Portrait of a Young Woman with a Pinned Hat
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Rogier van der Weyden excels at the art of the cool hat.

This portrait of a regular, no-frills, middle class babe is unusual for Rogier van der Weyden, who primarily painted Burgundy aristocrats and the bourgeoisie. We can deduce her social class based on her fashion sense, which van der Weyden would have been acutely aware of as a painter for the most fashionable aristocracy in Europe. The vertical lines of her dress accentuate her breasts (a feature that wouldn’t have been singled out in a portrait of a wealthier woman), the dress itself is relatively plain, and her cool hat, called a wimple, was a popular accessory for the well-dressed middle class ladies of the late Middle Ages. The overall look is definitely reminiscent of E.T.’s shining moment in the bicycle basket...

The subject was likely modeled after Rogier van der Weyden’s wife, which may explain some of the anomalies in his style. Her hands are tightly clasped and her expression is mild-- usual features in van der Weyden’s work. However, her piercing gaze gives an intimate feel that is uncharacteristic of van der Weyden’s other portraits, which is my polite way of saying “Finally, some goddamn visual interest!” The intensity in her eyes probably comes from the weird perspective that van der Weyden used-- despite the tilt of her face, the subject’s right eye is painted in the same perspective as her left one. Combined with her conspicuous lack of eyebrows, this makes her look like an alien. In a bicycle basket. With a towel on her head.

The subject’s pinned hat definitely steals the show. These veils were normally worn for the sake of modesty (foreheads were way too steamy for the Middle Ages) but in this case the downward folds of the wimple do more to highlight her sumptuous body and frame the softness of her face. What an extraterrestrial hottie!

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Here is what Wikipedia says about Portrait of a Woman (van der Weyden)

Portrait of a Young Woman (or Lady Wearing a Gauze Headdress) is a painting completed between 1435–1440 by the Netherlandish artist Rogier van der Weyden. The sitter in this small work wears a wide, white hennin over a brown dress, which features a black-lined, v-shaped neckline. As is usual of van der Weyden's female portraits, her hands are clasped tightly in prayer, while her expression is generally humble. Unusually for a van der Weyden', she does not bow her head or gaze into the middle distance. Instead she looks directly at the viewer, creating an intimate relationship between sitter, viewer and artist, which art historian and research curator Lorne Campbell describes as "appealing and vibrant".

The sitter has unusually bright, large and attractive blue eyes; their rendering may be considered outside of contemporary representation in that the artist did not reduce the size of the sitter's left eye to reflect the scale of her turn of head to the viewer's left. She is lit from a source above the canvas to the viewer's right, which sets up the falling light used to contrast the vivid white of her veil and flesh against the dark tones of her dress and volume of her head.

The painting is composed through a mix of horizontal and vertical lines. The verticals of her head-dress blend into the lines of her shoulders and chest, while the horizontal folds of the veil are set against the line formed by her upper and lower lips. Given the individuality of her features, Rogier was obviously working from a life study of an actual person. Yet there are elements of abstraction in the image. The model is likely a member of the middle class, given her relatively plain dress, matronly features and accentuated breasts. It is widely believed that she was modeled on the artist's wife, Elisabeth Goffaert, though this has not been proven. The portrait is similar to other female portraits by Rogier and Robert Campin. In fact, the similarity between Rogier's and Campin's female portraits is so strong that they were sometimes mis-attributed.

The portrait was held in the collection of a Princess Soltikoff in Saint Petersburg until acquired by the Berlin State Museums in 1908.

Check out the full Wikipedia article about Portrait of a Woman (van der Weyden).