Welcome to The Jennings Agency

Where Experience and Knowledge Meet Insurance

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How We Keep You Covered


Century-Long Commitment, Neighborly Care


For over a century, The Jennings Agency has been a steadfast pillar in our community, offering personalized insurance solutions with a unique difference: here, our customers always come first. Rooted in our rich history since 1918, we pride ourselves on delivering the personal attention you deserve, combined with the sophistication and broad selection of a larger agency. With us, you're not just a policyholder—you're a valued neighbor under our care, protected by a century of experience and a deep commitment to your peace of mind.

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The Easiest Decision You've Made All Year


  • Property & Casualty Insurance

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    Secure your tangible assets with our Property & Casualty Insurance, which offers comprehensive protection against damage or loss due to accidents, natural disasters, or theft. Tailor your policy to cover a wide array of property types and liability situations, ensuring that both personal and business assets are safeguarded under one robust plan. Our personalized approach helps manage risks effectively, keeping your investments and daily operations smooth and uninterrupted.

  • Health & Well-being Insurance

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    Prioritize your health with our Health & Well-being Insurance, designed to cover all aspects of your medical needs from preventative care to serious health issues. Our individual health plans are customizable to fit your lifestyle and health requirements, ensuring that you receive the best care without financial hardship. Additionally, our long-term disability insurance offers a safety net, providing you income security if you are unable to work due to illness or injury.

  • Retirement Planning

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    Plan for a secure financial future with our Financial & Retirement Planning services, which include a range of options like annuities, long-term care insurance, and individual retirement accounts. These tools are essential for building a stable financial base, ensuring you can enjoy your retirement years without economic worries. We also specialize in high net-worth insurance, providing tailored solutions that protect and grow your significant assets against various financial risks.

  • Business Risk Management

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    Protect your business operations with our comprehensive Business Risk Management services, designed to mitigate risks and safeguard your business assets. From general liability to specialized industry coverage, our insurance solutions are tailored to the specific needs of your business, ensuring that you are well-prepared for unexpected events. Our policies can cover everything from property damage and legal liabilities to cyber threats, helping you maintain business continuity no matter the circumstances.

  • Tax Preparation & Planning

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    With Jennings Agency’s tax preparation and planning services, you can confidently navigate tax season and make informed financial decisions year-round. Our experts help you minimize tax liabilities, maximize savings, and ensure your returns are filed accurately—so you’re always prepared for what’s next.

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A Century of Trust

Proudly serving Cheshire County for over a century, The Jennings Agency is your trusted local partner, committed to safeguarding what matters most in your life.

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Comprehensive Coverage

From home to auto, and everything in between, we offer a wide range of insurance solutions, ensuring all your protection needs are met under one roof.

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Customized Care

Experience insurance designed specifically for you, with tailored solutions that fit your unique lifestyle and budget, delivered with the personal attention you deserve.

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