Chittenden Group – Archway Digital

Chittenden Group Insurance

Your Trusted Advisors for insurance

Delivering solutions that really matters

Discover the Chittenden Difference

The 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.

Services 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.

Business 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 to ensure your business is secure against today’s evolving risks.

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?

We don’t just sell policies — we take time to understand your needs and deliver expert guidance suited to you and your family. Our commitment to service and integrity helps you feel confident about your coverage decisions.

As one of New England’s premier independent agencies, we combine national resources with local insight. Our team stays by your side through questions, claims, and changes in life or business.

Explore programs like Access Choice for employee discounts, Captive Approach cost-management strategies, and expert-led HR Compliance services that give you added value and protection.

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:

Protect your loved ones with tailored life insurance solutions that provide security, stability, and peace of mind.
Build a sustainable retirement plan designed around your goals, income needs, and long-term financial vision.
Prepare for future healthcare needs while preserving your assets and maintaining financial independence.
Create a thoughtful approach to wealth transfer, estate planning, and financial continuity for generations to come.

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.

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