Highwaymen, by which i presume you are refering to the romantic figure of the 17th and 18th century mostly operated on reasonably well travelled roads. as road travel was still very unpopular, there may have been only a few carriages on a single road in any one night, and a single man, or in a pair could quickly nip away over the countryside before a carriage could alert any law enforces.
The road north from york to Newcastle was particularaly popular, as was the raod to the west coast from London. However there were also highwaymen operating in big parks in cities such as London heath.
A good book for more historaical information about highwaymen is "Dick Turpin: The myth of the English highwayman" by James Sharpe, but be prepared for any romantic notions to be shattered! hope this helps
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Highwaymen that were the worst and most dangerous and came from Sussex.
Highwaymen were sentenced to death by hanging. They were hanged OR shot if they were caught.
They could of been but there is no really right or wrong answer to this.
Highwaymen were traveling robbers on horseback existed from the late 15th century until the 19th century in England and Ireland. Some of these bandits were immortalized in stories, song, and poetry. In the most part, they were violent and would stop at nothing to get what they wanted. To this definition of "Highwaymen," they no longer exist.