4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo

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Explore the best of Spain on a 4-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Madrid, Toledo, Segovia, and Avila. This road trip itinerary in Spain seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Spain takes you through some of the best places to see in the country. You will spend 2 nights in Madrid and 1 night 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 got you covered.

Upon arriving in Madrid, 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. Marvel at the remarkable Market Of San Miguel, learn more about the unique Museo Del Prado, and immerse yourself in the vibrant atmosphere of Royal Palace Of Madrid.

As you hit the open road and drive through Madrid, Toledo, Segovia, 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, accommodation, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
El Retiro Park
Main SquareMarket of San MiguelRoyal Palace of MadridAlcázar of ToledoMirador del ValleSanta Iglesia Catedral Primada de Toledo
Alcázar of SegoviaWalls of ÁvilaMonasterio de San Juan de los Reyes, Toledo
Museo del Prado

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Day 1

Day 1

  • Madrid - Arrival day
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  • El Retiro Park
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Welcome to Madrid, the perfect starting point for your road trip in Spain! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Madrid's charm before embarking on the next leg of your journey.

Madrid 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 El Retiro Park, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Madrid. Check-in typically starts around 2 to 4 PM at hotels in Spain. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars 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 Madrid, it's often a good idea to reserve a table in advance.

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

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

Raise a toast to the start of your 4-day road trip in Spain!

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Day 2

Day 2

  • Madrid
  • Toledo
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Drive 85 km, 1 hour 37 min

  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • Alcázar of Toledo
  • Mirador del Valle
  • Santa Iglesia Catedral Primada de Toledo
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Dive into day 2 of your remarkable road trip in Spain. Today you will explore Madrid and Toledo, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Toledo. You’ll stay here for 1 night.

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

If you’re looking for more, spend time soaking in the atmosphere of Alcázar Of Toledo. This culturally significant castle is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Mirador Del Valle, a locally renowned observation deck, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Santa Iglesia Catedral Primada De Toledo before you head back to your hotel.

When you’re done exploring for the day, you’ll drive to your hotel in Toledo. Check in and spend some time relaxing before you head out to tour the city.

Indulge in a memorable dining experience at one of Toledo's most popular restaurants, and connect with friendly locals for an authentic adventure.

Dine in style at Restaurante Museo de Productos de Castilla-La Mancha, a top recommendation for dinner tonight. Or, for a change of pace, La Casa de Damasco boasts a menu that's sure to impress. Also, be sure to check out La Cave. Known as a local hotspot, it’s a great choice for tonight in Toledo.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Buca Bar, known for its inviting atmosphere. Pub "o'briens" is another great option if you’re looking for a place to get the night started. Similarly, Terraza Miradero provides a great setting to enjoy the night away.

Say good night to Toledo and look forward to another great day of your road trip in Spain!

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Day 3

Day 3

  • Toledo
  • Madrid
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Drive 437 km, 5 hours 32 min

  • Alcázar of Segovia
  • Walls of Ávila
  • Monasterio de San Juan de los Reyes, Toledo
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On day 3 of your road trip in Spain, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Segovia, Avila, and Toledo. In the evening, you’ll end up in Madrid, where you will stay for 1 night.

Get ready for an exciting day in Toledo. Today’s sightseeing agenda includes a castle, a monument, and a monastery. Begin your adventure at Alcázar Of Segovia. This is a spectacular castle you should not miss. Another must-see is Walls Of Ávila, a locally renowned monument in Toledo.

When you’re ready for the next sight, head to Monasterio De San Juan De Los Reyes, Toledo.

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

As you explore more of Madrid, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Make sure to reserve a table at Alhambra, an iconic dining spot in Madrid. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Restaurante Alabaster, a popular restaurant in Madrid. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Restaurante De María - Felíx Boix, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Jazz Bar, a prime destination for a thrilling night out. Also, don’t forget to check out España Building, a bar that offers unique local touches. Likewise, 1862 Dry Bar provides an excellent alternative for a fun evening.

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

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Day 4

Day 4

  • Madrid - Departure day
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  • Museo del Prado
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Day 4 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of Madrid 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 Museo Del Prado. This world-famous museum is a popular place to see in the city.

On your last day in Spain, take time to indulge in shopping at Madrid’s popular marketplace, Salamanca District. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. If you’re in the mood for luxury shopping, high-end stores await you.

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

If you're in the mood to try something new, consider La MaMá Restaurante, another top spot with a mouthwatering menu.

You’ll then say farewell to Madrid. 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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