Three youths fired missiles from a slingshot at vehicles and two buildings in a drive-past attack.
They pelted shots at 11 cars and hit a pub and a take-away in a ten-mile journey.
They are understood to have driven from Broughton, near Skipton, through Skipton along Gargrave Road and into the village of Farnhill, in South Craven.
A window was smashed in The Fleece public house in Keighley Road, Skipton, and similarly at the Tung Po chinese take-away in Broughton Road, Skipton.
One car was damaged in Broughton village, two in Broughton Road, Skipton, two in Gargrave Road, Skipton, two in Keighley Road, Skipton, and four in Farnhill, between 3pm and 6.30pm on Saturday.
A North Yorkshire Police spokesman said officers believed the missiles were shot from a catapult or sling-shot type weapon.
"This happened when the car was moving and it could have caused serious injury and serious road traffic accident," he said.
The men they are hunting were in a green Audi. They were believed to be young men, one, a passenger, aged about 19. There were no other descriptions.
Anyone with information should call the witness line on 01423 539334.
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