Cliff Insurance Agency, Inc specializes in auto, home, and business insurance.

Insuring Madison and All of Wisconsin

Cliff Insurance Agency, Inc is a next generation insurance provider, serving the needs of businesses and individuals in Madison, WI, Middleton, WI and the surrounding area. When you need auto insurance, homeowners insurance, renters insurance, motorcycle insurance, business insurance, and many others, we find the most competitively priced solutions for you.

Since 1956, we’ve provided trusted advice and insurance options from a wide variety of popular carriers such as Progressive Insurance and Allstate. Our unwavering commitment to serve you with the utmost integrity make us the simple choice for all of your insurance needs.

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Recent News & Updates

Spring Maintenance for Your Home & Car

Posted: May 16, 2024

Spring Maintenance for Your Home As spring rolls around, many homeowners should consider revitalizing their homes through post-winter maintenance. Winter can often damage a home, including its exterior, plumbing, and climate control systems. In anticipation of winter, try adding the tips below to your spring maintenance checklist. HVAC Maintenance During warmer seasons, air conditioning is more than just a luxury; it is a home essential....

Sharing the Road: The Do’s & Don’ts for Cyclists & Drivers

Posted: May 13, 2024

Streets and roads are not the exclusive domain of motor vehicles. In some areas, it contains cyclists as well as pedestrians. Prioritizing safety for everyone is paramount. Increased awareness of cyclists’ presence fosters a culture of mutual respect and caution. We can create a safer and more inclusive environment by respecting all road users and advocating safety measures. The Do’s for Cyclists Cyclists should heed...

6 Considerations for Preparing for Your Move

Posted: May 2, 2024

Exciting Times Ahead Congratulations on your new home! Buying a new home is filled with fresh possibilities and the excitement of new beginnings. As you prepare to move into your home, it is important to ensure it is as stress-free as possible. Whether you’re moving across town or to a different state, taking these specific steps can make a big job less overwhelming. Assess Your...

Phone: (608) 203-8585

Toll Free: (800) 270-5101

Darlington Office

Phone: (608) 203-8585

Toll Free: (800) 270-5101