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Find Workers' Compensation Insurance Agents Near You in Pittsfield, MA

Browse workers' compensation insurance agents serving Pittsfield, Massachusetts. Updated 2026-07-14.

The top-rated workers' compensation insurance agent in Pittsfield, Massachusetts is Pearson Wallace Insurance, LLC, rated 4.9 stars across 113 reviews. Other highly rated options include AAA Pittsfield, Greylock Insurance Agency, MountainOne Insurance. This directory lists 19 workers' compensation insurance agents serving Pittsfield.

Showing 19 workers' compensation insurance agents in Pittsfield, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Pearson Wallace Insurance, LLC222 South St(413) 464-9390
2AAA Pittsfield660 Merrill Rd(413) 445-5635
3Greylock Insurance Agency5 Cheshire Rd Suite 26(413) 443-5943
4MountainOne Insurance111 Silver Lake Blvd(413) 442-9241
5Shire City Insurance446 South St #1(413) 443-9359
6Wheeler & Taylor Insurance402 East St(413) 448-8224
7Massachusetts Registered Agent LLC82 Wendell Ave STE 100(508) 475-6002
8Berkshire Insurance Group43 East St(866) 636-0244
9National Financial Network700 South St(800) 819-2468
10Berkshire Fairfield Insurance Agency, LLC128 South St(413) 443-0077
PW
222 South St
Pearson Wallace Insurance, LLC
Workers' Compensation Insurance Agent · Pittsfield, MA

Pearson Wallace Insurance, LLC provides comprehensive workers' compensation insurance agent services for businesses in the Pittsfield, Massachusetts area. Its service offerings include policy placement, risk assessment guidance, and claims support tailored to local employers. The company also assists clients with maintaining coverage compliance and reviewing annual policy renewals to align with changing operational needs. It services a variety of commercial properties, including single-family home based businesses, apartments, retail stores, and restaurants.

AP
660 Merrill Rd
AAA Pittsfield
Workers' Compensation Insurance Agent · Pittsfield, MA

AAA Pittsfield serves Berkshire County, Massachusetts, as a local workers' compensation insurance agent. The agency helps area businesses secure required coverage that provides medical benefits and wage replacement for employees injured on the job. It assists clients in understanding policy classifications and managing premium audits. Services include filing necessary paperwork with the state and connecting employers with insurance carriers. This agent offers policy evaluation and claims support for local businesses in Pittsfield.

GI
5 Cheshire Rd Suite 26
Greylock Insurance Agency
Workers' Compensation Insurance Agent · Pittsfield, MA

Greylock Insurance Agency is a local provider known for helping businesses in Pittsfield secure workers' compensation coverage that meets state requirements. Servicing a range of local industries, from retail to light manufacturing, the agency focuses on finding policies that balance cost with adequate protection for employees. It guides clients through the complexities of Massachusetts workers’ compensation laws, offering clear explanations of coverage options. To enhance workplace safety and reduce future claims, the company can also provide access to loss control services for policyholders.

MI
111 Silver Lake Blvd
MountainOne Insurance
Workers' Compensation Insurance Agent · Pittsfield, MA

MountainOne Insurance serves workers' compensation needs for businesses in Pittsfield, Massachusetts, and its surrounding communities. As a local agent, it handles the placement of policies that cover medical expenses and lost wages for employees injured on the job. The firm works with employers across various industries to navigate regulatory requirements and secure appropriate coverage. For a typical assignment, it begins by evaluating a business’s specific operational risks, then compares multiple carrier options to recommend a suitable policy.

SC
446 South St #1
Shire City Insurance
Workers' Compensation Insurance Agent · Pittsfield, MA

Many workers require either a single policy to cover a specific project or an ongoing plan for continuous employee protection. Shire City Insurance operates in Pittsfield, Massachusetts, advising local businesses on workers’ compensation coverage that satisfies state regulations. The agency helps employers select the appropriate approach, comparing a one-time placement for temporary work against a scheduled annual policy for regular payroll. Their service is provided on an as-needed basis, allowing clients to request consultations precisely when coverage decisions or renewals arise.

