Roxburgh Castle, located on the banks of the River Teviot, was an essential stronghold for the English in Scotland during the ongoing conflicts between these two nations. By the mid-15th century, Scotland was engaged in a struggle to expel English forces and assert its independence. The siege of Roxburgh, which lasted many months, saw the Scottish forces employ a mixture of traditional besieging tactics and guerilla warfare strategies to wear down the castle's defenders. This stronghold was not only critical for military purposes but also held symbolic significance in the ongoing Scottish struggle against English rule.

Scottish leaders, including notable figures like George Douglas, played pivotal roles in orchestrating the siege, rallying troops, and maintaining morale among the besieging forces. Their combined military strategy focused on cutting off supplies and launching intermittent assaults, which eventually led to the weakening of Roxburgh's defenses. The successful siege culminated in its capture, marking a turning point in the power dynamics of the region.

The fall of Roxburgh Castle was celebrated in Scotland as a triumph against English oppression, bolstering national pride and unity among the Scots. The castle had long been a symbol of English dominance in the region, and its loss signaled a shift in control as Scotland sought to reclaim its territories from English influence. This event was also crucial in laying the groundwork for future Scottish victories and contributed to the broader conflicts of the ongoing Wars of the Roses, as factional tensions simmered throughout England and Scotland simultaneously.