1400 - More Welsh rebels and some English spies
After a hundred attack-free years, the castle was again threatened when Owain Glyndŵr's supporters proclaimed him Prince of Wales in 1400.
He led a rebellion against English oppression and by 1402 had attacked most of the castles and lordships of Wales. In Swansea Sir Hugh Waterton oversaw repairs "for the safe-keeping of the castle and lordship, because of the rising of Oweyn Glyndourdy...and other rebels and traitors and enemies of the lord king in these parts".
Men-at-arms and yeomen archers were garrisoned in Swansea Castle, whilst two men were paid to travel north towards Machynlleth "to spy out concerning the purpose and acts of Oweyn Glyndourdy and other rebels, so that the tenants of the said lordship might be warned and prepared to resist the malice of the same, always fearing their coming". Despite these records from the castle's account books we don't know if Owain did actually attack Swansea Castle.
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Kidwelly Castle - which suffered more than one attack by Owain Glyndŵr's supporters.