Walked with an oldster meandering around Leatherhead (8)
I believe the answer is:
strolled
'walked' is the definition.
(strolling is a kind of walking)
'an oldster meandering around leatherhead' is the wordplay.
'meandering' indicates anagramming the letters.
'around' indicates putting letters inside.
'leatherhead' becomes 'l' (head letter of 'leather').
'oldster' with letters rearranged gives 'stroled'.
'stroled' enclosing 'l' is 'STROLLED'.
'with' acts as a link.
(Other definitions for strolled that I've seen before include "Wandered" , "Sauntered" , "proceeded unhurriedly" , "Walked in leisurely way" , "Ambled" .)