Charles I of England left Oxford, Oxfordshire on 27 April 1646 and travelled by a circuitous route through enemy-held territory to arrive at the Scottish army camp located close to Southwell near Newark-on-Trent, Nottinghamshire on 5 May 1646. He undertook this journey because military Royalism was all but defeated. It was only a matter of days before Oxford (the Royalist First English Civil War capital) would be fully invested and would fall to the English Parliamentarian New Model Army commanded by Lord General Thomas Fairfax (see Third Siege of Oxford). Once fully invested it was unlikely that Charles would be able to leave Oxford without being captured by soldiers of the New Model Army. Charles had been in contact with the various parties that were fielding armies against him seeking a political compromise. In late April he thought that the Scottish Presbyterian party were offering him the most acceptable terms, but to gain their protection and finalise an agreement Charles had to travel to the Scottish army that was besieging the Royalist-held town of Newark. When he had arrived there he was put under close guard in Kelham House.

On 27 April, Charles had his tresses, his lovelock, and the peak of his beard clipped off by scissors. In this way, he no longer resembled the royal image popularized Anthony van Dyck's portraits. Charles' traveling companion Michael Hudson used an old pass to pose as an army captain heading for London.; Charles used the alias of "Harry" while posing as a servant for his other traveling companion, John Ashburnham. He was wearing a montero cap to further change his appearance. cites Disraeli's Commentaries on the Life of Charles I., V., 189. The trio of travelers arrived at Hillingdon, where they discussed three potential options for further travels. They chose to head towards King's Lynn in Norfolk, which if it proved difficult to reach, or if no ships were available, left the Scottish option still open. After the king's disguise became known to others, he changed to another disguise. Charles dressed himself as a cleric and posed as Hudson's tutor. Crossing Lincolnshire during 3 and 4 May, the trio crossed the River Trent at Gotham, Nottinghamshire. quotes William Stukeley's account. On 5 May, Charles arrived at the King's Arms Inn in Southwell where he made his initial contacts with representatives of the Scottish forces.;

Prelude Towards the end of the First English Civil War, Charles I had continued to contact the parties that were opposed to him, hoping to split them apart and gain politically what he was losing militarily.

When it looked likely that the Royalists (Cavaliers) would lose the English Civil War, the Scots, who were then allied with the English Parliamentarians (Roundheads), looked to Cardinal Mazarin, by then the chief minister of France, for help in securing Charles I's position as king, but on terms acceptable to the Scots. In response, Mazarin appointed Jean de Montreuil (or Montereul) as French resident in Scotland. He was to act as a go-between and in doing so he was able to inform Cardinal Mazarin of the political machinations of the various parties in the civil war.

Montreuil arrived in London in August 1645. Once there he opened a dialogue with English Presbyterians such as the Earl of Holland who were sympathetic to the Scots who too were Presbyterians and formally allied with the Roundheads through the Solemn League and Covenant, but which was disliked by non-Presbyterian Roundheads such as Oliver Cromwell and other religious Independents. There were Scottish commissioners in London who were looking after Scottish interests in the alliance and during talks with them and English Presbyterians, the idea arose that if Charles I were to place himself under the protection of the Scottish army, then the Presbyterian party could advance their interests.

Montreuil strived to extract from the Scottish Commissioners to the Committee of Both Kingdoms (the body set up to oversee the Solemn League and Covenant)—most of whom were usually located in London—the most moderate terms upon which they would receive Charles: accept three proposition touching on the Church, the militia and Ireland, and sign the Covenant. If Charles accepted those terms, they would intercede with English Parliament and banish only five or six prominent Royalists. Montreuil told Sir Robert Moray—who was delegated to act for the Earl of Loudoun (High Chancellor of Scotland) in his absence from London and continued to be his delegate upon his return—that Charles would not accept those terms; he obtain a modified Scottish offer on 16 March from Sir Robert Moray, in which the Scots would instead be satisfied with a promise from Charles to accept the church settlement which had already been made by the English and Scottish parliaments, and that Charles was to express his general agreement of the Covenant in letters to the two parliaments in which he accepted the church settlement.

However, the late Victorian historian S. R. Gardiner suggests that Montreuil did not have a full understanding of Charles' mind. He would promise anything, providing the wording could be so construed by Charles that he could disregard it in the future, and consequently Charles would at this juncture never agree to wording that was an unambiguous legal contract.

On 17 March, Montreuil set out for Oxford, the King's headquarters. Along with the offer, he carried intelligence that the English Presbyterians would field an army of 25,000 men to support the Scots if the Independents in the New Model Army tried to oppose the reconciliation.

