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Find Commercial Insurance Agents Near You in Pittsfield, MA

Browse commercial insurance agents serving Pittsfield, Massachusetts. Updated 2026-07-14.

The top-rated commercial 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 20 commercial insurance agents serving Pittsfield.

Showing 20 commercial 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
10Taillefer Insurance446 South St(413) 445-5616
PW
222 South St
Pearson Wallace Insurance, LLC
Commercial Insurance Agent · Pittsfield, MA

Pearson Wallace Insurance, LLC provides a full range of commercial insurance products, including general liability, property coverage, workers’ compensation, and business interruption policies. It offers ongoing account management with periodic policy reviews to ensure alignment with evolving business needs. The agency tailors coverage packages to local risk factors such as seasonal weather and regional market conditions. It services a diverse portfolio of local commercial properties, including single-family homes, apartments, retail spaces, and restaurants.

AP
660 Merrill Rd
AAA Pittsfield
Commercial Insurance Agent · Pittsfield, MA

AAA Pittsfield serves the Pittsfield, Massachusetts metro area as a commercial insurance agent. It helps local businesses select appropriate coverage to protect their operations from common financial risks. Policies cover general liability, property damage, and worker injuries. Professional advice aids companies in understanding policy terms and required coverage levels. This agent specifically handles general liability insurance and workers compensation policies for small and mid-sized businesses in the region.

GI
5 Cheshire Rd Suite 26
Greylock Insurance Agency
Commercial Insurance Agent · Pittsfield, MA

Greylock Insurance Agency, based in Pittsfield, MA, is known for providing commercial insurance solutions to local businesses. Its service range covers general liability, property coverage, and workers’ compensation. The agency works with companies of varying sizes across multiple industries to manage operational risks. By assessing unique exposures, it helps business owners secure appropriate policies that comply with state and federal requirements. As an added specialty, the agency can design customized business interruption insurance to protect clients’ income during unexpected closures.

MI
111 Silver Lake Blvd
MountainOne Insurance
Commercial Insurance Agent · Pittsfield, MA

MountainOne Insurance serves Pittsfield, Massachusetts, and the surrounding Berkshire County communities. It provides commercial insurance coverage for local businesses, handling a range of essential policies such as general liability, property protection, and workers' compensation. As a commercial agent, it works directly with business owners to identify specific risks facing their operations. The company approaches a typical job by first conducting a thorough assessment of a client’s unique exposures and then procuring suitable coverage from its network of insurance carriers.

SC
446 South St #1
Shire City Insurance
Commercial Insurance Agent · Pittsfield, MA

Shire City Insurance in Pittsfield, MA distinguishes between a one-time commercial policy, such as for a short-term event, and an ongoing plan that renews annually or semi-annually. Coverage through this agency is tailored to defend businesses against property damage, liability claims, and revenue interruptions common in the Berkshires. Professional advice helps local enterprises select appropriate protection limits and deductibles. Service for clients runs strictly on a scheduled basis, with annual reviews and billing cycles.

WT
402 East St
Wheeler & Taylor Insurance
Commercial Insurance Agent · Pittsfield, MA

Wheeler & Taylor Insurance specializes in commercial insurance agent services, providing tailored coverage solutions for businesses in Pittsfield, MA, and the surrounding region. Its general work involves assessing unique risk exposures and securing appropriate policies for local enterprises. Every business faces distinct liabilities, and this agency focuses on finding practical coverage to protect assets and operations. With winter weather frequently disrupting commerce in the Berkshires, Wheeler & Taylor Insurance helps local companies address potential snow and ice-related claims or business interruption needs during severe seasonal storms.

MR
82 Wendell Ave STE 100
Massachusetts Registered Agent LLC
Commercial Insurance Agent · Pittsfield, MA

When Berkshire County businesses face the first snowstorm of the season, they rely on a commercial insurance agent that understands local risk. Massachusetts Registered Agent LLC in Pittsfield helps companies manage their liability, property, and coverage needs specific to the region’s winter conditions and small-town operations. The firm provides guidance on policies that protect storefronts, machinery, and inventory from seasonal hazards. An initial consultation begins by reviewing current coverage gaps and scheduling a walk-through of the business premises.

BI
43 East St
Berkshire Insurance Group
Commercial Insurance Agent · Pittsfield, MA

Berkshire Insurance Group in Pittsfield, MA, helps local businesses secure coverage for their daily operations. As a commercial insurance agent, the company can arrange basic liability and property policies. It also assists with specialty add-ons such as workers compensation and commercial auto insurance. For different sectors, the agency supports coverage needs for local offices, warehouses, and food service establishments.

NF
700 South St
National Financial Network
Commercial Insurance Agent · Pittsfield, MA

National Financial Network serves residential clients in Pittsfield, Massachusetts, helping them protect personal property and liability. The agency also handles commercial insurance policies for local businesses, offering coverage for property, general liability, and workers’ compensation. Service extends throughout the Berkshires region, with agents available to meet with clients at their homes or places of business. After an initial policy is written, the team routinely contacts each client to review coverage needs and make adjustments between regular service visits.

TI
446 South St
Taillefer Insurance
Commercial Insurance Agent · Pittsfield, MA

Taillefer Insurance serves Pittsfield, Massachusetts, and the surrounding Berkshire County communities with commercial insurance agency services. It handles a broad range of business insurance needs, including general liability, property coverage, and workers' compensation policies for local enterprises. The agency works closely with each client to understand their specific operational risks and exposures. To handle a typical job, it begins with a thorough assessment of the business’s current coverage gaps and then customizes a policy package to address those identified needs.

GI
150 West St
Greylock Insurance Agency
Commercial Insurance Agent · Pittsfield, MA
(413) 236-4840
greylockinsurance.com
MI
101 South St
MountainOne Insurance
Commercial Insurance Agent · Pittsfield, MA
(413) 445-5648
mountainone.com/insurance
BF
128 South St
Berkshire Fairfield Insurance Agency, LLC
Commercial Insurance Agent · Pittsfield, MA
(413) 443-0077
berkshirefairfieldinsurance.com
SF
128 South St
Scarafoni Financial Group LLC
Commercial Insurance Agent · Pittsfield, MA
(413) 443-5300
scarafonifinancial.com
NM
55 North St #304
Northwestern Mutual
Commercial Insurance Agent · Pittsfield, MA
(413) 499-0620
northwesternmutual.com/financial-professionals
AI
961 Dalton Ave
Aflac Insurance: Joseph Hervieux
Commercial Insurance Agent · Pittsfield, MA
(413) 214-2059
BI
75 South Church Street Pittsfield Lenox
Berkshire Insurance Group
Commercial Insurance Agent · Pittsfield, MA
(866) 636-0244
NI
166 East St
Nationwide Insurance: Berkshire Insurance Group Inc.
Commercial Insurance Agent · Pittsfield, MA
(413) 447-7376
BI
Allendale Shopping Center, 39 Cheshire Rd
Berkshire Insurance Group Inc
Commercial Insurance Agent · Pittsfield, MA
(413) 447-3510
SE
359 Pecks Rd
Suzanne Eisermann - Aflac Insurance Agent
Commercial Insurance Agent · Pittsfield, MA
(413) 442-0350

What Does a 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.

About commercial insurance agents in Pittsfield

Commercial insurance agents in Pittsfield Massachusetts help local businesses find coverage for property liability and workers compensation. Massachusetts law requires most employers to carry workers compensation insurance. Agents in the Berkshires can guide you through state specific requirements for your industry.

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.

Commercial Insurance Agents in Other Massachusetts Cities

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