One-Week Spain Self-Drive Road Trip With Itinerary from Madrid to Cuenca and surrounding area

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Explore the best of Spain on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Madrid, Segovia, Real Sitio de San Ildefonso, Azuqueca de Henares, Torija, Guadalajara, and Cuenca. 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 6 nights in Madrid and 1 night in Cuenca. 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, Segovia, Real Sitio de San Ildefonso, Azuqueca de Henares, Torija, Guadalajara, and Cuenca, 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 ParkMuseo del PradoCasa de Campo
Museo Nacional Centro de Arte Reina SofíaMain SquareMarket of San MiguelRoyal Palace of MadridTemple of Debod
Royal Museum of the Mint of SegoviaPuerta de San AndrésSegovia CathedralPlaza MayorAqueduct of Segovia
Royal Palace of La Granja of San IldefonsoMirador de la Pradera de San MarcosAlcázar of SegoviaRiofrío Royal Palace
Quebradilla ParkCastle of TorijaSanta MariaSan Roque Park
Castilla-La Mancha Paleontological MuseumSan Pablo BridgeCastillo de CuencaCiudad Encantada
Puerta de Alcalá

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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 5 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.

Find your way to your hotel in Madrid. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Spain. Settle in and make plans for the evening.

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 your meal, keep the night alive at a bar like Bar Yambala, known for its lively atmosphere. Baton Rouge Cocktail Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Cafe Madrid offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 8-day road trip in Spain!

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Day 2

Day 2

  • Madrid
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Drive 28 km, 2 hours 37 min

  • Santiago Bernabéu Stadium
  • Crystal Palace
  • El Retiro Park
  • Museo del Prado
  • Casa de Campo
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Day 2 of your road trip across Spain promises a magnificent time exploring Madrid. You have 4 nights left in Madrid. Take the opportunity to experience more of the best attractions and activities in the city.

Prepare for a day full of fun adventures, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Santiago Bernabéu Stadium. This wondrous stadium is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Crystal Palace, one of the city’s best highlights.

Next, check out El Retiro Park, one of the most timeless places to see in Madrid. This park is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Museo Del Prado. Wander around and soak in the historic atmosphere this museum offers. Then, head to Casa De Campo, a top-rated park that adds another dimension to your day.

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 Madrid's best restaurants.

Dive into a culinary adventure like no other in Madrid by booking a table at DiverXO. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Smoked Room, celebrated for its delectable contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Paco Roncero, a top local restaurant known for its tantalizing creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After your meal, keep the night alive at a bar like Jazz Bar, known for its lively atmosphere. España Building is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, 1862 Dry Bar offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 3

Day 3

  • Madrid
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Drive 9 km, 1 hour 3 min

  • Museo Nacional Centro de Arte Reina Sofía
  • Main Square
  • Market of San Miguel
  • Royal Palace of Madrid
  • Temple of Debod
  • More

Day 3 offers a multitude of experiences. You will stay in Madrid for 3 nights more, offering you enough time to explore at a relaxed pace.

Savor the day by visiting some of the best places to see in Madrid, including a museum, a public square, a food market, a palace, a monument and much more! Start your adventure at Museo Nacional Centro De Arte Reina Sofía. This impressive museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Main Square located in Madrid for another exciting encounter.

Next, immerse yourself in the setting of Market Of San Miguel. Its heritage-rich features will captivate you. After the food market, continue your tour of the city with a visit to Royal Palace Of Madrid. Visitors usually appreciate the grand features of this palace. Next up is Temple Of Debod, a highly recommended monument.

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 dinnertime approaches, it's time to head out for a bite to eat in Madrid. 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.

Enjoy a delicious meal at Areia, a highly-rated dining destination in Madrid. If you're eager to try something different, consider La MaMá Restaurante, another top spot with a tantalizing menu. You might also want to secure a reservation at Sacha Restaurant. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Madrid this evening.

Savor another day of unforgettable experiences in Spain!

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Day 4

Day 4

  • Madrid
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Drive 188 km, 2 hours 57 min

  • Royal Museum of the Mint of Segovia
  • Puerta de San Andrés
  • Segovia Cathedral
  • Plaza Mayor
  • Aqueduct of Segovia
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Wake up to day 4 of your extraordinary road trip in Spain. With 2 nights left in Madrid, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today’s route brings fun adventures, photo-friendly spots, and historic treasures. The first attraction of today is Museo Real Casa De Moneda De Segovia. This frequently visited museum is a heritage-rich place to see in Madrid. Continue your discovery at Puerta De San Andrés, a culturally significant monument 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 Segovia Cathedral. This interesting church offers a respected encounter with Madrid. Next, make your way to Plaza Mayor to add another highlight to your day. After that, visit Aqueduct Of Segovia, a timeless monument 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.

