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Charles's route towards Cologne led him past Neuss, one of the centers of resistance against Ruprecht. Fearing the threat Neuss would pose to his exposed rear if left uninvested, Charles prepared to lay siege to the city, and the investment began on 29 July 1474. The Neussers, though they had had only a short time to prepare, laid in enough provisions to last until Christmas. They were led by [[Hermann IV of Hesse|Hermann, Landgrave of Hesse]], and had the support of many nearby towns and cities.
Charles's army set up siege lines to the North and West of the city; the South and East were guarded by the rivers Krur and Rhine, respectively. Two large islands lay in the Rhine, however, and Charles decided to capture them, reasoning that he would then control passage along the Rhine (and thus prevent the city from being resupplied) and the water supply to the city's moat. Several assaults in early and mid-August eventually captured the islands, though with heavy losses; soon thereafter a bridge to one of the islands collapsed, drowning many of Charles'
In September Charles's Italians and English archers launched a 3,000-strong attack on one of Neuss' gates, which was repulsed. The next night, Kölners floated a fire-boat down the Rhine to destroy Charles'
The Neussers, bolstered by Hermann's Hessian troops and the support of Kölners, who skirmished with the Burgundians and smuggled provisions into the city while disguised as Italians, held out resolutely. Charles'
By May, Frederick was on the move, his army slowed by drunken brawls between soldiers from different regions of the Empire and by the need to recapture other cities from the Burgundians.
The failure of the siege of Neuss was attributed by the inhabitants of the city to the intervention of their [[patron saint]], [[Quirinus of Neuss]].<ref>Richard Vaughan, Charles the Bold, London, Boydell, 2002, 312–35.</ref>
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