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Find Truck Insurance Agents Near You in Pittsfield, MA

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

The top-rated truck insurance agent in Pittsfield, Massachusetts is Quickship LLC, rated 4.6 stars across 1,931 reviews. Other highly rated options include Enterprise Rent-A-Car, Pearson Wallace Insurance, LLC, Greylock Insurance Agency. This directory lists 16 truck insurance agents serving Pittsfield.

Showing 16 truck 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
1Quickship LLC299 Wahconah St(888) 361-5514
2Enterprise Rent-A-Car526 East St(413) 443-6600
3Pearson Wallace Insurance, LLC222 South St(413) 464-9390
4Greylock Insurance Agency5 Cheshire Rd Suite 26(413) 443-5943
5MountainOne Insurance111 Silver Lake Blvd(413) 442-9241
6Shire City Insurance446 South St #1(413) 443-9359
7Wheeler & Taylor Insurance402 East St(413) 448-8224
8Berkshire Insurance Group43 East St(866) 636-0244
9National Financial Network700 South St(800) 819-2468
10Taillefer Insurance446 South St(413) 445-5616
QU
299 Wahconah St
Quickship LLC
Truck Insurance Agent · Pittsfield, MA

Quickship LLC serves Pittsfield and the surrounding Berkshire County area as a truck insurance agent. The company helps local owner-operators and fleet managers secure essential coverage for their commercial vehicles. Agent services focus on obtaining liability protection that meets state and federal requirements for hauling freight. Cargo insurance is also arranged to cover goods in transit along regional routes. Physical damage coverage for the trucks themselves is another service the agency handles for clients.

ER
526 East St
Enterprise Rent-A-Car
Truck Insurance Agent · Pittsfield, MA

Enterprise Rent-A-Car in Pittsfield, MA provides truck insurance agent services, offering guidance on coverage options for commercial vehicles and local fleet policies. It helps clients navigate policy renewals and adjustments to maintain required coverage levels. The agency supports changing insurance needs through regular consultations to adapt plans as circumstances develop. It services properties such as single-family homes, apartments, retail, and restaurants.

PW
222 South St
Pearson Wallace Insurance, LLC
Truck Insurance Agent · Pittsfield, MA

Pearson Wallace Insurance, LLC serves trucking businesses and independent owner-operators in Pittsfield, MA, offering tailored truck insurance agent services. They assist clients in securing coverage for commercial vehicles, cargo, and liability risks specific to the transportation industry. Their work involves navigating policy options to match each operator's fleet size and operational needs. The agency also extends its services to nearby communities in Berkshire County, such as Lenox and Dalton, providing local support for truck insurance requirements in the broader region.

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

Greylock Insurance Agency, a truck insurance agent serving Pittsfield, MA, helps local owner-operators and fleets secure the required coverage for commercial vehicles. They work within the local transportation industry to match policies with specific cargo and route needs. Beyond standard liability and physical damage coverage, this agency also offers protection for specialized equipment used in long-haul freight operations.

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

MountainOne Insurance in Pittsfield, MA, distinguishes between one-time policy placements for individual truck operators and ongoing, renewable coverage plans for fleet-based clients. The agency offers tailored liability, physical damage, and cargo insurance solutions specifically for regional trucking needs in the Berkshire County area. These commercial policies factor in local driving routes, vehicle type, and operational radius to determine appropriate protection levels. Service operates on both a one-time basis for single-vehicle quotes and as scheduled renewals for established commercial accounts.

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

Shire City Insurance in Pittsfield, MA offers specialized truck insurance policies for local and regional commercial vehicles. As a truck insurance agent, it secures liability, physical damage, and cargo coverage, pairing these with standard business protection services received from its partnerships. These policies help ensure fleets remain compliant with Massachusetts regulations. New England's harsh winter seasons, with icy roads and increased accident risks, present a specific situational concern that Shire City Insurance helps its clients address through customized policy adjustments.

