The schools inspectorate Estyn says the quality of local authority education services for children and young people in Monmouthshire and Merthyr Tydfil is "unsafisfactory".
It is recommending both should be taken into special measures.
The reports say the councils have not done enough to work out where they need to improve, and how best to help poor performing schools.
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More than a thousand riders will be taking part in a series of events in and around the town.
Some warm spells of sunshine will develop, although scattered heavy and thundery showers are also expected during the afternoon.
A yellow 'be aware' warning has been issued by the Met Office for much of Wales.