9-Day Spain Road Trip from Valladolid traveling east to Madrid, and Toledo

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Experience the freedom of the open road in Spain as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Valladolid, Segovia, Real Sitio de San Ildefonso, Madrid, Toledo, San Lorenzo de El Escorial, and El Escorial.

This perfectly planned road trip itinerary in Spain takes you through some of the best places to see in the country. You will spend 3 nights in Valladolid, 2 nights in Madrid, and 3 nights 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 Valladolid, 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 Valladolid, Segovia, Real Sitio de San Ildefonso, Madrid, Toledo, San Lorenzo de El Escorial, and El Escorial, 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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Day 1

Day 1 – Valladolid - arrival day

  • Valladolid - Arrival day
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  • Plaza Mayor de Valladolid
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Welcome to Valladolid, the perfect starting point for your road trip in Spain! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Valladolid's charm before embarking on the next leg of your journey.

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 or 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 Valladolid. 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 in Valladolid. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Dine in style at The other library Café, a top recommendation for dinner tonight. Or, for a change of pace, Café & copas Murmullo boasts a menu that's sure to impress. Also, be sure to check out ATYPIKAL. Known as a local hotspot, it’s a great choice for tonight in Valladolid.

Explore the vibrant nightlife at The Lost Child Cocktail's Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Café Bar Alborada for a great selection of flavorful drinks and a charming setting. Furthermore, Monasterio is perfect for those looking to extend their night with a touch of local flavor.

Raise a toast to the start of your 9-day road trip in Spain!

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Day 2

Day 2 – Valladolid

  • Valladolid
  • More

Drive 9 km, 56 min

  • Museo Nacional de Escultura - Colegio de San Gregorio
  • Cathedral of Valladolid
  • Plaza de Zorrilla
  • Parque Campo Grande
  • More

Day 2 of your road trip across Spain promises a magnificent time exploring Valladolid. You have 1 night left in Valladolid. Take the opportunity to experience more of the best attractions and activities in the city.

Make National Sculpture Museum your first stop of the day. Previous visitors have rated this art museum an average of 4.7 out of 5 stars in 3,935 reviews. More than 145,606 people visit this place of interest every year.

Next up, make a stop at Cathedral Of Valladolid. With an average rating of 4.3 out of 5 stars by 5,791 visitors, it's easy to understand why so many people visit this catholic cathedral every year.

Plaza De Zorrilla is another attraction you can visit on this day of your vacation. This square has an average rating of 4.6 out of 5 stars by 6,590 visitors.

When you’re finished at Plaza De Zorrilla, the perfect next stop is Tren Burra. This park is rated an average of 4.3 out of 5 stars in 190 reviews.

If you’re keen to explore even more, then consider a visit to Parque Campo Grande. This park is a top place to visit, with a rating of 4.7 out of 5 stars from 15,850 reviews.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

As you explore more of Valladolid, 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.

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 discerning modern foodies seeking culinary excellence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Rugby Bar The Central stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Villa Gin Bar offers an ideal atmosphere to enjoy the pleasures of the night.

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

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Day 3

Day 3 – Valladolid, Segovia, Real Sitio de San Ildefonso, and Madrid

  • Madrid
  • Segovia
  • San Ildefonso
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Drive 227 km, 3 hours 14 min

  • Alcázar de Segovia
  • Catedral de Segovia
  • Aqueduct of Segovia
  • Royal Palace of La Granja of San Ildefonso
  • More

Embark on another extraordinary experience on day 3 of your road trip in Spain. Today, you will make 2 stops and experience some of the highlights of Segovia, and Real Sitio de San Ildefonso. At the end of the day, you will enjoy the comforts of a top-rated hotel in Madrid, which will be your home away from home for 2 nights.

As you’ve unraveled the marvels of Valladolid, 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 21 min. Upon your arrival in Segovia, you’ll be greeted with the opportunity to do some sightseeing and exploring.

An excellent attraction to start your day with is Alcázar Of Segovia. This alcázar typically receives around 754,946 visitors every year and is rated an average of 4.7 out of 5 stars in 49,713 reviews.

Continue your journey at Segovia Cathedral. This catholic cathedral is rated 4.7 out of 5 stars by 18,509 travelers from near and far.

