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Flag of Casarrubios del Monte - Image by Ivan Sache, 8 September 2019
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The municipality of Casarrubios del Monte (5,422 inhabitants in 2018; 9,242 ha; municipal website) is located on the border with the Community of Madrid, 50 km north of Toledo and 50 km south-west of Madrid.
Casarrubios was reconquerred from the Moors by Alfonso VI, a few years 
before the reconquest of Toledo (1085). The Cluniac monastery of Santa 
Maria de Abajo was established in the village of La Cabeza, disappeared 
long ago. The former Arab town was resettled by northern colonists; 
according to Moreno Nieto, the settlement was renamed to Casa de los 
Rubios, the Red-head's Houses.
The chronicles recall that López de Salcedo and his brother-in-arms from 
Casarrubios valently fought in the battle of Baeza, which took place on St. Andrew's Day 1227. Accordingly, the recently erected, fortified 
parish church was dedicated to the saint. The Cluniac monks were 
succeeded by Augustinians, who moved to Casarrubios, where they 
established their convent in 1388.
Casarrubios increased in significance in the 14th century due to its 
location on the Portugal Royal Road. The castle was transferred in 1352 
to Diego de Guzmán de Toledo, Notario Mayor of the Kingdom of Castile. 
In 1426, a great part of the Court met in the St. Andrew school to hear 
the last will of Inés de Ayala in favor of her daughter Mariana, the 
wife of Fadrique. From 1438 to 1453, Casarrubios was ruled by Constable 
Álvaro de Luna. From 22 to 25 September 1468, Henry IV stayed in the 
town, from where he issued a complaint to the nobles who did not 
acknowledge his rule, ordering them to recognize his daughter Isabel as 
his heir.
Casarrubios was subsequently granted to Fadrique Enríquez, Admiral of 
Castile, Pedro López de Ayala, and, in 1475, to Gonzalo Chacón, the 
Majordomo of Infante Isabel. The town declined under Charles III, when 
the Portugal Road was moved to Navalcarnero./P
Philip III erescted in 1599 the County of Casarrubios. Back from 
Portugal, the king stayed from 8 November to 3 December 1619 in 
Casarrubios to recover from a severe illness; the Court joined him, 
making of Casarrubios the virtual capital of Spain for nearly one month.
The uncorrupted body of St. Isidor was solemnly brought from Madrid for 
the sake of intercession.
The county was subsequently transferred to the Count of Miranda and Duke 
of Peñaranda. In the early 19th century, the title was bore by Cipriano 
Portocarrero, Count of Montijo, which was succeeded by his daughter, 
Maria Francisca, and her son, the Duke of Alba. Although it never housed 
a garrison, the castle was equipped with cannons; two of them were 
offerred in 1837 to the Toledo alcazar, while another two were offerred 
in 1843 to the Army Museum by the Countess of Montijo, future Empress of 
the French.
Ivan Sache, 8 September 2019
The flag of Casarrubios del Monte (photo,
photo) is prescribed by an Order issued on 23 
November 2001 by the Government of Castilla-La Mancha and published on 
23 November 2001 in the official gazette of Castilla-La Mancha, No. 122, 
p. 13,347 (text).
The flag is described as follows:
Flag: Rectangular, in proportions 2:3, divided in four equal parts by two lines, horozontal and vertical, in alternating colors, blue and white. Superimposed in the center with the crowned coat of arms.
The coat of arms of Casarrubios del Monte is prescribed by an Order 
issued on 23 November 2001 by the Government of Castilla-La Mancha and 
published on 23 November 2001 in the official gazette of Castilla-La 
Mancha, No. 122, p. 13,347 (text).
The coat of arms is described as follows:
Coat of arms: Per pale, 1. Azure a castle or a crescent argent in chief and in base, 2. Azure a fleur-de-lis or. The shield surmounted by a Spanish Royal crown.
The Royal Academy selected one of the three submitted proposals of coat 
of arms, as the simplest and alluding to the Chacón, lords of Casarrubios.
The Academy found the proposed flag "perfectly acceptable".
[Boletín de la Real Academia de la Historia, 199:1, 151. 2002]
The coat of arms in actual use has in the first quarter three mounts or 
placed between the castle and the lower crescent.
Casarrubios del Monte once used a seal made of a shield decorated with 
lambrequins, surmounted by a crown open and with the legend "DE LA MUY 
LEAL Y FIELD VILLA DE CASARRUBIOS DEL MONTE" (Of the Very Loyal and 
Faithful Town of Casarrubios del Monte), "Per pale, 1. A tower 
surrounded by a wall with two ladders in chief and base a crescent 
reversed, 2. A cross flory". The use of these arms, of unknown origin 
and meaning, was not confirmed by the Municipality  Philip II's 
Relaciones report that the town used "holly oaks" as its arms; in 
1878, the municipality described its arms as "a Ducal coronet, two 
castles and a holly oak", recalling that the town was part of the County 
of Miranda del Castañar. These arms, however, were not related either 
with the origina bearers of the title or the Chacón, early lords of 
Casarrubios.
[José Luis Ruz Márquez & Ventura Leblic García. Heraldica municipal de la Provincia de Toledo. 1983]
The fleur-de-lis is the sought reminiscence to the arms of Chacón, "Quarterly, 1. and 4. Argent a wolf passant sable, 2. and 3. Azure a fleur-de-lis or".
Ivan Sache, 8 September 2019