It was after the Dissolution that the abbey buildings came into the hands of Sir Richard Cholmley, who paid over to Henry VIII. the sum of £333 8s. 4d. The manors of Eskdaleside and Ugglebarnby, with all 'their rights, members and appurtenances as they formerly had belonged to the abbey of Whitby,' henceforward belonged to Sir Richard and his successors. Sir Hugh Cholmley, whose defence of Scarborough Castle has made him a name in history, was born on July 22, 1600, at Roxby, near Pickering. He has been justly called 'the father of Whitby,' and it is to him we owe a fascinating account of his life at Whitby in Stuart and Jacobean times. He describes how he lived for some time in the gate-house of the abbey buildings, 'till my house was repaired and habitable, which then was very ruinous and all unhandsome, the wall being only of timber and plaster, and ill-contrived within: and besides the repairs, or rather re-edifying the house, I built the stable and barn, I heightened the outwalls of the court double to what they were, and made all the wall round about the paddock; so that the place hath been improved very much, both for beauty and profit, by me more than all my ancestors, for there was not a tree about the house but was set in my time, and almost by my own hand. The Court levels, which laid upon a hanging ground, unhandsomely, very ill-watered, having only the low well, which is in the Almsers-close, which I covered; and also discovered, and erected, the other adjoining conduit, and the well in the courtyard from whence I conveyed by leaden pipes water into the house, brewhouse, and washhouse.'
In the spring of 1636 the reconstruction of the abbey house was finished, and Sir Hugh moved in with his family. 'My dear wife,' he says, '(who was excellent at dressing and making all handsome within doors) had put it into a fine posture, and furnished with many good things, so that, I believe, there were few gentlemen in the country, of my rank, exceeded it.... I was at this time made Deputy-lieutenant and Colonel over the Train-bands within the hundred of Whitby Strand, Ryedale, Pickering, Lythe and Scarborough town; for that, my father being dead, the country looked upon me as the chief of my family.'
Sir Hugh had been somewhat addicted to gambling in his younger days, and had made a few debts of his own before he undertook to deal with his father's heavy liabilities, and in the early years of his married life he had been very much taken up with the difficult and arduous work of paying off the amounts due to the clamorous creditors. During this process he had been forced to live very quietly, and had incidentally sifted out his real friends from among his relations and acquaintances. Thus, it is with pardonable pride that he says: 'Having mastered my debts, I did not only appear at all public meetings in a very gentlemanly equipage, but lived in as handsome and plentiful fashion at home as any gentleman in all the country, of my rank. I had between thirty and forty in my ordinary family, a chaplain who said prayers every morning at six, and again before dinner and supper, a porter who merely attended the gates, which were ever shut up before dinner, when the bell rung to prayers, and not opened till one o'clock, except for some strangers who came to dinner, which was ever fit to receive three or four besides my family, without any trouble; and whatever their fare was, they were sure to have a hearty welcome. Twice a week, a certain number of old people, widows and indigent persons, were served at my gates with bread and good pottage made of beef, which I mention that those which succeed may follow the example.' Not content with merely benefiting the aged folk of his town, Sir Hugh took great pains to extend the piers, and in 1632 went to London to petition the 'Council-table' to allow a general contribution for this purpose throughout the country. As a result of his efforts, 'all that part of the pier to the west end of the harbour' was erected, and yet he complains that, though it was the means of preserving a large section of the town from the sea, the townsfolk would not interest themselves in the repairs necessitated by force of the waves. 'I wish, with all my heart,' he exclaims, 'the next generation may have more public spirit.'
Sir Hugh Cholmley also built a market-house for the town, and removed the bridge to its present position. Owing to rebuilding, neither of these actual works remains with us to-day, but their influence on the progress of Whitby must have been considerable.
On a June morning in the year after Sir Hugh had settled down so handsomely in his refurbished house, two Dutch men-of-war chased into the harbour 'a small pickroon belonging to the King of Spain.' The Hollanders had 400 men in one ship and 200 in the other, but the Spaniard had only thirty men and two small guns. The Holland ships proceeded to anchor outside the harbour, and, lowering their longboats, sent ashore forty men, all armed with pistols. But the Spaniards had been on the alert, and having warped their vessel to a safer position above the bridge, they placed their two guns on the deck, and every man prepared himself to defend the ship.
'I, having notice of this,' writes Sir Hugh, 'fearing they might do here the like affront as they did at Scarborough, where they landed one hundred men, and took a ship belonging to the King of Spain out of the harbour, sent for the Holland Captains, and ordered them not to offer any act of hostility; for that the Spaniard was the King's friend, and to have protection in his ports. After some expostulations, they promised not to meddle with the Dunkirker [Spaniard] if he offered no injury to them; which I gave him strict charge against, and to trust to the King's protection. These Holland Captains leaving me, and going into the town, sent for the Dunkirk Captain to dine with them, and soon after took occasion to quarrel with him, at the same time ordered their men to fall on the Dunkirk ship, which they soon surprised, the Captain and most of the men being absent. I being in my courtyard, and hearing some pistols discharged, and being told the Dunkirker and Hollanders were at odds, made haste unto the town, having only a cane in my hand, and one that followed me without any weapon, thinking my presence would pacify all differences. When I came to the river-side, on the sand between the coal-yard and the bridge, I found the Holland Captain with a pistol in his hand, calling to his men, then in the Dunkirk ship, to send a boat for him. I gave him good words, and held him in treaty until I got near him, and then, giving a leap on him, caught hold of his pistol, which I became master of; yet not without some hazard from the ship, for one from thence levelled a musket at me; but I espying it, turned the Captain between me and him, which prevented his shooting.'
When Sir Hugh had secured the Captain, he sent a boatload of men to retake the ship, and as soon as the Hollanders saw it approaching, they fled to their own vessels outside the harbour. In the afternoon Sir Hugh intercepted a letter to his prisoner, telling him to be of good cheer, for at midnight they would land 200 men and bring him away. This was a serious matter, and Sir Hugh sent to Sir John Hotham, the High Sheriff of the county, who at once came from Fyling, and summoned all the adjacent train-bands. There were about 200 men on guard all through the night, and evidently the Hollanders had observed the activity on shore, for they made no attack. The ships continued to hover outside the harbour for two or three days, until Sir Hugh sent the Captain to York. He was afterwards taken to London, where he remained a prisoner, after the fashion of those times, for nearly two years.
It was after the troublous times of the Civil War that Sir Hugh re-established himself at Whitby, and opened a new era of prosperity for himself and the townsfolk in the alum-works at Saltwick Nab.