Discover the Chittenden Difference

The Chittenden Group has been providing financial and insurance solutions since 1928. With offices in CT and FL and offering many top rated carriers, we can offer a plethora of products and services that fit every budget and need. With the Chittenden Group, we are more than just your insurance company, we are family!

What Our Customers Are Saying About Us

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Your Trusted Advisors

The Chittenden Group was founded in 1928 and is a fourth-generation, family-owned business.
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Business Insurance

Whether it is insurance for your building, business property, equipment, inventory, or company vehicles, we offer products and services to protect your business.
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Personal Insurance

Our Personal Lines Specialists work with you to develop a custom insurance program that fits your needs and your budget.
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Employee Benefits

The benefits you offer your employees are so much more than health and dental. Together, we can create a program that meets the ever changing needs of your company and employees.
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Financial Services

From Life Insurance to Retirement Planning and Portfolio Management, work with the experts at The Chittenden Group
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Special Programs

We a have a number of special programs for business owners including Access Choice for employee home & auto discounts, Captive Approach to lock-in costs that fit your budget, and an expert-driven HR Compliance program.