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A number of children were spotted on the rooftops of multiple high street stores throwing items onto the street.
They were allegedly throwing moss and stones onto Gillingham High Street and damage was also been reported to a skylight and the guttering of a business.
Shoppers saw the boys walking across Greggs, Iceland and Nisa Extra.
Kent Police says officers were called at 2.35pm on December 29 following reports of children walking along rooftops.
Patrols attended and arrested three teenage boys in connection with offences including criminal damage and an assault on police.
They have all been released under investigation.
The force said more patrols were being carried out in the area and a temporary dispersal order was put in place, running from 3pm on December 31, until January 2.
Officers are also working with local businesses around measures they can take to prevent future access to their roofs.