Margaret of York, Duchess of Burgundy

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Margaret of York and Charles the Bold (1468)

Despite the protests of France's Louis XI, who was fearful of an alliance between the English and the Burgundians, Margaret of York [wiki] was engaged to Charles the Bold [wiki], aka the duke of Burgundy. And in spite of the king's objection, the crazy cats decided to go forth with said ceremony and party like it was 1469.

Extravagant even by the standards of European royal weddings, the blessed event was accompanied by a tournament in which the most famous knights in Europe bludgeoned one another for days. And Margaret's crown, covered in pearls and diamonds, was so valuable that it's now on display in the treasury of Aachen Cathedral.

Of course, the preceremony celebrations were equally grand. The nuptials themselves were preceded by parades through the streets of Bruges, a pageant reenacted every year during (coincidentally enough) the tourist season.

Sadly, Margaret's subsequent life was a little less like a fairy tale: she lived to see the death of her husband in battle (1477) against the French and the overthrow of both Burgundy as an independent duchy (1482) and of her own family across the Channel (1485).

http://www.neatorama.com/2007/06/15/worlds-most-excessive-weddings/

Profile portrait- ( anonymous) c1468 -Louvre