I drive to USA with my canadian car every day. there is no problem.
Many of the insurance cover it in US too, you need to ask the agency before your buy the insurance.
In fact, you'd better drive a canadian car back to canada if you are only a resident (only citizen). Otherwise, the Canadian officer will ask you why u r driving a US car when you r a Canadian resident.
If you decide to stay in US for a long time and don't go back to Canada that often, and you dont have to care about your resisdent status, it might be a good idea to switch to US driver licence. Generally the US car insurance is cheaper than Canadian insurance. You need to pay attention whether you need to the extra fee and tax for importing a car though.
If you do care about your Canadian resident status or you need to drive your car back to Canada frequestly, you'd better to keep your Canadian driver license and license plate.