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

As winter approaches in Pittsfield, truck fleets require comprehensive coverage tailored to regional hauling risks. Wheeler & Taylor Insurance works with local operators to protect against weather-related claims and cargo disputes. Serving Pittsfield’s commercial vehicle owners, the agency arranges liability, physical damage breakdown, and non-trucking liability endorsements. Policies are structured around each client’s specific routes and equipment age. A dedicated agent reviews current coverage gaps and hauling needs before scheduling an on-site inspection of your operating yard and primary vehicle.

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

Berkshire Insurance Group in Pittsfield, MA serves commercial clients with essential liability and property coverage. It specializes in truck insurance policies tailored for fleet operators needing cargo protection, roadside assistance, and physical damage coverage. The agency also assists with non-trucking liability for owner-operators during personal use. It serves a range of commercial sectors including offices, warehouses, and food service operations requiring reliable risk management for their vehicles and premises.

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

National Financial Network connects Pittsfield drivers with residential auto coverage before addressing commercial truck insurance needs across Berkshire County. Their role involves explaining liability options and matching policies to local roads from rural routes to downtown corridors. Thorough documentation is prepared during initial appointments, ensuring clear coverage details for various cargo and vehicle configurations. When existing clients return for seasonal policy reviews or claim filing assistance, the agent provides consistent follow-up between regular visits to maintain their accounts.

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

Taillefer Insurance provides commercial truck insurance coverage for operators throughout the Pittsfield, Massachusetts area. Its services include liability, physical damage, and cargo protection, along with customized policy reviews to ensure adequate limits for local routes and interstate hauls. The agency assists clients with claims support and adjusting coverage as fleet sizes change. It services single-family homes transporting goods, apartments distributing supplies, retail stores managing inventories, and restaurants requiring regular deliveries along regional highways.

GI
150 West St
Greylock Insurance Agency
Truck Insurance Agent · Pittsfield, MA
(413) 236-4840
greylockinsurance.com
MI
101 South St
MountainOne Insurance
Truck Insurance Agent · Pittsfield, MA
(413) 445-5648
mountainone.com/insurance
BF
128 South St
Berkshire Fairfield Insurance Agency, LLC
Truck Insurance Agent · Pittsfield, MA
(413) 443-0077
berkshirefairfieldinsurance.com
BI
75 South Church Street Pittsfield Lenox
Berkshire Insurance Group
Truck Insurance Agent · Pittsfield, MA
(866) 636-0244
NI
166 East St
Nationwide Insurance: Berkshire Insurance Group Inc.
Truck Insurance Agent · Pittsfield, MA
(413) 447-7376
BI
Allendale Shopping Center, 39 Cheshire Rd
Berkshire Insurance Group Inc
Truck Insurance Agent · Pittsfield, MA
(413) 447-3510

What Does a a Truck Insurance Agent in Pittsfield Cost?

Truck insurance in Massachusetts typically costs between 8000 and 15000 dollars per year for a single truck with basic liability coverage. Factors like driving record cargo value and annual miles affect the premium. A full policy with cargo and physical damage coverage can exceed 20000 dollars annually. This is general information and not insurance advice.

About truck insurance agents in Pittsfield

Truck insurance agents in Pittsfield Massachusetts help owner-operators and fleet managers meet state and federal insurance requirements. Massachusetts law requires minimum liability coverage of 750000 dollars for general trucking operations. Local agents understand the unique risks of hauling cargo through the Berkshires and can tailor policies to your specific needs.

Frequently Asked Questions

What are the minimum insurance requirements for a truck in Massachusetts?

Massachusetts requires at least 750000 dollars in liability coverage for most commercial trucks. Higher limits may be needed for hazardous materials or interstate operations. An agent can help you determine the exact requirements for your truck.

Do I need a special license to sell truck insurance in Massachusetts?

Yes all insurance agents in Massachusetts must hold a valid producers license from the state Division of Insurance. Truck insurance agents often have additional certifications in commercial lines. You can verify an agents license on the Massachusetts state website.

How can a truck insurance agent help me save money on premiums?

An agent can review your driving history cargo type and annual mileage to find discounts. They may also suggest higher deductibles or safety equipment that lowers risk. Comparing quotes from multiple carriers through an agent is a common way to reduce costs.

Truck Insurance Agents in Other Massachusetts Cities

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