We will be open at 9:00 am. Call 020 7664 2264
Oropesa Castle at Toledo Castilla La Mancha

Madrid & the Castle Route

6-day tailor-made self-drive from £720 pp incl. flights


Short description

Take in the historic castles and palaces of central Spain


  • Showcase the medieval splendour of central Spain
  • Spend your nights in royal palaces and spectacular castles
  • Enjoy scenic drives through the Spanish countryside
  • Tuck in to indulgent dinners of local specialities
  • Begin with the grandeur of Spain’s buzzy capital

In Brief

  • 2 Nights Madrid
  • 1 Night Ciudad Rodrigo
  • 1 Night Jarandilla de la Vera
  • 1 Night Oropesa


Recommended for:
City | History & culture | Self-drive

Moving out from Madrid’s big-city glitz, scenic country drives will see you knit together the heritage treasures of central Spain. Enjoying the flexibility to explore with car hire included throughout, you’ll take in walled medieval towns, pretty hilltop villages and, yes, the country’s imposing castles. In fact, spending your nights in historic parador accommodation, you’ll stay in royal residences and the castles themselves, enjoying sumptuous included dinners of regional delicacies.

Day by day itinerary

Days 1-2

Depart the UK for Madrid where you'll collect a hire car and head to the luxurious Hospes Puerta de Alcala. Ideally positioned close to the Buen Retiro Park, you’ll have the capital’s ‘Golden Triangle of Art’ at your fingertips. Comprising the Prado, Reina Sofia and Thyssen-Bornemisza museums, it’s a comprehensive introduction to Madrid’s rich cultural wealth, showcased in timeless masterpieces by such luminaries as Dali and Picasso. Spend the next day exploring the city at your own pace, taking in its broad sweep of architectural styles that range from the strikingly contemporary to the extravagantly Belle Époque.

Stay: Hotel Hospes Puerta Alcalá, Madrid (Deluxe)

Meals: B

Day 3
Ciudad Rodrigo

Step off the beaten path as you drive deep into Spanish countryside to Ciudad Rodrigo’s medieval splendour. Here, churches, chapels and convents surround its 12th-century focal point – the Cathedral of Santa Maria. You'll spend the night at the Parador de Ciudad Rodrigo, a 14th century castle whose hilltop perch looks out to the River Agueda and Campo Charro’s rural sprawl. There’s also the first of your included dinners, with your paradors’ kitchens serving up the best in local produce in evocative settings.

Stay: Parador de Ciudad Rodrigo (Superior)

Meals: B D

Day 4

Continuing on to Jarandilla de la Vera, you’ll arrive at its 15th-century parador eponym – a beautifully turreted castle palace. Here, stern stone walls, shaded courtyards and fortress towers are the ideal medieval springboard to such nearby attractions as the waterfall-dappled Olla Gorge and the Yuste Monastery, where Emperor Carlos V spent his final days. Closer still, the forests and shimmering lakes surrounding your hotel provide tranquil settings for walking, cycling and horse riding. And, in the evenings, return to classic regional cooking and perfectly paired wines.

Stay: Parador de Jarandilla de la Vera (Superior)

Meals: B D

Day 5

Your final stop is the village of Oropesa in La Mancha, a region of arid plains and ancient folklore. The town itself is home to several notable treasures, including a 16th-century Jesuit school, the Nuestra Señora de la Asuncion Church and the New Palace, ironically built in the 1400s. However, it’s the sprawling elegance of your 15th-century castle accommodation that dominates the skyline, its buttressed walls cloaking a pretty swimming pools and gourmet restaurant. Once the home of clergy and noblemen, it looks out to stunning views of the Sierra de Gredos.

Stay: Parador de Oropesa (Superior)

Meals: B D

Day 6

After breakfast, make your way back to Madrid, where you can enjoy some free time before returning your hire car and boarding your flight home.

Meals: B



Any element of this itinerary can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Superior

6-day tailor-made self-drive from £720 incl. flights


Low Season

from £720 pp. incl. flights

High Season

from £945 pp. incl. flights

  • Complimentary UK departure lounge access
  • Return flights from UK
  • 6 days car hire
  • 2 nights in Madrid with breakfast in Hospes accommodation,
  • 3 nights accommodation in Paradors on a bed & breakfast basis

Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

Meet our experts

Speak to a tailor-made specialist on 020 7664 2264

Meet the team

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7664 2264 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 45 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation
  • In-depth Wexas travel guides

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Wexas Travel App
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ABTA & ATOL protected