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

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Explore the best of Spain on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Madrid, Toledo, Avila, Segovia, and Real Sitio de San Ildefonso. 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 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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Driver’s age is 30 - 65
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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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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 3 nights 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 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.

Enjoy a lovely meal at Restaurante Taberna Madrid Madriz, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Lamucca del Carmen is another top choice with a popular menu. You could also check for a table at El miniBAR. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Madrid tonight.

Keep the evening going at Bar Yambala, a great choice for enjoying the after-dinner hours with a drink. You could also go to Baton Rouge Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Cafe Madrid, which provides an inviting environment for unwinding after a busy day out.

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

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Day 2

Day 2

  • Madrid
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Drive 23 km, 1 hour 28 min

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

On day 2 of your road trip, you will have an entire day to explore Madrid. You’ll stay in Madrid for 2 nights and discover all the best things to see and do in the area.

Start by visiting Santiago Bernabéu Stadium, a prime spot to begin your journey. This eye-catching stadium is sure to impress. Next on your list is Crystal Palace, another must-visit landmark and interesting art installation renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the culture of Madrid by sampling some local delicacies. When you’re ready for more sightseeing, head to El Retiro Park. This serene park is an essential place to visit for anyone looking for the full Madrid experience. We also recommend visiting Great Pond Of El Retiro, a well-known lake. Nearby, you'll also find Las Ventas, ready to add charm to your journey.

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 Madrid's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy an outstanding dining experience at DiverXO, a 3-star Michelin restaurant offering an exceptional creative menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Smoked Room, known for its delicious contemporary cuisine. Another highly-recommended place to eat in Madrid is Paco Roncero, a renowned restaurant with a 2-star Guide Michelin recognition and a delicious creative menu.

Let the evening flow smoothly from dinner to drinks at Jazz Bar, a top-rated bar in the area. For other recommendations, España Building provides a perfect setting for rounding out your night with style and great drinks. Likewise, 1862 Dry Bar offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Spain!

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Day 3

Day 3

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

Today’s route brings fun adventures, picturesque spots, and history-rich sites. The first attraction of today is Museo Nacional Centro De Arte Reina Sofía. This impressive museum is a visually striking place to see in Madrid. Continue your discovery at Círculo De Bellas Artes, a visually striking cultural center 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 Main Square. This world-famous public square offers a romantic encounter with Madrid. Next, make your way to Market Of San Miguel to add another highlight to your day. After that, visit Royal Palace Of Madrid, an iconic palace that’s sure to impress. 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.

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.

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

Relax and reminisce about your day in Spain and look forward to more memorable moments to come!

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Day 4

Day 4

  • Madrid
  • Toledo
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Drive 98 km, 2 hours 15 min

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

Embark on another extraordinary experience on day 4 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Madrid. At the end of the day, you will enjoy the comforts of a top-rated hotel in Toledo, which will be your home away from home for 3 nights.

Enjoy the perfect balance of relaxation and exploration in Madrid today. One of the most captivating attractions included on the itinerary is Thyssen-bornemisza Museum. This standout museum will help you start your sightseeing on top. Then, take a leisurely stroll to Museo Del Prado and learn what makes this heritage-rich museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the captivating Parque Del Oeste. After exploring the park, head to Temple Of Debod. This famous monument is a highlight in Madrid. As your day continues, stop by Casa De Campo, known for its eye-catching features.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Toledo. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Get ready for an unforgettable culinary journey in Toledo by reserving a table at Iván Cerdeño. Renowned as a 2-star Michelin restaurant, it offers an exceptional modern menu. If you're in the mood to try something new, consider La Casa de Damasco, another top spot with a mouthwatering menu.

Explore the vibrant nightlife at Buca Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Pub "o'briens" for a great selection of flavorful drinks and a charming setting. Furthermore, Terraza Miradero is perfect for those looking to extend their night with a touch of local flavor.

Relax and reminisce about your day in Spain and look forward to more memorable moments to come!

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Day 5

Day 5

  • Toledo
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Drive 3 km, 59 min

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

Toledo is home to plenty of attractions that offer fun adventures, breathtaking views, and photo-friendly spots! Start at Puerta De Bisagra, a well-known monument that is worthwhile a visit in the city. Nearby, you’ll find Alcázar Of Toledo, enchanting visitors with its stunning appeal. Continue your exploration at Army Museum. This military museum is one of the city’s most frequently visited spots.

