We offer auto, home, renters, condo, and motorcycle insurance built for real life, with local expertise you can count on. We also offer specialized coverage through our Teachers’ Insurance Plan, designed with educators in mind. We know life in the Northeast can be unpredictable, so we're here with coverage and support that feels personal. Our Independent Agents and dedicated Customer Service representatives help you stay prepared and make confident decisions, so you can protect what matters most.Recognized for our commitment to customers, Plymouth Rock was named Best Car Insurance for Families with Young Drivers in New Jersey by CNBC Select and Best Car Insurance Company in Massachusetts by The Wall Street Journal's Buy Side. We're also proud to be recognized on Forbes' America's Best Insurance Companies 2026 list for delivering responsive service, valuable coverage, and savings you can count on.
Plymouth Rock Assurance (plymouthrock.com) has 538 customer reviews on Five Star Index, with an average rating of 4.5 out of 5.
Also known as
plymouthrock.com
Website
plymouthrock.com
Category
Insurance
Location
Boston, Massachusetts
Listed on Five Star Index
2026
About these reviews
Replies
The company replied to 97% of reviews.
Latest
Most recent review: October 2026.
Edits
Reviews are shown as their authors wrote them. The company can reply, but cannot edit them.
Score
This company cannot pay to remove reviews or change its score.
I like the way you work with your customers to help them understand your policies
Response from Plymouth Rock AssuranceMay 20, 2026
Hi Chris, thank you for your feedback! We're so glad to hear that and happy to have you as a customer.
AR
Axel R.
Best insurance I’ve had by far customer…
Best insurance I’ve had by far customer service is fast and always ready to assist
Response from Plymouth Rock AssuranceMay 20, 2026
Hi Axel, we love hearing this! Thank you for choosing us and for the great feedback.
CU
customer
The rep was easy to work with and…
The rep was easy to work with and answered all my questions
Response from Plymouth Rock AssuranceMay 20, 2026
Hi, that's great to hear! Thank you for sharing your experience with us.
DC
DEVIN C.
Easy to do business with
Easy to do business with
Response from Plymouth Rock AssuranceMay 18, 2026
Hi Devin, we're glad you enjoyed your experience. Thank you for sharing your feedback!
RS
ROBERT S.
The representative I spoke to was very…
The representative I spoke to was very informative and helpful.
Response from Plymouth Rock AssuranceMay 18, 2026
Hi Robert, thank you for sharing. We’re so glad our team was able to provide helpful and informative support!
PD
Pamela D.
Wonderful
Wonderful, i had no problem, they took care of me and I love my insurance..
Response from Plymouth Rock AssuranceMay 18, 2026
Hi Pamela, thank you for sharing! We’re happy to hear everything went smoothly and are glad to have you as a customer.
GB
Genevieve B.
The agent The agent was very friendly and patient. The agent made sure everything was completed and help me download the app with percised on how to use the ap
The agent was very friendly and patient. Agent answered all my concern questions. The agent made sure everything was completed and help me download the app with percised on how to use the app.
Response from Plymouth Rock AssuranceMay 18, 2026
Hi Genevieve, thank you for sharing and for being a customer! We’re so happy to hear you had a great experience with our agent.
JD
James D.
No issue taking my money, but don't expect to receive any service in return! Horrible Service!!
Claim number 643402706234
Horrible customer service. I had to file a claim with Plymouth Rock Assurance, (my insurance) after a guy hit my parked vehicle, and found out his insurance policy had lapsed, and now refuses to contact me back to fulfill his obligations. First time I've ever had to file a claim...I went through the whole claims process, did their accident reconstruction app, and had my verbal report recorded, as well as texted and emailed all the details. I already had an estimate done prior to making a claim, because the guy who hit me wanted to pay out of pocket, until the estimate came back around$2,700. I have given my information repeatedly to the claims rep, who continues to give me the run around.. I've offered over half a dozen times for them to come review the damage, but they insist I work with one of "their" shops. I have told them repeatedly, I am not. They claim I haven't given them information, when it's clearly in black and white, threatened to close my claim several times... Yet they have been repeatedly given all the information. The estimate I submitted from the body shop has everything all itemized with full color photos of the damage, so they should have no issue sending me a check for the balance due, lessy deductible like I've asked numerous times. Absolutely ridiculous, it's been since October 2025, and the rep keeps talking in circles...doing whatever she can to dismiss my claim, instead of doing the right thing. I even emailed the supervisor, who never responded back...All I'm asking is for them to send a check, so I can be made whole again. Allowing me to use ashop and timeframe that works best for me. I did my part, I paid for my policy on time and on full, expecting to receive quality reliable service when I need it the most. I feel like I was sold lightning rods and snake oil, instead of any Assurance of insurance...my next review is to report them to the BBB and an attorney...Consumer beware!! I don't know how they are still operational when they allow business to be conducted like this. Also, contacting my local agent who setup this policy to recommend he not recommend this company to anymore clients, before reading all the similar negative reviews. Plymouth Rock need to audit themselves and do some restructuring from within, if they want to salvage any type of reputation...
Response from Plymouth Rock AssuranceApr 20, 2026
Hi James, we’re very sorry to hear about your experience and understand how frustrating this situation must be. Please share your claim number or phone number in the requested information on Trustpilot, or email us at [email protected] so our team can follow up as soon as possible.