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MiddleOak provides auto, home, umbrella, business, flood, watercraft and specialty insurance in selected states through Middlesex Mutual Assurance Company, formed in 1836, and Holyoke Mutual Insurance Company in Salem, founded in 1843

Policies are sold by excellent independent agencies that choose to represent us in the states in which we write business. These agencies are leaders in their market and value the knowledge, experience and service that we collaboratively bring to policyholders. MiddleOak agencies and policyholders understand that our commitment to Making Insurance Right® is the core value driving our business.


Financial Security

As a member of the COUNTRY® Financial group, we have the financial strength of a company rated A+ (Superior) by A.M. Best, the leading provider of ratings and financial data for the insurance industry worldwide.

To find out more about our products, please click Coverages

To find an Independent Agent near you, please click Find an Agent

To find out more about our Claims Service Satisfaction Ratings, please click Claims Satisfaction

To find out more about our companies, click one of the two logos below


Policies issued by Holyoke Mutual Insurance Company in Salem - Salem, MA and Middlesex Mutual Assurance Company - Middletown, CT
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