The Battle of Montgomery took place during the First English Civil War of 1642–1646. On 17 September 1644, a Parliamentarian force commanded by Sir John Meldrum advanced to engage a Royalist army led by Lord Byron which was besieging Montgomery Castle in mid Wales. The battle was fought the next day. After the Royalists gained an initial advantage, the Parliamentarians counter-attacked and destroyed Byron's army.
The Royalists retained a presence in North and Mid Wales after their defeat, but could not again gather a field army in the region until the end of the civil war.
The Royalists enjoyed local support in much of Wales. During much of 1643, local Royalist commanders skirmished in the Welsh Marches with Parliamentarian forces based in the Midlands and commanded by Sir Thomas Myddelton and Colonel Thomas Mytton among others. Late in 1643, King Charles attempted to create a field army in North Wales and Cheshire under Lord Byron, using English regiments returned from Ireland following a negotiated armistice with Confederate Ireland, but Byron suffered a setback at the Battle of Nantwich in January 1644.
In the spring of 1644, Prince Rupert, the King's nephew and most popular field commander, established himself at Shrewsbury. In May, he led his own and Byron's armies into Lancashire, on his way to relieve the Siege of York. Myddelton and other Parliamentarians under the Earl of Denbigh took advantage of Rupert's and Byron's absence to capture Oswestry on 22 June.
On 2 July, Rupert was defeated at the Battle of Marston Moor, outside York, and retreated with his surviving forces into Lancashire and subsequently into Cheshire. He was unable to raise fresh forces in North Wales or obtain further reinforcements from Ireland, and went south to rejoin Charles, leaving Byron's weakened forces to hold the area. In August, Byron was driven from Lancashire, leaving Liverpool as the only major Royalist position in the county, under siege by forces under Sir John Meldrum.
Early in September, Parliamentarians under Myddelton and Mytton advanced from Oswestry into the upper River Severn valley and captured Newtown by surprise. With the town, they also seized a vital convoy of gunpowder which the besieged Royalists at Liverpool desperately needed. They then advanced to Montgomery. The medieval defences of the town were in ruins but the castle, which stood on a hill to the west of the town, was a formidable position. However its commander and owner, Lord Herbert, was ill and apparently unwilling to play any part in the war. He surrendered on terms on 5 September.
Three days later, Royalists under Sir Michael Erneley and Sir William Vaughan advanced on the castle from Shrewsbury, taking the Parliamentarians by surprise while they were dispersed to forage. Mytton retreated into the castle with 500 infantry while Myddelton rode away with the cavalry to seek help. The Royalists began to dig trenches and construct earthworks around the castle, preparing for a formal siege. They were joined by Byron and other detachments, including possibly some "Northern Horse" under Sir Marmaduke Langdale, eventually raising their forces to 2,800 infantry, 1,400 cavalry and 300 dragoons (mounted infantry).
The site of Relief of Montgomery Castle lies on Caradoc Rocks (Undifferentiated), bedrock that formed in the Caradocian. The rock here is mudstone, siltstone and sandstone.
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