Dairyland brand: products are underwritten by a member of the Sentry Insurance Group, we were born in Wisconsin. Raised with Midwestern roots and built on small-town values—ones we’ve carried with us as we’ve grown from a local insurer into a nationwide presence. Our name pays tribute to our history. But our service tells the real story of who we are and where we come from. How? Because while we may be a business with a bottom line, at Dairyland, you’re never just a number. Here, we always treat you as a person—one who deserves the best price and service, no matter who you are. For more than 60 years, we’ve been offering competitive rates and quality coverage for both auto and motorcycle insurance. So, whether you’re driving on two wheels or four, we’re also along for the ride—helping keep your bike, your car, and you on course.