a local by trying out the best restaurants in the area.

Enjoy a delicious meal 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.

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.

Keep the evening going at Jazz Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to España Building, which offers a similarly pleasant setting and great drinks. Another option is 1862 Dry Bar, which provides an inviting environment for unwinding after a busy day out.

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

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Day5

Day 5

  • Madrid
  • More

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

To truly experience Madrid, make sure to drop by Santiago Bernabéu Stadium. This timeless stadium is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Puerta De Alcalá, one of the city’s best highlights.

Next, check out El Retiro Park, one of the most globally renowned places to see in Madrid. This park is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Museo Del Prado. Wander around and soak in the eye-catching atmosphere this museum offers. Then, head to Museo Nacional Centro De Arte Reina Sofía, a top-rated museum that adds another dimension to your day.

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!

Exploring the food culture in Madrid offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a lovely dining experience at Areia, 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 La MaMá Restaurante, 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 Sacha Restaurant. It’s yet another ideal choice to enhance your time in Madrid tonight.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Madrid. The bars in Madrid make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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

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Day6

Day 6

  • Madrid
  • More

Drive 1 km, 14 min

  • Market of San Miguel
  • Main Square
  • La Latina
  • Gran Vía
  • Malasaña
  • More

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!

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. You can also explore Gran Vía today, a street that’s well worth a visit.

Look forward to a unique sightseeing adventure at the timeless Market Of San Miguel and allow yourself time to explore. Just a short distance away you'll find your next stop, Main Square, a visually striking public square that draws visitors from far and near.

Another way to make your easygoing and relaxed road trip in Spain more special is by joining unique tours and activities. Madrid offers a wide selection of experiences for every traveler.

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

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.

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.

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

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Day7

Day 7

  • Madrid
  • Segovia
  • Valladolid
  • More

Drive 211 km, 3 hours 14 min

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

On day 7 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.

Royal Palace Of Madrid leaves a lasting impression. This palace is one of the most wondrous places to visit in Madrid. Next, head to Plaza De España, an extraordinary public square, 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 Temple Of Debod. This enchanting monument is a highly recommended experience.

After soaking in Madrid’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Segovia. Expect your car journey to take a minimum of 1 hour 10 min. When you arrive in Segovia, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Alcázar Of Segovia, a widely recognized castle that everyone visiting Segovia should see. Next, head to Aqueduct Of Segovia. This picture-perfect monument is one of the most globally renowned attractions in the region.

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

Have a fantastic dining experience at Hotel ELE Enara Boutique, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bar Candilejas offers an enticing alternative with its varied menu. Additionally, Restaurante Niza is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Valladolid.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Bodega La Orensana C.b. Stands out as an excellent choice for a post-dinner cocktail. Alternatively, Rugby Bar The Central offers an ideal atmosphere to enjoy the pleasures of the night. The Villa Gin Bar is also a great option that provides a perfect setting for a relaxing evening.

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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Day8

Day 8

  • Valladolid - Departure day
  • More
  • La Rosaleda
  • More

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 Vallsur Shopping Center. 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, an enchanting 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.

If you're eager to try something different, consider La Pícara, another top spot with a tantalizing 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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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.
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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Your trip is protected, personalized, and priced right. No surprises, no stress.

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