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

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Torre de Madrid,Madrid
Photo of aerial  panoramic view of Madrid, Spain.
4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo
4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo
4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo
4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo
4-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo
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Explore the best of Spain on a remarkable 4-day road trip! Combine exploration with relaxation on a self-drive tour featuring Madrid, Toledo, Segovia, and Avila.

This perfectly planned road trip itinerary takes you through some of the best places to see in Spain. 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 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.

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, 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
Drop-off: 10:00

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Day1

Day 1

  • Madrid - Arrival day
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  • El Retiro Park
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Say hello to Madrid! 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 Madrid for 1 night before you continue your adventure!

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

Have a fantastic dining experience at Restaurante Taberna Madrid Madriz, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Lamucca del Carmen offers an enticing alternative with its varied menu. Additionally, El miniBAR is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Madrid.

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.

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

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Day2

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
  • More

On day 2 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 2 destinations, including Madrid and Toledo. When you’re not sightseeing, take time to relax at your chosen hotel in Toledo, where you’ll be staying for 1 night.

Main Square makes a great addition to your morning plans. This timeless public square is a visually striking place to see in Madrid. Continue your discovery at Market Of San Miguel, an eye-catching food market with stories to tell.

As you stroll around Madrid, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Royal Palace Of Madrid. This world-famous palace offers a romantic encounter with Madrid. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Madrid.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Toledo may take around 1 hour. Upon your arrival in Toledo, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the day by heading to Alcázar Of Toledo, a well-known castle that draws visitors from near and far. When you're done, continue to Mirador Del Valle, where you can soak in the romantic surroundings.

Next, explore Santa Iglesia Catedral Primada De Toledo, yet another locally renowned place to see in the area.

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

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

Make sure to reserve a table at Restaurante Museo de Productos de Castilla-La Mancha, an iconic dining spot in Toledo. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Casa de Damasco, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Cave, a hidden gem nestled in Toledo. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue the enjoyment post-dinner at Buca Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Pub "o'briens" offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Terraza Miradero. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day3

Day 3

  • Toledo
  • Segovia
  • Ávila
  • 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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Dive into day 3 of your remarkable road trip in Spain. Today you'll explore 3 destinations, including Segovia, Avila, and Toledo. At the end of the day, you’ll unwind at one of the finest accommodations in Madrid, where you'll spend 1 night.

Make a stop at Monasterio De San Juan De Los Reyes, Toledo. This curiosity-inducing monastery is a must-visit for travelers looking for a unique holiday experience.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Segovia may take around 1 hour 52 min. Upon your arrival in Segovia, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Alcázar Of Segovia. Spend some time admiring the majestic features of the castle before you continue to your next stop.

Set your GPS to Avila and hit the road. Expect a journey of approximately 55 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Avila beckons with new experiences!

One of our top recommendations for your sightseeing is Walls Of Ávila. Spend some time admiring the breathtaking features of the monument before you continue to your next stop.

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

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 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Jazz Bar, a well-loved spot among locals and tourists. Or, head to España Building. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at 1862 Dry Bar, another top-rated place in the area.

Head back to your accommodation in Madrid and get some rest to prepare for another magical day of your road trip in Spain.

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Day4

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, we recommend visiting Museo Del Prado, a heritage-rich museum before you head out.

Make the most of your final day in Spain by visiting Madrid’s iconic markets and shopping establishments in the buzzing Gran Via. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices.

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

Savor the flavors at Areia, a top pick for dinner tonight. Alternatively, La MaMá Restaurante beckons with its unique menu offerings.

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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How it works

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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.
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.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

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