The route starts from the plaza in front of the magnificent monastery that dominates Guadalupe. Located in the region of Caceres, Guadalupe is a historic village, with cobbled streets and traditional homes, filled with historical monuments, like the Sanctuary-Monastery of Our Lady of Guadalupe, declared a World Heritage site. Guadalupe is also a great starting point if the traveller wishes to visit nearby mountain-towns within this region, like Cañamero, Navezuelas, or Berzocana. The simple, yet succulent local cuisine, prepared with ingredients of exceptional quality, is one of the main appeals of this area.

Leaving Guadalupe on the very twisty EX118, you are soon travelling through thick woodland, on a thrilling road that has a good surface and plenty of fast bends, after approximately 12 km we use the much smaller CC-20.2 that will take you into the heart of the beautiful countryside with some great views from prominent positions. You will pass through several small mountain villages, all of which have somewhere for a coffee stop.
At RP 4, you will find the ruins of a Roman temple on the shore of the largest reservoir in the area, Valdecanas Reservoir. This really is a good opportunity for a photo next to the Temple of Cilla. The route crosses over the reservoir and heads to the large town of Navalmoral de la Mata, I have suggested a lunch stop here as there is a very good selection of restaurants offering some of the local specialties.

After lunch we visit Belvís de Monroy and the ruined Moorish castle, there is a good view of the castle to be had on the road out of the village.
We cross the River Tangus next; the Tagus is the longest river in the Iberian Peninsula. It is 1,007 km long, with 716 km in Spain, 47 km along the border between Portugal and Spain and 275 km in Portugal, where it empties into the Atlantic Ocean near Lisbon. It drains an area of 80,100 square kilometers (30,927 sq mi), a mighty river.
A great view of the Valdecanas Dam can be seen from here.
The route back to Guadalupe will take you through more stunning scenery and there are many places to stop to take photos. The village of Cañamero at RP 14 is a nice place for a coffee and leg stretch and then the final section of this route takes you through olive plantations on some great open twisty roads including some hairpins.
This really is a great route for exploring this non touristy part of Spain.

I have awarded 4 stars**** for this route, The roads, scenery and attractions are all very good.

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Nick Carthew - RouteXpert

Extremadura

Extremadura ( EK-strim-ə-DEWR-ə, Spanish: [e(ɣ)stɾemaˈðuɾa]; Extremaduran: Estremaúra [eʰtːɾemaˈuɾa]; Fala: Extremaúra; Portuguese: Estremadura) is an autonomous community of the western Iberian Peninsula whose capital city is Mérida, recognised by the Statute of Autonomy of Extremadura. It is made up of the two largest provinces of Spain: Cáceres and Badajoz. It is bordered by the provinces of Salamanca and Ávila (Castile and León) to the north; by provinces of Toledo and Ciudad Real (Castile–La Mancha) to the east, and by the provinces of Huelva, Seville, and Córdoba (Andalusia) to the south; and by Portugal to the west. Its official language is Spanish. It is an important area for wildlife, particularly with the major reserve at Monfragüe, which was designated a National Park in 2007, and the International Tagus River Natural Park (Parque Natural Tajo Internacional). The government of Extremadura is called Gobierno de Extremadura. The Day of Extremadura is celebrated on 8 September. It coincides with the Catholic festivity of Our Lady of Guadalupe.