Welcome to Cliff Insurance Agency

A Tradition of Quality & Integrity

Cliff Insurance Agency is a cutting edge insurance provider serving the needs of businesses and individuals in Madison, WI, Middleton, WI and the surrounding area. Whether you need business auto insurance, renters insurance, motorcycle insurance, or homeowners insurance, we find the most competitively priced solutions for you. Since 1956, we’ve been providing trusted advice and insurance options in personal insurance, business insurance, life insurance, and Progressive insurance. Our unwavering standard to serve you with the utmost integrity make us the simple choice for all of your insurance needs.

Get the Best Affordable Insurance Packages

When you choose Cliff Insurance Agency in Madison and Middleton, WI, you can expect the highest level of quality insurance provided at an affordable price. From boat to car insurance, we have just the right coverage provided at the best prices. We are an independent insurance company with access to competitive policies from many different insurance companies. This allows us to offer the very best rates with the policies that are a perfect fit for our customers.

Personalized Insurance Solutions

We tailor our insurance solutions to match your specific needs so that you will always have the right coverages. Count on Cliff Insurance Agency for comprehensive insurance coverage provided with a personal touch. Some of our trusted insurance partners include Progressive, Hastings Mutual Insurance, AAA Insurance, Wilson Mutual Insurance, and Kemper Insurance.

As a valued client, your needs and goals for your life and business will always be our priority. Count on us for the highest caliber of customer service and quality insurance solutions to expertly meet your insurance needs.

Contact an Expert

Personal Attention

At Cliff Insurance Agency, each client is treated as a unique case. There are no cookie-cutter approaches. You can expect the absolute best from us whether you need personal insurance or business insurance .

We work directly with you to unveil risks and select from a wide menu of protection solutions. We have grown 300% in nine years as a result of our expertise and personalized approach. Referrals from happy clients drive our growth.

At Cliff Insurance, your phone calls will be answered by a real-live person during business hours—no phone system that doesn’t help you and no service staff that can’t answer policy questions.

Come meet us at Cliff Insurance and see what a difference great products and superior service can make!

– Dennis Cliff

Schedule a consultation

Contact Cliff Insurance Agency today to schedule a free consultation by calling us at 608-203-8585 today. We look forward to providing outstanding insurance solutions you can trust.