Prince Rupert of the Rhine
1619 Born Dec 17th in Prague. The third son of the Elector Frederick V of the Palatinate and Elizabeth, daughter of King James I. 
Fled with his family to the Hague. [Detail] He was educated by tutors at his home (the Prinzenhof) in Leiden.
1630 Started at the University of Leiden at the age of 10. Very keen on hunting and military matters.
1633 Rupert attended many of the battles and sieges in Europe (Thirty Years war).
1636 In Feb Rupert came to England and was enthralled by the court of his uncle King Charles I.
1637 On the verge of leading an expedition to conquer Madagascar for the British, Rupert went back to Holland to ride with an army to invade the Palatinate and retrieve it from the Catholics. While waiting for preparations to be made, he joined his brother Maurice at the siege of Breda.
1638 Rupert was made colonel of a regiment of horse which he was to lead towards the Palatinate. He led his first cavalry charge at the town of Rheine. In subsequent action at Vlotho he was captured and spent three years imprisoned in the castle at Linz on the Danube. He was given a dog 'Boy' as company by the English Ambassador in Vienna.
1641 Released by Archduke Leopold under pressure from Charles I and Cardinal Richelieu. Arrived back at the Hague on Dec 20th.
1642 Feb 17th Rupert met Charles at Dover but he returned to the Netherlands a few days later. He helped his aunt Queen Henrietta Maria raise money and buy arms for the Royalist cause.

Charles appointed Rupert General of the Horse and summoned for him. He sailed with his brother Maurice to Tynemouth. [Details]

When the King raised his standard at Nottingham, Rupert was training his horsemen, recruiting from the neighbouring towns and scavenging for arms and military equipment.

Sep 11 - He attacked and captured a house in Warwickshire which was vigorously defended - only to discover that it had been defended by the owner's wife and her son-in-law and a few servants.

Sep 23 - Took part in the skirmish at Powick Bridge before returning to Shrewsbury. He marched with the King's army to Edgehill where he led the first cavalry charge.

Rupert stayed near Oxford and the King for the winter training his regiments of horsemen.

Rupert was not only General of Horse for the King's army but also his chief military adviser.
1643 In February he captured Cirencester. He then took a look at Gloucester but, realising it was too strong, he moved back to Oxford. There he sat with the King in negotiations with Parliament.

In March, he took a detachment to Bristol. A plot from within the walls to deliver the city failed and Rupert returned to Oxford.

In April he captured Birmingham and Lichfield.

In June he rode through the Parliamentarian lines and won a skirmish at Chalgrove.

He captured Bristol in July.

Sept. In action at Newbury then returns to Oxford. Leaves to occupy Towcester and then recaptures Cirencester.

 

Between skirmishes Rupert tirelessly recruits men for the Royalist cause.
That autumn, the King makes Rupert Duke of Cumberland and Earl of Holderness so as to give him a seat in the House of Lords. He also makes him President of Wales and Captain General of Cheshire, Lancashire, Worcestershire and Shropshire.
1644 Rupert sets up his headquarters at Shrewsbury.

March. Rupert relieves the siege of Newark

June. Rupert marches to relieve York which leads to defeat at Marston Moor. Rupert withdraw to the Welsh borders.

Nov. Appointed Lieutenant-General of all the King's armies and returns to Oxford.

 

1645 Jan. Rupert attacks Abingdon.

March. Rupert establishes himself in Ludlow.

May. Attacks Leicester.

June. Defeated at Naseby. Digby claims it was Rupert's fault.

Aug. Rupert fortifies Bristol and assures the King he can hold out for at least four months. Rupert loses Bristol in two weeks. When the King heard of the loss of Bristol he considered it as a betrayal of trust by Rupert and stripped him of all his commands.
Oct. Rupert confronts the King and demands a court martial.

 

1646 April. Reconciliation with the King follows, and Rupert offers to accompany him when he leaves Oxford to give himself up to the Scots. The king turns Rupert down because his height might give them away.

June. Oxford surrenders. Rupert is allowed to stay in England for up to 6 months as long as they get no nearer than 20 miles from London.

Rupert and Maurice meet Charles Louis at Guildford. Parliament claims this breaks the 20-mile limit imposed and insists they leave within 10 days. 

July 5. Rupert sails for Calais. He makes for St Germain where Henrietta Maria and Prince Charles hold court. They welcome him warmly.

Rupert collects a brigade of 2,000 men to fight for France.

 

1647 Rupert fights for France against the Spanish in the Netherlands.

He receives a serious head wound from a Spanish ambush.

1648 Commands a fleet of warships which were based at Kinsale in Ireland. They harass ships in the English Channel selling the booty to support the Royalist cause.
1652 Rupert made a piratical cruise to the Caribbean.
1654 He returned to Germany.
1682 Dies