Wooded country with rolling dale (5)
I believe the answer is:
weald
'wooded country' is the definition.
(I've seen this in another clue)
'with rolling dale' is the wordplay.
'with' becomes 'w' (abbreviation).
'rolling' is an anagram indicator.
'dale' with letters rearranged gives 'eald'.
'w'+'eald'='WEALD'
(Other definitions for weald that I've seen before include "Fertile Kent area" , "Fertile area between N. and S. Downs" , "area of woodland" , "Open or wooded country" , "The ___, area between the North and South Downs" .)