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He had written royalist poetry, and was taken prisoner by Major John Blackmore, a Parliamentarian soldier who had been in command of Exeter Castle and sat as MP for East Looe in Cornwall.
Made a freeman of Portsmouth in 1683 and East Looe in 1685, he was returned to Parliament in the latter year for West Looe as a Tory on the interest of his eldest brother, Bishop Trelawny.
Sir John Trelawny, 4th Baronet (1691-1756), MP for East Looe, West Looe and Liskeard
Sir Jonathan Trelawny, 2nd Baronet (c. 1623–1681), his grandson, Member of Parliament for East Looe, Cornwall and Liskeard
In 1827 a canal -– the Liskeard and Looe Union Canal—was constructed, between Sandplace on the East Looe River and Moorswater, in the valley west of Liskeard.
The first section was opened in 1860 and was owned by the Liskeard and Looe Union Canal Company, whose canal had earlier (from 1827) been built to convey sea sand and lime up the valley of the East Looe River, for the purpose of improving agricultural land.
In 1856 the large quay of East Looe was built to handle the demands of the shipping trade, and in 1860, with the canal unable to keep up with demand, a railway was built linking Looe to Moorswater near Liskeard, along the towpath of the canal, which was used less and less until, by 1910, traffic ceased entirely.
With the driver and guard having now swapped ends, the train recommences its southerly journey, now running alongside the old Liskeard and Looe Union Canal and East Looe River.