Tramp wandering around old, old bar (7)
I believe the answer is:
taproom
'bar' is the definition.
(I know that bar can be written as taproom)
'tramp wandering around old old' is the wordplay.
'wandering' is an anagram indicator.
'around' means one lot of letters goes inside another.
'old' becomes 'o' (common abbreviation eg in OE for Old English).
'old' becomes 'o' (common abbreviation eg in OE for Old English).
'tramp' is an anagram of 'taprm'.
'o'+'o'='oo'
'taprm' enclosing 'oo' is 'TAPROOM'.
(Other definitions for taproom that I've seen before include "Type of bar" , "Public bar" , "Hotel bar" , "Source of beer" , "liquor shop" .)