Timid wren flying when it's really cold (9)
I believe the answer is:
midwinter
'when it's really cold' is the definition.
'timid wren flying' is the wordplay.
'flying' indicates an anagram.
'timid'+'wren'='timidwren'
'timidwren' anagrammed gives 'MIDWINTER'.
(Other definitions for midwinter that I've seen before include "Bleakest time of year?" , "height of season?" , "Date of holy birth" .)