Gardiner wrote:

Since he had received Montreuil's communication, the Scots had been out of favour with him, and on 23 March, upon the arrival of the bad news of the defeat of the last Royalist field army at the Battle of Stow-on-the-Wold, he despatched a request to the English Parliament for permission to return to Westminster, on the understanding that an act of oblivion was to be passed and all sequestrations to be reversed. Even had this offer been straightforward, it implied that the central achievement of his opponents in the winning the war should be set aside, and that Charles should be allowed to step back on the throne, free to refuse to assent to any legislation which displeased him. This proposition was rejected by the English Parliament and the Scots. All Charles had achieved by this proposal was to reconcile the factions opposed to him, so thwarting his tactics of division.

On 27 March, Montreuil, in the king's name, pressured the Scots for a reply. They informed Montreuil that they would not accept Charles' terms, but—without putting anything in writing—if he were to hand himself over to the Scottish army, they would protect his honour and conscience.

On 1 April, Montreuil wrote to Charles, and engagements were exchanged between them. The French Agent promised

Charles for his part promised to take no companions with him except his two nephews and John Ashburnham.

On 3 April, Montreuil left London for Southwell (a town near the camp of the Scottish army which, along with a contingent of the New Model Army, was besieging Newark-on-Trent), cites Gardiner's Hist. Of the Civil War. III. 88. arriving at the King's Arms Inn (now the Saracen's Head). Montreuil was delegated by Charles to arrange terms. Montreuil took up lodgings in the large apartment (divided into a dining-room and bedroom) of the inn to the left of the gateway, while the Scots, possibly on the instigation of Edward Cludd, a leading Parliamentarian, made the archbishop's palace their headquarters. The hostelry is an ancient one, being mentioned in deeds as far back as 1396. The French Agent is described by Clarendon as a young gentleman of parts very equal to the trust reposed in him, and not inclined to be made use of in ordinary dissimulation and cozenage. cites Claradon's Hist Rebellion 490 On visiting the Commissioners, he found them apparently pleased that the King desired to come to them, and accordingly drew up a document, of which he said they approved, assuring the King of full protection and assistance. Arrangements were to be made for the Scottish horse to receive Charles at Market Harborough, but not feeling sure of the compact being kept, Charles asked Michael Hudson (a chaplain and during the war a military scout) to go in his stead.

Hudson went to Harborough, and finding no troops there, proceeded to Southwell, where Montreuil told him that the Scots were fearful of creating jealousy with Parliament. In no hopeful mood, and with no tidings except that Scots had promised to send a party of horse to Burton upon Trent, Hudson returned to Oxford, where further letters from Montreuil were anxiously awaited. In one of these, dated Southwell, 10 April, these words occur:

Charles, however, felt he had no alternative. Ashburnham, who was in constant attendance upon him, said in a letter that the king felt he could not refrain from trying to reach the Scots, "first on account of his low condition in point of force, and the strong necessity he is brought into, not being able to supply his table. Secondly, because of the little hope he had of succour, and the certainty of being blocked up". cites Clarendon's State Papers, II., 196. Charles explained the motives by which he was animated in a letter to the Marquis of Ormond, in which he stated that having sent many gracious messages to Parliament without effect, and having received very good security that he and his friends would be safe with the Scots, who would assist with their forces in procuring peace, he had resolved to put himself to the hazard of passing into the Scots army now before Newark. cites Parliamentary History, xiv., 442. This letter is dated Oxford, 13 April 1646; on 25 April, a letter was received from Montreuil, stating that the disposition of the Scotch commanders was now all that could be desired. The King left secretly on 26 April, accompanied only by John Ashburnham and Michael Hudson, the latter being familiar with the country and able to conduct the little party by the safest route.

Journey

At midnight on 27 April, Charles came with the Duke of Richmond to Ashburnham's apartment. Scissors were used to cut the King's tresses and lovelock, and the peak of his beard was clipped off, so that he no longer looked like the man familiar to any who have seen his portraits by Anthony van Dyck.

Hudson had persuaded the King that it was not possible to travel directly from Oxford to the Scottish camp outside Newark-on-Trent, and that it would be better to go by a circuitous route, first towards London, then north-east, before turning north-west towards Newark. As a cover for part of the journey, Hudson had an old pass for a captain who was ostensibly to go to London to discuss his composition with Parliament. Dressed in a scarlet cloak, Hudson represented the military bearer.

At 2:00 am, Hudson went to the governor of Oxford, Sir Thomas Glemham, who brought the keys to the gates. The clock struck three as they crossed the Magdalen Bridge. As they approached the start of the London-road, the Governor took his leave with a "Farewell, Harry"—for to that name Charles was now to answer. He was riding disguised as Ashburnham's servant, wearing a montero cap and carrying a cloak bag.