Come round with boring requests for regional holidays (5,5)

'regional holidays' is the definition.
(type of holiday in some parts of the UK)

'come round with boring requests' is the wordplay.
'come round' becomes 'wake' (come round can mean to wake up).
'with' becomes 'w' (abbreviation).
'boring' is an insertion indicator (some letters must 'bore' a hole into other letters).
'requests' becomes 'seeks' (seek can mean to request or ask for).
'w' going into 'seeks' is 'sweeks'.
'wake'+'sweeks'='WAKES WEEKS'

'for' acts as a link.