Holiday destination with a hundred men gathered by northern boundary (8)
I believe the answer is:
cornwall
'holiday destination' is the definition.
The definition suggests a singular noun which matches the answer.
'with a hundred men gathered by northern boundary' is the wordplay.
I cannot really see how this works, but
'with' could be 'w' (abbreviation) and 'w' is found within the answer.
'a' is found in the answer.
'hundred' could be 'c' (Roman numeral) and 'c' is located in the answer.
'men' could be 'or' (military abbreviation for Other Ranks) and 'or' is found within the answer.
'northern' could be 'n' (abbreviation e.g. N. Ireland) and 'n' is found in the answer.
This explanation may well be incorrect...
Can you help me to learn more?
(Other definitions for cornwall that I've seen before include "County of south-west England" , "County in southwestern England" , "Land" , "County touching only one other" , "Southwestern English county" .)