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Workers' Compensation Insurance Agents in Pittsfield, MA

Compare workers' compensation insurance agents in Pittsfield. Review contact information and insurance categorys before you decide.

18 agents listed
Updated May 2026
Pittsfield, MA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Massachusetts before hiring.
Showing 18 workers' compensation insurance agents in Pittsfield, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
AAA Pittsfield
660 Merrill Rd, Pittsfield, MA 01201
(413) 445-5635 branches.northeast.aaa.com
Pearson Wallace Insurance, LLC
222 South St, Pittsfield, MA 01201
(413) 464-9390 pearsonwallace.com
Greylock Insurance Agency
5 Cheshire Rd Suite 26, Pittsfield, MA 01201
(413) 443-5943 greylockinsurance.com
MountainOne Insurance
111 Silver Lake Blvd, Pittsfield, MA 01201
(413) 442-9241 mountainone.com
Shire City Insurance
446 South St #1, Pittsfield, MA 01201
(413) 443-9359
Wheeler & Taylor Insurance
402 East St, Pittsfield, MA 01201
(413) 448-8224 wheelertaylor.com
Massachusetts Registered Agent LLC
82 Wendell Ave STE 100, Pittsfield, MA 01201
(508) 475-6002 massachusettsregisteredagent.com
Berkshire Insurance Group
43 East St, Pittsfield, MA 01201
(866) 636-0244 berkshirebank.com
National Financial Network
700 South St, Pittsfield, MA 01201
(800) 819-2468 agencies.guardianlife.com
Greylock Insurance Agency
150 West St, Pittsfield, MA 01201
(413) 236-4840 greylockinsurance.com
MountainOne Insurance
101 South St, Pittsfield, MA 01201
(413) 445-5648 mountainone.com
Berkshire Fairfield Insurance Agency, LLC
128 South St, Pittsfield, MA 01201
(413) 443-0077 berkshirefairfieldinsurance.com
Scarafoni Financial Group LLC
128 South St, Pittsfield, MA 01201
(413) 443-5300 scarafonifinancial.com
Northwestern Mutual
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 northwesternmutual.com
Berkshire Insurance Group Inc
Allendale Shopping Center, 39 Cheshire Rd, Pittsfield, MA 01201
(413) 447-3510
Suzanne Eisermann - Aflac Insurance Agent
359 Pecks Rd, Pittsfield, MA 01201
(413) 442-0350
Nationwide Insurance: Berkshire Insurance Group Inc.
166 East St, Pittsfield, MA 01201
(413) 447-7376
Arsenault Insurance Adjusters
172 First St, Pittsfield, MA 01201
(413) 499-2121

Workers compensation insurance is required for most employers in Massachusetts. A local agent in Pittsfield can help you secure a policy that meets state law and protects your employees. Agents understand the specific needs of Berkshire County businesses and can guide you through the MA Department of Industrial Accidents rules.

What Does a Workers' Compensation Insurance Agent in Pittsfield Cost?

Workers compensation insurance costs in Massachusetts vary by industry, payroll, and claims history. For a small office business in Pittsfield, rates may range from 0.50 to 1.50 dollars per 100 dollars of payroll. For higher risk industries like construction, rates can be 10 to 20 dollars per 100 dollars of payroll. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

Do I need workers compensation insurance in Pittsfield Massachusetts?
Yes, Massachusetts law requires all employers with one or more employees to carry workers compensation insurance. This includes part time and seasonal workers. Failure to comply can result in fines and stop work orders.
How does a workers compensation insurance agent help my Pittsfield business?
An agent can assess your business risks and find a policy that fits your industry and payroll. They also help with classification codes and premium audits. This saves you time and ensures you meet Massachusetts legal requirements.
What are the penalties for not having workers comp in Massachusetts?
The state can issue a stop work order and fine you up to 250 dollars per day of noncompliance. You may also face personal liability for employee injuries. An agent can help you avoid these penalties by getting proper coverage.