10-Day Spain Self-Drive Road Trip With Itinerary from Madrid to Toledo and Segovia and surrounding area

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Experience the freedom of the open road in Spain as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Madrid, Toledo, Avila, Segovia, and Real Sitio de San Ildefonso.

This perfectly planned road trip itinerary in Spain takes you through some of the best places to see in the country. You will spend 4 nights in Madrid, 3 nights in Toledo, and 2 nights in Segovia. 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 Santiago Bernabéu Stadium, learn more about the unique Market Of San Miguel, and immerse yourself in the vibrant atmosphere of Museo Del Prado.

As you hit the open road and drive through Madrid, Toledo, Avila, Segovia, and Real Sitio de San Ildefonso, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
plaza de España
Santiago Bernabéu StadiumCrystal PalaceEl Retiro ParkGreat Pond of El RetiroLas Ventas
Museo Nacional Centro de Arte Reina SofíaCírculo de Bellas ArtesMain SquareMarket of San MiguelRoyal Palace of Madrid
Thyssen-Bornemisza MuseumMuseo del PradoWestern ParkTemple of DebodCasa de Campo
Puerta de BisagraAlcázar of ToledoArmy MuseumAlcantara Bridge
Mirador del ValleIglesia de Santo ToméMonasterio de San Juan de los Reyes, ToledoFLY TOLEDOSan Martin's Bridge

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Day 1

Day 1

  • Madrid - Arrival day
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  • plaza de España
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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 3 nights 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 Plaza De España, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Madrid. Make yourself at home and enjoy some downtime 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 Madrid, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Restaurante Taberna Madrid Madriz, 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 Lamucca del Carmen, 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 El miniBAR, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Bar Yambala, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Baton Rouge Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Cafe Madrid provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 10-day road trip in Spain!

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Day 2

Day 2

  • Madrid
  • More

Drive 23 km, 1 hour 28 min

  • Santiago Bernabéu Stadium
  • Crystal Palace
  • El Retiro Park
  • Great Pond of El Retiro
  • Las Ventas
  • More

Day 2 offers a multitude of experiences. You will stay in Madrid for 2 nights more, offering you enough time to explore at a relaxed pace.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and photo-friendly spots. 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. Santiago Bernabéu Stadium is the first of them. Spend some time admiring this historic stadium before continuing your journey. Crystal Palace is your next stop. This captivating art installation 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 El Retiro Park. This mesmerizing park is a sight to behold. To round off your sightseeing experience, visit Great Pond Of El Retiro and Las Ventas.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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.

Experience a taste of local culinary excellence while in Madrid by securing a table at DiverXO. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Smoked Room, famous for its scrumptious contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Paco Roncero, a local favorite celebrated for its exquisite creative cuisine in Madrid. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for creative cuisine lovers seeking top-notch culinary experiences.

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.

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

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Day 3

Day 3

  • Madrid
  • More

Drive 5 km, 1 hour 17 min

  • Museo Nacional Centro de Arte Reina Sofía
  • Círculo de Bellas Artes
  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • More

Day 3 of your road trip will take you to the best attractions Madrid has to offer. Cherish the 1 night you have left in Madrid by discovering the best things there are to see and do in the city.

Brace yourself for today’s incredible lineup of attractions in Madrid, featuring fun adventures, photo-friendly spots, and historic treasures. Start at Museo Nacional Centro De Arte Reina Sofía, an astonishing museum in the city. Then, head to Círculo De Bellas Artes and soak in the ambiance of this instagrammable cultural center.

There are many interesting places to see in Madrid and when you are ready for more, go to Main Square. This is one of the city’s most iconic spots. After exploring the public square, visit the globally renowned Market Of San Miguel. Before wrapping up your self-guided sightseeing tour, head to the wondrous Royal Palace Of Madrid, a wondrous palace in the city.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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 and reflect on the day's adventures.

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.

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

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Day 4

Day 4

  • Madrid
  • Toledo
  • More

Drive 98 km, 2 hours 15 min

  • Thyssen-Bornemisza Museum
  • Museo del Prado
  • Western Park
  • Temple of Debod
  • Casa de Campo
  • More

Experience an unparalleled adventure on day 4 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Madrid. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Toledo. You will spend 3 nights here for some well-deserved relaxation.

Today’s agenda in Madrid includes a museum, a park, and a monument. Thyssen-bornemisza Museum is must-visit museum and a great starting point for the day. Next, continue your journey to Museo Del Prado, a timeless museum, located just a leisurely stroll away. Next, head to Parque Del Oeste, a historic park, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Madrid. If you’re looking for more, Temple Of Debod is also an extraordinary attraction that is worthwhile a visit. Lastly, don’t miss Casa De Campo, a famous gem to see in the city.

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.

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

Dive into a culinary adventure like no other in Toledo by booking a table at Iván Cerdeño. This popular restaurant holds 2 Michelin star and offers an exceptional menu of modern cuisine. If you're in the mood to try something new, consider La Casa de Damasco, another top spot with a mouthwatering menu.

Continue your evening by exploring the vibrant nightlife scene at Buca Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Pub "o'briens", a bar that offers unique local touches. Likewise, Terraza Miradero provides an excellent alternative for a fun evening.

Celebrate another amazing day of your road trip adventure in Spain!

