Chittenden Group Insurance

Your Trusted Independent
Insurance Advisors

Delivering Solutions That Truly Matter Since 1928.

Discover the Chittenden Difference

Chittenden Group has been providing financial and insurance solutions since 1928.

Your Trusted Insurance & Financial Advisors Since 1928

For nearly a century, the Chittenden Group has proudly served families and businesses throughout Connecticut and beyond with trusted insurance solutions and personalized financial services. As a fourth-generation, family-owned agency, we go beyond policies, we build lasting relationships and help you protect what matters most.

Solutions we are providing

Comprehensive Solutions for Every Stage of Life

Personal Insurance

Your home, auto, and personal belongings deserve dependable coverage. We’ll help you create a customized personal insurance plan that’s the right fit for your lifestyle and budget.

Commercial Insurance

Protect your company with tailored coverage designed for your needs from property and workers’ compensation to cyber liability, general liability, and executive protection. Our experts work with top carriers.

Employee Benefits

Attract and retain top talent with competitive benefits packages. From health and dental to retirement planning, we help employers design programs that support their workforce and their bottom line.

Financial Services

Plan for your future with confidence. Whether it’s life insurance, retirement planning, or long-term care solutions, our financial professionals are here to guide you through every milestone.

Trusted Relationships

Since 1928, the Chittenden Group has remained committed to the values that matter most — integrity, expertise, and personal service. Through decades of change in the insurance and financial landscape, our mission has stayed the same: to advocate for our clients, simplify complex decisions, and deliver solutions that truly protect their future.

When you partner with the Chittenden Group, you gain more than an advisor — you gain a team dedicated to your long-term success.

“We switched to Chittenden a few years ago and have been extremely satisfied with all of their services. We like that fact that Chittenden operates as a team, so we are able to get assistance from one of their specialists no matter what the issue. If we need help with an OSHA or safety related issue, their in-house safety specialist, has been great to work with and taken work off our plates.“

Bob G

Why Choose The Chittenden Group?

To provide forward-thinking and customer-centric insurance solutions, Chittenden Group will be a knowledgeable, trustworthy, and long-term ally of our customers that adheres to the principles of treating others the way we would want to be treated. We stay committed to growing the company to better serve our clients, to give our employees gratifying professional opportunities, and to have the resources to positively impact our local communities.

Chittenden Group will be the leading independently owned agency in New England, unmatched in our ethics, service, and community impact. Our employees are invested in long-term careers and success with our company.

We exist to put people first, treating them the way we would want to be treated. We help protect futures, create lasting relationships, and establish peace of mind for all.

Our Carriers

Financial Guidance You Can Trust

Our financial services are designed to help you protect today, plan for tomorrow, and build confidence for the future. With personalized strategies and experienced advisors, we support you at every stage of life through:

Reach out to us

Get Started Today

Whether you’re looking for a quote, need to file a claim, or want expert guidance on your financial future, we’re here to help.