On August 1, 1485, Henry Tudor's army sailed to England. This is a long article, but it completely explains the Wars of the Roses and gives some background on the One Hundred Years War. An excerpt from the article:
"Henry’s great enterprise was about to begin. On 1 August 1485, Henry and his followers left Honfleur and sailed down the Seine into the Channel. On 7 August, they sailed into Milford Sound near sunset. They actually landed at Mill Bay, inside the Sound. This was the land of Pembrokeshire where Henry had been imprisoned as a young man. Upon landing, Henry knelt down and whispered, ‘Judge me, Lord, and fight my cause.’ He kissed the English soil, crossed himself, and told his men to follow him – in the name of God and St George. It was no coincidence that he landed in Wales, his father’s native land; it was there that he hoped to gain crucial support for his cause.
(NOTE: Historical sources regarding the actual battle at Bosworth are scanty at best. No one who actually fought at the battle recorded the battle; typically, the chroniclers from London recorded great events but they were far from the action in 1485. Also, the supporters of Richard III didn’t want to remember their defeat – and unlikely to write about in the chargged political climate. Henry’s supporters were concerned with more immediate matters after the battle – namely, beginning the rule of a very ineexperienced monarch who had not been to England in fifteen years. And there is another very important fact – medieval battles are incredibly confusing to describe (just as they were confusing to fight.) Imagine a Revolutionary War battle – the British soldiers in matching red coats, marching in perfect cadence to a fixed point, they shoot, reload and aim with some degree of consistency. Medieval warfare did not proceed along those lines. In general, it was chaotic and confusing to the participants – and the chroniclers. So if the following account confuses you a little, you’re in good company. I have tried to be as clear as possible, to the extent of omitting stuff which is particularly confusing (including Henry’s mysterious ‘disappearance’ the night before the battle; that will eventually be included in the Primary Sources section, directly from Polydore Vergil’s work.
The most prominent chronicler of the Battle was Polydore Vergil, Henry VII’s official court historian. Of course, his version is the official Tudor account but we must rely upon it. In most respects, Vergil had little reason to alter anything since the Tudor claimant was victorious.)
Henry’s force marched to the nearest inhabited area, a settlement called Dale. There they spent the night; the next day (8 August) they left Dale to a castle called Haverfordwest, about 12 miles to the north-east. The townsmen actually welcomed the invaders, an indication of their nebulous loyalty to Richard III. Of course, news of Henry’s arrival on English soil was only just spreading along the coast. In this northern part of Pembrokeshire, there were fewer castles and – again – it was Jasper Tudor’s former home. Also, Richard III had extensive control over south Wales, which shows that Henry’s Welsh support was as nebulous as Richard’s English support. Richard’s control over much of Wales also meant that Henry was forced to march north into the center of Wales. And, of course, it must be recalled that the Stanleys (his mother’s in-laws) controlled much of north Wales and Cheshire. Sir William Stanley was Richard III’s chief lieutenant in Anglesey, Caernarfonshire, and Merioneth, cities which made up the northern part of royal holdings in Wales. (Remember that Sir William was the younger brother of Henry’s stepfather.) Henry may have been in touch with the Stanleys immediately upon landing in Wales. Oddly enough, a letter Henry sent to another supporter, John ap Maredudd ab Ieuan ap Mareddud, has survived; it was written about 8 August, immediately after the landing, and designed to gain Welsh support. The letter to ap Mareddud can be read by clicking here. What did ap Mareddud do? We don’t know – though it is true that Henry did have some significant Welsh support. Of course, it was nowhere near as great as many later remembered. And it is false to state that every Welshman welcomed the return of Owen Tudor’s descendants. Certainly the Tudor dynasty in no way favored Wales or its native population – so any support from the Welsh was not rewarded. In 1536, in particular, the Welsh had good cause to resent any support they had given. After Bosworth, certain laudatory poems and songs were written – but as these were dedicated to an actual king than a pretender to the throne, they were naturally fawning.
In reality, Henry did not receive a rapturous welcome. On 8 August, at Haverfordwest, he received a crushing blow – John Savage, nephew of Henry’s stepfather, and the powerful Welsh lord, Rhys ap Thomas, were not planning to support his cause. Of course, they had promised otherwise while he was in France but Richard III suspected both men of disloyalty – and before Henry landed, he made certain they understood the penalty of treason. With this crushing news, even the professed loyalty of Pembroke was small consolation. Henry’s march from Havefordwest northeast to Cardigan and there to Machynlleth (about 100 miles from the Dale settlement) is not documented. He arrived at Machynlleth on 14 August and wrote a letter to Sir Roger Kynaston, the guardian of the Grey estates; to pass safely to Shrewsbury, Henry needed – at the very least – Kynaston’s inaction.. The guardian didn’t need to declare for him but he could at least not impede his progress. Click here to read the letter to Kynaston. Whatever Kynaston’s decision, Henry did pass safely through to Shrewsbury. To get to this point, his force had marched through the mountains of Wales but they had the continual arrival of good news to cheer them on the lonely journey – supporters were marching to join them, bringing along much-needed supplies. Among these supporters was Rhys ap Thomas, who finally decided to honor his previous promise. Rhys later said he brought almost 2000 men with him; if true, his force made up a third of Henry’s entire army. They were in time to join Henry at Shrewsbury, the traditional gateway to the English midlands; they marched along the old Roman road even as supporters sent along money to pay the mercenary troops. But at Shrewsbury, Henry’s progress was no longer easy."