Enjoy the freedom of exploring Toledo at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Alcantara Bridge.

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 Toledo, 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.

Savor the flavors at Tobiko Restaurante, a top pick for dinner tonight. Alternatively, Entre Dos Fuegos Restaurante beckons with its unique menu offerings. Also, consider El Trébol. With its consistent customer satisfaction, it’s an excellent option for dining in Toledo tonight.

Take some time to reflect on your day and savor another beautiful night in Spain.

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Day 6

Day 6

  • Toledo
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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
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Day 6 of your road trip will take you to the best attractions Toledo has to offer. Cherish the 1 night you have left in Toledo by discovering the best things there are to see and do in the city.

Bring your curiosity for today’s adventure around Toledo. Some of the city’s most loved attractions await! Mirador Del Valle is the perfect place to start. This observation deck is one of the most popular places to visit in Toledo. Next, head to Iglesia De Santo Tomé, an intriguing church, known for its stunning 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 Monasterio De San Juan De Los Reyes, Toledo. This picture-perfect monastery is a highly recommended experience. Nearby, you'll also find Fly Toledo and San Martin's Bridge. Visit these for an interesting touch to your journey.

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.

Treat yourself to a wonderful meal at Restaurante Taberna El Gallo Toledo, a top-rated dining spot in Toledo. If you're in the mood for something new, try Bar Skala, another premier location with a delectable menu. You might also want to book a table at La Clandestina. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Toledo.

Raise your glass and celebrate another amazing day 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
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On day 7 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 Toledo and Avila. In the evening, you’ll end up in Segovia, where you will stay for 2 nights.

Toledo is brimming with adventures. Today’s wonderful stops include a church, a monument, and an observation deck. Begin your sightseeing adventure at the interesting Santa Iglesia Catedral Primada De Toledo and allow yourself time to explore. Just a short distance away you'll find your next stop, Ávila Cathedral, a historic church that draws visitors from far and near.

Continue your journey to Walls Of Ávila, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the often recommended Cuatro Postes Lookout - Viewpoint Of Ávila.

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

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.

Round off your dining experience by visiting Shout Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Pub Celia, a bar catering to every mood and preference. Bar Correos likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day 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

On day 8 of your road trip, you will have an entire day to explore Segovia. You’ll stay in Segovia for 1 night and discover all the best things to see and do in the area.

Brace yourself for today’s incredible lineup of attractions in Segovia, featuring fun adventures, breathtaking views, and picturesque spots. Start at Aqueduct Of Segovia, a globally renowned monument in the city. Then, head to Plaza De Medina Del Campo and soak in the ambiance of this standout public square.

There are many interesting places to see in Segovia, and when you are ready for more, go to Plaza Mayor. This is one of the city’s most beloved romantic spots of interest. After exploring the public square, visit the notable Segovia Cathedral. Not far away, you'll also find Alcázar Of Segovia. This castle is a visually striking highlight in Segovia.

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 Segovia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Restaurante El Bernardino, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Villena is another top choice with a popular menu. You could also check for a table at Restaurante Taberna López. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Segovia tonight.

Unwind after your meal by stepping into Cafetería Expressaté. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Pub La Escalera offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook El Antiguo Café, another top-rated bar in the area.

Head back to your accommodation in Segovia and get some rest in preparation for another magical day of your road trip 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
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On day 9 of your exciting self-drive vacation in Spain, you’ll soak in the magnificence of 1 destination, Real Sitio de San Ildefonso. When you’re not sightseeing, take time to relax at your selected hotel in Madrid, where you’ll be staying for 1 night.

Bring your curiosity for today’s adventure around Segovia. Some of the town’s most loved attractions await! Royal Factory Of Glass And Crystal Of La Granja is the perfect place to start. This factory is one of the most beloved places to visit in Segovia. Next, head to Royal Palace Of La Granja Of San Ildefonso, a well-known palace, known for its romantic features.

Visit these for an interesting touch to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Madrid. 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 Madrid's best restaurants.

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

Savor another day of unforgettable experiences in Spain!

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Day 10

Day 10

  • Madrid - Departure day
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  • Puerta de Alcalá
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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, we recommend visiting Puerta De Alcalá, a romantic monument 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 Salamanca District. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Spain. You can also browse through boutiques for stylish fashion choices. Elevate your style with pieces from high-end retail stores.

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

Treat yourself to a delightful dinner at La Mi Venta, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mas Al Sur? It's another excellent option with a diverse 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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