Segovia is also the home of Aqueduct Of Segovia. This stone bridge has an average rating of 4.8 out of 5 stars from 95,202 visitors.

Real Sitio de San Ildefonso’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Segovia behind. This drive usually takes around 17 min. Real Sitio de San Ildefonso welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Royal Palace Of La Granja Of San Ildefonso. This extraordinary museum is rated an average of 4.6 out of 5 stars by 19,635 visitors.

When you’re done exploring for the day, you’ll drive to Madrid, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

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.

Set out on a gastronomic journey in Madrid by reserving a table at DiverXO. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Smoked Room, renowned for its delectable contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Paco Roncero, a highly rated local gem known for its exquisite creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Madrid.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Baton Rouge Cocktail Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Cafe Madrid offers an ideal atmosphere to enjoy the pleasures of the night. 1862 Dry Bar is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 4

Day 4 – Madrid

  • Madrid
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Drive 15 km, 1 hour 14 min

  • Santiago Bernabéu Stadium
  • Puerta de Alcalá
  • El Retiro Park
  • Museo Nacional del Prado
  • Museo Nacional Centro de Arte Reina Sofía
  • More

Day 4 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.

Your sightseeing of the day begins at Santiago Bernabéu Stadium, a remarkable association football venue where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 120,158 reviews.

Next, satisfy your wanderlust at Puerta De Alcalá. This triumphal arch has an average rating of 4.7 out of 5 stars from 43,833 travelers.

El Retiro Park is another must-visit attraction. This renowned urban park offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 162,386 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Museo Del Prado. This well-loved art museum boasts a 4.7 out of 5-star rating from 98,929 reviews. In a single year, approximately 3,497,345 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Museo Nacional Centro De Arte Reina Sofía awaits. If you’ve been interested in experiencing an art museum, this is a top pick rated 4.5 out of 5 stars by 46,855 previous visitors. Each year, approximately 1 person travel to Madrid to experience it.

Don’t forget to check out all the popular tours and activities you can add to your travel plan. 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 Madrid. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at La Mi Venta, a top pick for dinner tonight. Alternatively, Mas Al Sur beckons with its unique menu offerings. Also, consider Prada a Tope Madrid. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

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

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Day 5

Day 5 – Madrid, and Toledo

  • Toledo
  • Madrid
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Drive 87 km, 1 hour 48 min

  • Plaza Mayor
  • San Miguel Market
  • Royal Palace of Madrid
  • Plaza de España
  • Casa de Campo
  • More

Dive into day 5 of your remarkable road trip in Spain. Today you will explore Madrid, 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 3 nights.

Make Main Square one of your first sightseeing stops in Madrid. Rated an average of 4.6 out of 5 stars by 152,388 travelers, a visit to this local attraction makes for a great introduction to the area.

Market Of San Miguel is a worthwhile attraction you can visit next. This building is a valued place of interest in the area, with an average rating of 4.4 out of 5 stars from 106,296 reviews.

Today is also the perfect opportunity to drop by Royal Palace Of Madrid. This royal palace has been rated an average of 4.6 out of 5 stars by 77,471 visitors.

If you’re keen to explore more, head to Plaza De España. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.4 out of 5-star rating as given by 98,199 previous visitors.

Another top place to visit is Casa De Campo. This park enjoys an average rating of 4.5 out of 5 stars from 50,826 local and international travelers.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Toledo. Toledo offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As dinnertime approaches, it's time to head out for a bite to eat in Toledo. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Start your culinary exploration in Toledo by securing a reservation at Iván Cerdeño. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of modern cuisine. Immerse yourself in the culinary delights of Tobiko Restaurante, a popular restaurant in Toledo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

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.

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 6

Day 6 – Toledo

  • Toledo
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Drive 8 km, 1 hour 8 min

  • Mirador del Valle
  • Alcantara Bridge
  • Puerta de Bisagra
  • Monasterio de San Juan de los Reyes
  • 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 2 nights and discover all the best things to see and do in the area.

Begin your sightseeing with a visit to Mirador Del Valle. This landmark is rated an average of 4.8 out of 5 stars in 10,058 reviews.

Next up, make your way to Alcantara Bridge. This point of interest has an average rating of 4.7 out of 5 stars from 8,836 reviews.

