dairyland-logo-t

A+

Rating

1904

Founded

1K - 5K

Employees

Dairyland

Dairyland is a specialty personal lines insurance brand underwritten by a member of the Sentry Insurance Group, headquartered in Stevens Point, Wisconsin. With 70 years of experience and the backing of one of the most financially secure mutual insurance groups in the United States, Dairyland has built its reputation on doing what many standard carriers won’t — providing reliable coverage to drivers and riders who don’t fit the traditional mold.

Dairyland specializes in non-standard auto and motorcycle insurance, serving customers who may have gaps in coverage history, driving violations, or a foreign driver’s license. Beyond eligibility, Dairyland offers flexible payment options, expert help with financial responsibility filings (SR-22), and 24/7 customer support — making it a trusted choice for independent agents placing hard-to-cover risks.

Lines of Business

  • Auto Insurance
  • Motorcycle Insurance
  • ATV / UTV Insurance
  • Snowmobile Insurance
  • Dirt Bike & Scooter / Moped Insurance

Find them on the Web

Who They Serve

Dairyland is designed for drivers and riders who need a second chance — including those with prior violations, lapses in coverage, or non-standard driving histories — as well as motorcycle and powersports enthusiasts looking for specialized coverage.

Financial Strength & Stability

    • AM Best Financial Strength Rating: A+ (Superior), 35th consecutive year (rated as part of Sentry Insurance Group)

How to report a claim with Dairyland Auto

  • By phone: Their auto claims specialists are available 24/7. Simply call 800-334-0090 to get things started.

How to pay a bill to Dairyland Auto

  • Online: Go to my.dairylandinsurance.com and either log in or pay your bill with Quick Pay.
  • By phone: To make a payment over the phone call 800-334-0090
  • Mail: Mail your payment to Dairyland Auto, P.O. Box 8021, Stevens Point, WI 54481-8021