William Pickering was in all probability the son of William Pickering and Mary Thorpe of Bickley of the 5th generation of the Pickerings of Hackness 2. William senior died in 1748 but left no will. Administration was given to his widow Mary, who made her will in 1775 and died nine years later. Second son John was already dead, and fourth son George did not live to inherit jointly the remaining goods and chattels with first son Jeremiah, once third son William, his sisters and his brother-in-law had received their share. William’s sisters received £40 each, but he was only left £10. This suggests there was a dispute between mother and son. But William had already settled in Helmsley by 1765, not waiting to receive his meagre inheritance.

Only a DNA test will confirm whether the scenario described above applies to the William who became a maltster in Helmsley.

6th Generation

1.1.1.2.5.4. William PICKERING maltster, baptised 20 June 1735 Ebberston, North Riding, buried 9 January 1818 Helmsley, North Riding, married 7 October 1765 Kirkdale, North Riding Dorothy DODSWORTH (daughter of John DODSWORTH, farmer, Nawton, North Riding) born c1741, buried 8 July 1802 Helmsley, North Riding.
Children:
1.1.1.2.5.4.1. Hannah PICKERING
1.1.1.2.5.4.2. William PICKERING
1.1.1.2.5.4.3. Mary PICKERING
1.1.1.2.5.4.4. William PICKERING
1.1.1.2.5.4.5. Elizabeth PICKERING
1.1.1.2.5.4.6. John PICKERING
1.1.1.2.5.4.7. Ann PICKERING
1.1.1.2.5.4.8. Dorothy PICKERING
1.1.1.2.5.4.9. Dorothy PICKERING

7th Generation

1.1.1.2.5.4.1. Hannah PICKERING born c1765 Beadlam, North Riding, baptised 15 May 1766 Helmsley, North Riding, buried 16 March 1770 Helmsley, North Riding.

1.1.1.2.5.4.2. William PICKERING baptised 20 November 1766 Helmsley, North Riding.

1.1.1.2.5.4.3. Mary PICKERING baptised 17 May 1768 Helmsley, North Riding, married 20 December 1801 Helmsley, North Riding James FAWCETT.

1.1.1.2.5.4.4. William PICKERING farmer, baptised 4 June 1769 Helmsley, North Riding, died Coney Hill, Rievaulx, North Riding, buried 5 November 1805 Helmsley, North Riding, married 10 June 1790 Helmsley, North Riding Ann NESS baptised 26 June 1768 Helmsley, North Riding.
Children:
1.1.1.2.5.4.4.1. William PICKERING
1.1.1.2.5.4.4.2. Mary Ann PICKERING
1.1.1.2.5.4.4.3. John PICKERING
1.1.1.2.5.4.4.4. Martha PICKERING
1.1.1.2.5.4.4.5. Elizabeth PICKERING
1.1.1.2.5.4.4.6. Ruth PICKERING
1.1.1.2.5.4.4.7. Dorothy PICKERING
1.1.1.2.5.4.4.6. Esther PICKERING

1.1.1.2.5.4.5. Elizabeth PICKERING baptised 19 June 1769 Helmsley, North Riding.

1.1.1.2.5.4.6. John PICKERING baptised 29 October 1772 Helmsley, North Riding.

1.1.1.2.5.4.7. Ann PICKERING baptised 27 October 1774 Helmsley, North Riding, married 21 January 1796 Helmsley, North Riding Richard NESS born c1775 Helmsley, North Riding.

1.1.1.2.5.4.8. Dorothy PICKERING baptised 15 October 1777 Helmsley, North Riding, buried 8 July 1802 Helmsley, North Riding.

1.1.1.2.5.4.9. Dorothy PICKERING baptised 6 February 1782 Helmsley, married 1 February 1815 Helmsley John READ farmer, born c1787 Pickering, North Riding.

8th Generation

1.1.1.2.5.4.4.1. William PICKERING farmer, butcher, born 15 May 1791 Coney Hill, Rievaulx, North Riding, baptised 17 June 1803 Helmsley, North Riding, buried 27 November 1861 Helmsley, North Riding, married 19 May 1818 Helmsley, North Riding Susannah SHAW (daughter of Joseph SHAW) baptised 4 April 1790 Helmsley, North Riding.
Children:
1.1.1.2.5.4.4.1.1. Ann PICKERING
1.1.1.2.5.4.4.1.2. William Dodsworth PICKERING
1.1.1.2.5.4.4.1.3. Susannah PICKERING

1.1.1.2.5.4.4.2. Mary Ann PICKERING born 25 April 1793 Coney Hill, Rievaulx, North Riding, baptised 17 June 1803 Helmsley, North Riding, married 21 June 1838 Kirkby Moorside, North Riding Mitchelson COLE.

