Old prison with freshly made entranceway (7)
I believe the answer is:
newgate
'old prison' is the definition.
(former London prison)
'with freshly made entranceway' is the wordplay.
'with' is a charade indicator (letters next to each other).
'freshly' becomes 'new' (synonyms).
'made entranceway' becomes 'gate' (I am not sure about this - if you are sure you should give a lot more credence to this answer).
'new'+'gate' is 'NEWGATE'.
Can you help me to learn more?
(Other definitions for newgate that I've seen before include "Prison formerly standing on site of the Old Bailey" , "Old Nick" , "Old London prison" , "prison long ago" , "Former London prison" .)