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Day 5

Day 5

  • Toledo
  • More

Drive 3 km, 59 min

  • Puerta de Bisagra
  • Alcázar of Toledo
  • Army Museum
  • Alcantara Bridge
  • More

Day 5 of your road trip across Spain promises a magnificent time exploring Toledo. You have 2 nights left in Toledo. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Puerta De Bisagra. This interesting monument is a respected place to see in Toledo. Continue your discovery at Alcázar Of Toledo, a culturally significant castle with stories to tell.

As you stroll around Toledo, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Army Museum. This worthwhile military museum offers an instagrammable encounter with Toledo. Next, make your way to Alcantara Bridge to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Toledo.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Don’t miss out on dining at Tobiko Restaurante, a top-rated dining destination in Toledo. If you're in the mood to try something new, consider Entre Dos Fuegos Restaurante, another top spot with a mouthwatering menu. You might also want to secure a reservation at El Trébol. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Toledo this evening.

Savor another day of unforgettable experiences in Spain!

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Day 6

Day 6

  • Toledo
  • More

Drive 10 km, 54 min

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

On day 6 of your road trip, you will have an entire day to explore Toledo. You’ll stay in Toledo for 1 night and discover all the best things to see and do in the area.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the interesting Mirador Del Valle, a romantic observation deck in Toledo. Next, go to Iglesia De Santo Tomé.

After visiting Mirador Del Valle and Iglesia De Santo Tomé, take time to explore Toledo's streets and absorb its charm. Continue your sightseeing by heading to Monasterio De San Juan De Los Reyes, Toledo. This breathtaking monastery offers a unique experience. Fly Toledo is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to San Martin's Bridge, one of the most romantic places to visit in Toledo.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

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

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

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Day 7

Day 7

  • Toledo
  • Segovia
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Drive 210 km, 3 hours 11 min

  • Santa Iglesia Catedral Primada de Toledo
  • Ávila Cathedral
  • Walls of Ávila
  • Viewpoint of Ávila
  • More

Embark on another extraordinary experience on day 7 of your road trip in Spain. Today, you will make 2 stops and experience some of the highlights of Toledo and Avila. At the end of the day, you will enjoy the comforts of a top-rated hotel in Segovia, which will be your home away from home for 2 nights.

Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Santa Iglesia Catedral Primada De Toledo. This popular church is a picture-perfect place to see in Toledo. Continue your discovery at Ávila Cathedral, a historic church with stories to tell.

As you stroll around Toledo, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Walls Of Ávila. This notable monument offers a culturally significant encounter with Toledo. Next, make your way to Cuatro Postes Lookout - Viewpoint Of Ávila to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Toledo.

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

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

Savor the flavors at Restaurante Pasapán, a top pick for dinner tonight. Alternatively, Bar Lozoya beckons with its unique menu offerings. Also, consider El Túnel de Goriche. With its consistent customer satisfaction, it’s an excellent option for dining in Segovia tonight.

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

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

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Day 8

Day 8

  • Segovia
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Drive 2 km, 43 min

  • Aqueduct of Segovia
  • Plaza de Medina del Campo
  • Plaza Mayor
  • Segovia Cathedral
  • Alcázar of Segovia
  • More

Day 8 offers a multitude of experiences. You will stay in Segovia for 1 night more, offering you enough time to explore at a relaxed pace.

Today's adventure in Segovia promises more breathtaking discoveries and enriching experiences! Begin at Aqueduct Of Segovia. This UNESCO world heritage-listed monument is a highlight of any visit in the city. Then, enjoy Plaza De Medina Del Campo, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Plaza Mayor, one of the city’s most often recommended attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Segovia Cathedral. This grand church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Alcázar Of Segovia, a famous castle, and take a stroll around the area.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Spain is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Savor the flavors at Restaurante El Bernardino, a top pick for dinner tonight. Alternatively, Villena beckons with its unique menu offerings. Also, consider Restaurante Taberna López. With its consistent customer satisfaction, it’s an excellent option for dining in Segovia tonight.

After savoring a delicious meal, step into the vibrant nightlife at Cafetería Expressaté, where the evening is just getting started. In the same way, Pub La Escalera offers a unique charm perfect for experiencing the local bar scene in Segovia. El Antiguo Café is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Get a good night's sleep and look forward to another great day on the road in Spain!

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Day 9

Day 9

  • Segovia
  • Madrid
  • More

Drive 111 km, 2 hours 4 min

  • Royal Glass Factory of La Granja
  • Royal Palace of La Granja of San Ildefonso
  • The Baths of Diana
  • More

On day 9 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 Real Sitio de San Ildefonso. In the evening, you’ll end up in Madrid, where you will stay for 1 night.

Today's adventure in Segovia promises more breathtaking discoveries and enriching experiences! Begin at Royal Factory Of Glass And Crystal Of La Granja. Then, enjoy Royal Palace Of La Granja Of San Ildefonso, another enchanting attraction that never fails to captivate visitors.

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 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 and reflect on the day's adventures.

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

Raise your glass to another unforgettable day in Spain!

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Day 10

Day 10

  • Madrid - Departure day
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  • Puerta de Alcalá
  • More

Day 10 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 Puerta De Alcalá. This extraordinary monument is a popular place to see in the city.

As your final day in Spain unfolds, enjoy a last-minute shopping spree in Madrid's best shopping area, Gran Via. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Spain. Browse through boutiques to find unique and stylish fashion pieces to take home.

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 eager to try something different, consider Mas Al Sur, another top spot with a tantalizing 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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