Toledo

As a monumental example of a High Gothic cathedral, some call the Toledo Cathedral the best of its kind in all of Spain.

What the art museum lacks in quantity, it makes up for in quality. The highlight of the museum is its El Greco collection, most notably the magnificent Retablo de la Asuncion.

This epic medieval bridge spans across the Tagus river. Built in the late 14th century, it is still an architectural wonder with its five arches spanning at the longest 40 meters.

Be warned, this magnificent castle is closed to the public. Admire it from the outside or book a hotel room on the inside with Residencia Juvenil Castillo San Servando.

You can’t miss this massive complex overlooking the city. Today it houses a never-ending military museum; understanding Spanish history is understanding Spanish conquest.

Describing this stunning Gothic monastery is impossible. The main cloister is the highlight with its high carved ceilings—seeing it may be the best 2.50€ you’ve ever spent.

Surrounding the city on three sides, the Tagus river provides a scenic walkway throughout the area. Pack a lunch or go fishing; centering your afternoon along this river is a must.

The Puerta de Bisagra Nueva is the greatest of the city gates of Toledo and a fine example of Moorish influence. Entering the Old City doorway and exploring is a Toledo favorite.