When you’re done exploring for the day, you’ll return to Madrid and your accommodation.

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 Taberna Mozárabe, a top pick for dinner tonight. Alternatively, Restaurante Lakasa beckons with its unique menu offerings. Also, consider Lambuzo. With its consistent customer satisfaction, it’s an excellent option for dining in Madrid tonight.

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

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Day 5

Day 5

  • Madrid
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Drive 205 km, 3 hours 14 min

  • Royal Palace of La Granja of San Ildefonso
  • Mirador de la Pradera de San Marcos
  • Alcázar of Segovia
  • Riofrío Royal Palace
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On day 5 of your road trip, you’ll start and end your day in Madrid, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Real Sitio de San Ildefonso and Segovia. You still have 1 night left in Madrid.

Bring your curiosity for today’s adventure around Madrid. Some of the town’s most loved attractions await! Royal Palace Of La Granja Of San Ildefonso is the perfect place to start. This palace is one of the most notable places to visit in Madrid. Next, head to Mirador De La Pradera De San Marcos, a worthwhile observation deck, known for its instagrammable 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 Alcázar Of Segovia. This symbolic castle is a highly recommended experience. Nearby, you'll also find Royal Palace Of Riofrío. Visit these for an interesting touch to your journey.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Madrid.

As dinnertime approaches, it's time to head out for a bite to eat in Madrid. 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.

Make sure to reserve a table at La Mi Venta, 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 Mas Al Sur, 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 HanSo Café, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Spain.

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Day 6

Day 6

  • Madrid
  • Cuenca
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Drive 244 km, 3 hours 21 min

  • Quebradilla Park
  • Castle of Torija
  • Santa Maria
  • San Roque Park
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Experience an unparalleled adventure on day 6 of your road trip in Spain. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Azuqueca de Henares, Torija, and Guadalajara. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Cuenca. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Madrid. Some of the town’s most loved attractions await! Quebradilla Park is the perfect place to start. This park is one of the most frequently visited places to visit in Madrid. Next, head to Castle Of Torija, a worthwhile castle, known for its standout 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 Santa Maria. This heritage-rich church is a highly recommended experience. Nearby, you'll also find San Roque Park. Visit these for an interesting touch to your journey.

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

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

Get ready for an unforgettable culinary journey in Cuenca by reserving a table at Olea Comedor. Renowned as a Bib Gourmand restaurant, it offers an exceptional modern and fusion menu. If you're in the mood to try something new, consider Sibuya Urban Sushi Bar, another top spot with a mouthwatering menu.

Following your dinner, dive into the local bar culture at Bar Tu Rincón. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Café Hispano, the perfect place for those looking to experience the best of the nightlife. Similarly, Bogart provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Savor another day of unforgettable experiences in Spain!

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Day 7

Day 7

  • Cuenca
  • Madrid
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Drive 223 km, 3 hours 19 min

  • Castilla-La Mancha Paleontological Museum
  • San Pablo Bridge
  • Castillo de Cuenca
  • Ciudad Encantada
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Embark on another extraordinary experience on day 7 of your road trip in Spain. Today, you will make 1 stop and experience some of the highlights of Cuenca. 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 1 night.

Get ready to discover some of the most iconic wonders in Cuenca, including a museum, a monument, a castle, a rock formation and much more! Start your day at Castilla-la Mancha Paleontological Museum. This eye-catching museum is an increasingly popular place to see in Cuenca. Then, wander over to San Pablo Bridge. If UNESCO world heritage-listed sites excite you, this monument will be right up your alley. Nearby, you’ll also find Castillo De Cuenca. This visually striking castle is a favorite among visitors.

Cuenca offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Ciudad Encantada is a locally appreciated spot in the city that will captivate you with its unique charm.

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.

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

Make sure to reserve a table at Prada a Tope Madrid, 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 Morgana, 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 BiBo Dani García, a hidden gem nestled in Madrid. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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Day 8

Day 8

  • Madrid - Departure day
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  • Puerta de Alcalá
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Day 8 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.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. For those seeking luxury items, check out the area’s high-end stores.

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 Malacatín, 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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