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Compare business insurance agents in Pittsfield. Review contact information and insurance categorys before you decide.
19 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 19 business 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
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
Taillefer Insurance
446 South St, Pittsfield, MA 01201
(413) 445-5616
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
Nationwide Insurance: Berkshire Insurance Group Inc.
166 East St, Pittsfield, MA 01201
(413) 447-7376
CPD&C/Stevenson & Co Insurance Agency
111 Silver Lake Blvd, Pittsfield, MA 01201
(413) 443-3581
Dwyer Agency-Eleanore Brown
772 North St, Pittsfield, MA 01201
(413) 442-3350
Berkshire Insurance Group Inc
Allendale Shopping Center, 39 Cheshire Rd, Pittsfield, MA 01201
(413) 447-3510
New York Life
7 North St Suite LL1, Pittsfield, MA 01201
(413) 442-8067
newyorklife.com
Business insurance agents in Pittsfield, Massachusetts help local companies find coverage for liability, property, and workers compensation. Massachusetts law requires most employers to carry workers compensation insurance. Agents in the Berkshires can guide you through state-specific requirements and help you compare policies from multiple carriers.
What Does a Business Insurance Agent in Pittsfield Cost?
The cost of business insurance in Massachusetts varies by industry, revenue, and coverage limits. A small retail shop in Pittsfield might pay between $500 and $1,500 per year for general liability. A construction contractor could pay $2,000 to $5,000 annually for a package policy. Workers compensation rates are set by the state and depend on payroll and classification codes. 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
What types of business insurance do Pittsfield agents offer?
Agents in Pittsfield offer general liability, commercial property, workers compensation, and professional liability insurance. They can also help with commercial auto and business interruption policies tailored to your industry.
Is workers compensation insurance required in Massachusetts?
Yes, Massachusetts law requires almost all employers to carry workers compensation insurance. Failure to have coverage can result in fines and stop work orders. An agent can help you meet this legal requirement.
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BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Massachusetts.