WT
402 East St
Wheeler & Taylor Insurance
Workers' Compensation Insurance Agent · Pittsfield, MA

Serving the Pittsfield area, Wheeler & Taylor Insurance specializes in connecting local businesses with tailored workers’ compensation policies designed to meet industry-specific needs. The agency also provides general insurance guidance, helping employers understand coverage requirements and manage risk effectively. Through careful policy analysis, it assists clients in navigating complex claims processes and maintaining compliance with Massachusetts regulations. As winter conditions increase the likelihood of workplace slips and other injuries, Wheeler & Taylor Insurance can help review coverage to ensure adequate protection during these high-risk months.

MR
82 Wendell Ave STE 100
Massachusetts Registered Agent LLC
Workers' Compensation Insurance Agent · Pittsfield, MA

As the autumn months bring a flurry of local business activity in Pittsfield, securing proper coverage against workplace injuries becomes essential for employers. Massachusetts Registered Agent LLC serves as a workers' compensation insurance agent, helping area companies navigate the requirements for employee protection. The agent works directly with clients to explain policy options that meet state mandates. An initial assessment of the workplace environment is scheduled during the first consultation to identify coverage needs and potential risk factors.

BI
43 East St
Berkshire Insurance Group
Workers' Compensation Insurance Agent · Pittsfield, MA

Berkshire Insurance Group in Pittsfield, MA assists local businesses in managing their workers' compensation insurance needs. The agency focuses on securing coverage that addresses medical expenses and lost wages for employees injured on the job. It also offers guidance on risk management and compliance with Massachusetts workforce regulations. Commercial clients served include offices, warehouses, and food service operations.

NF
700 South St
National Financial Network
Workers' Compensation Insurance Agent · Pittsfield, MA

National Financial Network provides residential workers’ compensation insurance services to clients in Pittsfield, Massachusetts. The agency also offers commercial coverage for small and medium-sized businesses operating in the Berkshires region. Their team handles policy inquiries and claims support throughout the local area. Between regular visits, clients can schedule follow-up consultations to review coverage needs or request immediate assistance with policy adjustments.

BF
128 South St
Berkshire Fairfield Insurance Agency, LLC
Workers' Compensation Insurance Agent · Pittsfield, MA

Berkshire Fairfield Insurance Agency, LLC serves Pittsfield and Berkshire County as a workers’ compensation insurance agent. The agency assists local businesses in securing coverage that meets state-mandated requirements for workplace injury protection. It helps employers manage payroll classifications and experience modification factors to control premium costs. The agency also provides guidance on claims administration and return-to-work programs to minimize business disruption after an employee injury.

GI
150 West St
Greylock Insurance Agency
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 236-4840
greylockinsurance.com
MI
101 South St
MountainOne Insurance
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 445-5648
mountainone.com/insurance
SF
128 South St
Scarafoni Financial Group LLC
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 443-5300
scarafonifinancial.com
NM
55 North St #304
Northwestern Mutual
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 499-0620
northwesternmutual.com/financial-professionals
BI
75 South Church Street Pittsfield Lenox
Berkshire Insurance Group
Workers' Compensation Insurance Agent · Pittsfield, MA
(866) 636-0244
BI
Allendale Shopping Center, 39 Cheshire Rd
Berkshire Insurance Group Inc
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 447-3510
SE
359 Pecks Rd
Suzanne Eisermann - Aflac Insurance Agent
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 442-0350
NI
166 East St
Nationwide Insurance: Berkshire Insurance Group Inc.
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 447-7376
AI
172 First St
Arsenault Insurance Adjusters
Workers' Compensation Insurance Agent · Pittsfield, MA
(413) 499-2121

What Does a 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.

About workers' compensation insurance agents in Pittsfield

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.

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.

Workers' Compensation Insurance Agents in Other Massachusetts Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each workers' compensation insurance agent's credentials and current standing with your state Department of Insurance.