Vehicles were smashed into Oak Village Food mart in Halswell, Alex Store on Clyde Rd in Bryndwr and Three Arrows Diary in Prebbleton.
Lincoln Dairy owner Shehan Saparamadu arrived minutes after the break-in to find a stolen car in his shop with its engine still running.
The offenders had fled in what is believed to have been another stolen car moments earlier.
"I drove the car out of the shop and parked it about 100 metres down the road," Saparamadu said.
The ram-raid was heartbreaking, he said, as he and his wife Shamina had worked hard to build up the business.
The couple are well known and liked in Lincoln. Locals were also on hand soon after the ram raid to offer support.
It is the second ram raid in the Canterbury town in the past few months.
The Lincoln Convenience Store nearby was targeted in May when a stolen car was driven through the front window.
A dairy in Prebbleton 6km away was also hit that month.