The town had probably altered very little in its general appearance since the time of the Restoration.  Most of the roofs were thatched; the castle was probably more dismantled within the outer walls, but the church of the Georgian period must have been almost identically the same as during the century that preceded it, and as it remained until the restoration in 1879.

At the top of the market-place stood the stocks at the side of the old stone-built shambles that disappeared in 1857, having for many generations formed a background to the groups of buyers and sellers in the steep and picturesque street.  We can people the scene with the quaint costumes of the eighteenth century; knee-breeches and long waistcoats are to be seen in every direction, the three-cornered hat and the wig tied with a black ribbon are worn by the better classes.  The wives and daughters of the squires and lesser gentry reflect in a modified form the fashions prevailing in London, and to be observed in actuality among the gay crowds that thronged the Spa at Scarborough, assuming and discarding the hooped-petticoat according to the mode of the moment.  We can see the farmers of the Vale and those from the lonely dales discussing the news of the week and reading the scarce and expensive newspapers that found their way to Pickering.  How much they understood of the reasons for the great European wars and alliances it is not easy to say, but when the reports came of victories to the British armies, assisted although they may have been by paid allies, the patriotic feelings of these Yorkshiremen did not fail to manifest themselves in a heavier consumption of beer than usual.  We can hear the chink of glasses and the rattle of pewter tankards in the cosy parlours of the “White Swan,” the “George,” and the rest; we can hear as the years go by the loud cheers raised for Marlborough, for Wolfe, for Nelson, or for Wellington, while overhead the church bells are ringing loudly in the old grey tower.  These were the days of the highwaymen, and even as late as 1830 a postman was robbed near the moorland village of Lockton, on his way to Whitby.  The driver of the mailcart at that time used to carry a large brass-mounted cavalry pistol, which was handed to him when he had mounted his box by one of the two old ladies who acted as the post-mistresses of Pickering.  It is not much more than ten years since the death of Francis Gibson, a butcher of East Ayton, who was over a hundred years old and remembered the capture of the last highwayman who was known to carry on the old-time profession in the neighbourhood.  He was tracked to an inn at East Ayton where he was found sleeping.  Soon afterwards he found himself on the road to York, where he was hanged.