1.1.1.2.5.4.4.3. John PICKERING agricultural labourer, born 5 March 1795 Coney Hill, Rievaulx, North Riding, baptised 17 June 1803 Helmsley, North Riding, died Nawton, North Riding, buried 22 June 1852 Kirkdale, North Riding, married Ruth RICHARDSON (daughter of John and Sarah RICHARDSON) dressmaker, born c1803 Kirkby Moorside, North Riding, died Nawton, North Riding, buried 13 October 1883 Kirkdale, North Riding.
Children:
1.1.1.2.5.4.4.3.1. William PICKERING
1.1.1.2.5.4.4.3.2. John Dodsworth PICKERING
1.1.1.2.5.4.4.3.3. William PICKERING
1.1.1.2.5.4.4.3.4. Sarah PICKERING
1.1.1.2.5.4.4.3.5. George PICKERING
1.1.1.2.5.4.4.3.6. Robert PICKERING

1.1.1.2.5.4.4.4. Martha PICKERING born 24 April 1797 Coney Hill, Rievaulx, North Riding, baptised 17 June 1797 Helmsley, North Riding.

1.1.1.2.5.4.4.5. Elizabeth PICKERING born 25 April 1799 Coney Hill, Rievaulx, North Riding, baptised 17 June 1803 Helmsley, North Riding, married 26 August 1822 Kirkdale, North Riding Thomas CORBETT.

1.1.1.2.5.4.4.6. Ruth PICKERING born 20 May 1801 Coney Hill, Rievaulx, baptised 17 June 1803 Helmsley, North Riding.

1.1.1.2.5.4.4.7. Dorothy PICKERING born c1803, buried 27 March 1810 Helmsley, North Riding.

1.1.1.2.5.4.4.8. Esther PICKERING school mistress, born 24 June 1805 Rievaulx, North Riding, baptised 5 March 1824 Helmsley, North Riding, married 1863 Helmsley, North Riding Robert SWALES cattle dealer, born c1817 Helmsley, North Riding.

9th Generation

1.1.1.2.5.4.4.1.1. Ann PICKERING born Nawton, baptised 17 October 1819 Kirkdale, married17 October 1840 Sinnington, North Riding Thomas LEWIS born c1812 Dunnington, East Riding.

1.1.1.2.5.4.4.1.2. William Dodsworth PICKERING innkeeper, born c1821, baptised February 1821 Birmingham, Warwickshire, baptised baptised 7 October 1822 Helmsley, North Riding, married 1st 19 May 1845 Sinnington, North Riding Jane CLOSE born c1825, buried 15 August 1849 Sinnington, North Riding, married 2nd 17 September 1853 St. Martin cum Gregory, York, North Riding Katherine MAWBY.

1.1.1.2.5.4.4.1.3. Susannah PICKERING born Sinnington, North Riding, baptised 22 August 1824 Helmsley, North Riding, had a child by Unknown UNKNOWN.
Children:
1.1.1.2.5.4.4.1.3.1. William PICKERING

1.1.1.2.5.4.4.3.1. William PICKERING born Wombleton, North Riding, baptised 28 May 1829 Kirkdale, North Riding.

1.1.1.2.5.4.4.3.2. John Dodsworth PICKERING carter, born Raindale, North Riding, baptised 7 December 1832 Kirkdale, North Riding, died Nawton, North Riding, buried 31 October 1902 Kirkdale, North Riding.

1.1.1.2.5.4.4.3.3. William PICKERING shepherd, born c1835 Wombleton, North Riding.

1.1.1.2.5.4.4.3.4. Sarah PICKERING born c1836.

1.1.1.2.5.4.4.3.5. George PICKERING carter, born c1837 Nawton, North Riding.

1.1.1.2.5.4.4.3.6. Robert PICKERING groom, born Nawton, North Riding, baptised 7 May 1838 Kirkby Moorside, buried 29 January 1906 Epsom, Surrey, married 28 November 1871 Birdsall, East Riding Isabella HARDY baptised 28 February 1851 Burythorpe, East Riding, buried 3 November 1927 Epsom, Surrey.
Children:
1.1.1.2.5.4.4.3.6.1. William PICKERING
1.1.1.2.5.4.4.3.6.2. George PICKERING
1.1.1.2.5.4.4.3.6.3. Annie Eliza PICKERING

10th Generation

1.1.1.2.5.4.4.1.3.1. William PICKERING butcher, born c1841 Sinnington, North Riding.

1.1.1.2.5.4.4.3.6.1. William PICKERING baptised 14 April 1872 Birdsall East Riding, died 24 December 1954 East Nissouri, Oxford County, Ontario Canada, married 9 October 1901 Embro, Oxford County, Ontario, Canada Margaret Elizabeth WILSON born West Zorra, Oxford County, Ontario, Canada, died 10 May 1958 East Nisourri, Oxford County, Ontario, Canada.

1.1.1.2.5.4.4.3.6.2. George PICKERING baptised 7 January Foston, North Riding, died 23 July 1930 Epsom, Surrey.

1.1.1.2.5.4.4.3.6.3. Annie Eliza PICKERING born 1885 Carshalton, Surrey, died 21 April 1911 Epsom Surrey.