Number in wintertime roughly cut bread (5)
I believe the answer is:
carol
'number in wintertime' is the definition.
(musical number sung in winter)
'roughly cut bread' is the wordplay.
'roughly' becomes 'ca' (abbreviation for circa).
'cut' means to remove the last letter.
'bread' becomes 'roll' (roll is a kind of bread).
'roll' with its last letter removed is 'rol'.
'ca'+'rol'='CAROL'
(Other definitions for carol that I've seen before include "Joyful hymn" , "Joyful song - woman's name" , "Female" , "Song celebrating the birth of Jesus" , "and 27: Waits" .)