When you’re ready for your next sight of the day, continue to Puerta De Bisagra. This city gate has an average rating of 4.7 out of 5 stars from 9,260 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Monasterio De San Juan De Los Reyes, Toledo. This monastery is rated an average of 4.6 out of 5 stars by 6,783 visitors.

If you’re keen to explore even more, then consider a visit to San Martin's Bridge. This sightseeing destination is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 10,516 visitors.

You can learn more about Toledo today by going on a tour. Toledo offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

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

Treat yourself to a delicious dinner at Restaurante Taberna El Gallo Toledo, an excellent option for tonight's dining. Looking for something different? La Clandestina offers a tantalizing alternative with its diverse menu. And don’t miss Restaurante "El Cobertizo". With its reputation for pleasing customers, it’s a fantastic choice for tonight in Toledo.

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

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Day 7

Day 7 – Toledo

  • Toledo
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Drive 1 km, 21 min

  • Alcázar de Toledo
  • Army Museum
  • Zocodover
  • Santa Iglesia Catedral Primada de Toledo
  • More

Day 7 offers a multitude of experiences. You will stay in Toledo for 1 night more, offering you enough time to explore at a relaxed pace.

Kick off the day at Alcázar Of Toledo, a top pick for today’s sightseeing. This alcázar is rated an average of 4.6 out of 5 stars in 30,193 reviews.

Today is also your chance to visit Army Museum. Army Museum is a military museum with an average rating of 4.5 out of 5 stars from 5,537 reviews.

Zocodover is another top attraction we highly recommend you visit today. This sightseeing destination is rated an average of 4.5 out of 5 stars by 19,930 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Santa Iglesia Catedral Primada De Toledo. This church is rated an average of 4.7 out of 5 stars by 27,938 visitors.

There are plenty of experiences you can choose from in Spain that will add excitement to your vacation. When you’re keen to discover what else Toledo has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

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.

Make sure to reserve a table at Jacaranda Bar, 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 Taberna el Botero, 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 Orza, a hidden gem nestled in Toledo. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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Day 8

Day 8 – Toledo, San Lorenzo de El Escorial, El Escorial, Puerto de Navacerrada, and Valladolid

  • Valladolid
  • San Lorenzo de El Escorial
  • El Escorial
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Drive 302 km, 3 hours 56 min

  • Royal Seat of San Lorenzo de El Escorial
  • More

Experience an unparalleled adventure on day 8 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - San Lorenzo de El Escorial, El Escorial, and Puerto de Navacerrada. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Valladolid. You will spend 1 night here for some well-deserved relaxation.

When you’re ready to jump back into the car and say goodbye to Toledo, you’ll hit the road in the direction of San Lorenzo de El Escorial. This drive usually takes around 1 hour 29 min. When you arrive, enjoy some sightseeing.

A top pick for your self-guided sightseeing tour today is Royal Monastery Of San Lorenzo De El Escorial. Previous visitors have rated this monastery an average of 4.7 out of 5 stars in 25,732 reviews.

Frailes Garden is a local recommendation that you also can pay a visit today. This park is rated an average of 4.6 out of 5 stars in 2,686 reviews.

When you’re ready to jump back into the car and say goodbye to San Lorenzo de El Escorial, you’ll hit the road in the direction of El Escorial. This drive usually takes around 4 min. When you arrive, enjoy some sightseeing.

An excellent attraction to start your day with is Casita Del Príncipe. This park is rated an average of 4.1 out of 5 stars in 2,248 reviews.

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

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

Dine in style at La Parrilla De San Lorenzo, a top recommendation for dinner tonight. Or, for a change of pace, Restaurante Pide por esa Boquita boasts a menu that's sure to impress. Also, be sure to check out Villa Paramesa. Known as a local hotspot, it’s a great choice for tonight in Valladolid.

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

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Day 9

Day 9 – Valladolid - departure day

  • Valladolid - Departure day
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  • Parque de las Moreras
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Day 9 of your road trip in Spain is your departure day. This is your chance to catch a last glimpse of Valladolid before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Kick off the day at Parque Y Playa De Las Moreras, a top pick for today’s sightseeing. This park is rated an average of 4.4 out of 5 stars in 3,395 reviews.

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

You’ll then say farewell to Valladolid. 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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