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Payment Address:
Connecticut:
(Purchased through Indepedant Agent)
Plymouth Rock Assurance Payment Processing Center
PO Box 55933
Boston, MA 02205-5933
(Purchased directly through Plymouth Rock)  Plymouth Rock
HP-PA PO Box 55877
Boston, MA 02205-5877
Massachusetts:
Plymouth Rock Assurance Payment Processing Center
PO Box 55933
Boston, MA 02205-5933
New Hampshire:
Mt. Washington Assurance Corporation
PO Box 55937-5937
Boston, MA 02205
New Jersey:
Please use the prepaid envelope or address your envelope according to your invoice.
New York:
(Purchased through Independent Agent)
Plymouth Rock NY
PO BOX 55940
Boston, MA 02205-5940
(Purchased directly through Plymouth Rock)
Plymouth Rock HP-PA
PO Box 55877 Boston, MA
02205-5877
Pennsylvania:
Plymouth Rock HP-PA
PO Box 55877
Boston, MA 02205-5877
Service Phone:
Massachusetts:
Automobile: 866-353-6292
New Jersey:
(Purchased directly through Plymouth Rock)
(Purchased through an Independent Agent)
(For New Jersey Teachers’ Insurance customers)
Phone: 866-658-3224
Connecticut:
(Purchased Auto policy through Plymouth Rock)
(Purchased Auto policy through an Independent Agent)
Phone: 866-591-5545
Home insurance policy in Connecticut.
New Hampshire:
Auto Policy 
Umbrella Policy
Home Policy
Pennsylvania:
(Purchased directly through Plymouth Rock)
(Purchased through an Independent Agent)
New York:
(Purchased directly through Plymouth Rock)
(Purchased through an Independent Agent) Phone: 844-208-1932
Home Policy
Claims Contact:
Massachusetts and Connecticut  
Report a claim 24/7
For information about an existing claim: Automobile: 617-951-1000
Homeowners: 844-208-1936
New Hampshire Report a claim 24/7
New Jersey and Pennsylvania Report a claim 24/7
New York
Plymouth Rock Assurance believes you deserve peace of mind when protecting important assets in your life. We offer great rates on car and home insurance and provide other types of insurance through our agent relationships and partnerships. Read further information about the types of coverage options we offer or about resources that can help you make a more informed decision.
 
If you’re shopping for car insurance quotes, it’s worth your time to include Plymouth Rock in your search. We work hard to deliver more than you’d ever expect from an insurance company at a price that’s less than you’d expect. Plus, we make it easy to request a quote online, over the phone, or with one of our expert agents.
 
Plymouth Rock Assurance is a member of the Plymouth Rock Group of Companies, which together write and manage over $1 billion in annual auto and homeowners’ insurance premiums throughout the Northeast.
 
About Plymouth Rock Assurance Plymouth Rock Assurance is an insurance provider committed to delivering the highest level of customer care and satisfaction. We endeavor to treat our customers with courtesy, value their time and understand and empathize with the issues they are facing. In fact, we call it our Pledge of Assurance®.
 
The Pledge of Assurance is our promise to provide customers the service they expect and deserve. We offer unique services like Plymouth Rock Crashbusters® vans that bring the claim settlement process right to you, Get Home Safe® program where we’ll pay for a taxi ride home if you feel unsafe to drive, and Door to Door Valet Claim Service®. These benefits come standard with every Plymouth Rock auto insurance policy because we believe each of our customers is entitled to superior service.
 
In Massachusetts and Connecticut Here in the Northeast, Mother Nature is hardly our friend. We’re exposed to eternal snowfalls and blistering summers, and so it takes a lot to protect our cars and homes.
 
Plymouth Rock Assurance offers personal and commercial auto insurance in Massachusetts and Connecticut. Whether you have one car or need to insure an entire fleet of vehicles for your business, we can help identify which coverage options will give you the best protection for your money.
 
In New Hampshire In New Hampshire, we offer auto and home insurance. Though policies are underwritten by Mt. Washington Assurance, a member of the Plymouth Rock Group of Companies, we operate under the brand name “Plymouth Rock Assurance.” But don’t let this confuse you – even though New Hampshire policies are underwritten by Mt. Washington, customers enjoy the same great rates and services as our Connecticut, Massachusetts and New Jersey customers.
 
In New Jersey In New Jersey, Plymouth Rock Assurance offers personal and commercial auto insurance. In the summer of 2011, High Point Auto Insurance, Palisades Insurance and Teachers’ Insurance changed brand names to Plymouth Rock Assurance. All three auto insurance companies were already managed by Plymouth Rock, so this change was made simply to unify the brand and bolster the Plymouth Rock Assurance name.
 
In Pennsylvania In 2017, Plymouth Rock Assurance expanded into Pennsylvania, offering personal auto insurance as well as homeowners and renters insurance. We’ve simplified the buying process and are pleased to offer unique insurance coverages catering to the busy lives of consumers. Whether you want to work with our network of local, trusted agents, or contact us directly, we make the process of protecting what matters most to you, easy.
 
United As One Plymouth Rock Assurance is a unified brand across its operating states. Our commitment to excellent service is uniform and steadfast, with Connecticut, Massachusetts, New Hampshire, New Jersey and Pennsylvania each receiving equal attention and care. We’ve garnered a community of some of the most loyal policyholders and independent agents in the industry and look forward to providing our customers with more than just insurance for years to come.