A dying highwayman named Joe Cutler asks Dick Turpin to honor his last request. Unfortunately, Dick and Swiftnick are captured by the very men who were chasing Cutler. They are brought before the sadistic Lord Manderfell, who decides to hunt down Turpin as if he were a fox. Only if Dick manages to elude the hunting party until sunset, will he and Swiftnick be set free.
Swiftnick manages to escape from Manderfell's dungeon on his own and speeds off to find Dick, who is still on the run and all but exhausted by now. Still, Turpin insists on honoring Joe Cutlers last request by finding his hidden loot at the so called 'Devil's Chimney' and finding out who the woman is Cutler stole it for.
Wanted for High Treason against King George, Sir John Glutton returns to his desolated Rookham house to find letters containing the names of his fellow traitors. Glutton plans to buy his own freedom by turning in his fellow betrayers. Dick Turpin and Swiftnick are interested both getting their own back on Sir John, as well as the reward of 100 guineas.
Dick Turpin has saved a young serving wench from the clutches of scrupulous nobleman Edward Faversham and his two friends. Shortly thereafter he helps the Catherine Langford and her serving girl Wimple, who's carriage has overturned. Dick is distressed to learn the beautiful Catherine is engaged to be married to Faversham. When Wimple returns to the forest requesting Dicks help, little does he suspect he is walking into a trap.
Dick and Swiftnick are waiting for their accomplice Harry Sims at The Fox Inn when the Dr. Mandragola, a sight seer and alchemist arrives. He is soon followed by Captain Venables who has captured Sims. Dick poses as the Doctor and is ordered by Venables to use his powers of foresight to locate Turpin.
Lord Fordingham has put a bounty on Dick Turpin's head. Realizing they can get even more money out of the Lord, Turpin and Swiftnick pose as a pair of thief-takers, Jeremiah Snare and Jonathon Hardy and fool Fordingham into believing Captain Spiker is actually Dick Turpin.
After serving six years imprisonment in Jamaica, Barnaby Husk wants his revenge on Dick Turpin. He turns to an old acquaintance, Poll Maggot. Meanwhile, King George's young cousin is wandering the woods after an attack on his guardian's carriage. Old Isaac Rag bumps into the boy and, calling him 'Todd', takes him under his wing.
Barnaby Husk has collapsed with sickness and Dick surmises it is the yellow plague. Isaac Rag ignores Dick's warnings and flees the Fox, while Husk recovers just in time to try and kidnap the German aristocratic boy.
Glutton's Godmother, the Dutches of Durham is coming for a visit. Since his letters have let her to believe Glutton is married, his accomplice Simon Gooch proposes his sister could pose as Lady Glutton. By an unfortunate order of events, Turpin and Swiftnick are robbing the Gooches just when Glutton's men come to fetch his pretend wife, and Dick ends up in drag.
Swiftnick comes to the aid of a pair of young lads who have been tricked into joining the King's army. The recruiting officers, Captain Willard and his posh accomplish Newell, double back "The Bell" inn to get their revenge on the young highwayman.