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Find Commercial Insurance Agents Near You in Pittsfield, MA

Browse commercial insurance agents serving Pittsfield, Massachusetts. Contact information and addresses listed below.

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 commercial 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
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
Aflac Insurance: Joseph Hervieux
961 Dalton Ave, Pittsfield, MA 01201
(413) 214-2059
Nationwide Insurance: Berkshire Insurance Group Inc.
166 East St, Pittsfield, MA 01201
(413) 447-7376
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

What Does a Commercial Insurance Agent in Pittsfield Cost?

Typical costs for commercial insurance in Massachusetts vary widely by industry size and location. A small retail shop in Pittsfield might pay 500 to 1500 per year for a basic BOP while a construction contractor could pay 3000 to 8000 annually for general liability and workers comp. Premiums depend on payroll revenue claims history and coverage limits. This is general information 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 commercial insurance do Pittsfield businesses need?
Common coverages include general liability commercial property workers compensation and commercial auto. Massachusetts requires workers comp for most businesses with even one employee. Your agent can help you assess risks specific to your Pittsfield location.
How do Massachusetts insurance laws affect my Pittsfield business?
Massachusetts has specific minimum coverage limits for commercial auto liability and strict workers compensation rules. The state also requires businesses to carry property insurance if they have a mortgage. An agent familiar with Pittsfield can explain these local requirements.
Can a commercial insurance agent bundle policies for my Pittsfield business?
Yes many agents offer business owner policies BOP that bundle property and liability coverage at a reduced rate. Bundling can simplify management and lower costs. Your agent will review your operations to find suitable package options.