Updated May 2026
Best Trucking Companies in Westfield, Massachusetts (May 2026)
247 carriers are hiring W2 company drivers in Westfield, Massachusetts right now, per Lanefinder's May 2026 snapshot. KEEP TRUCKING LLC leads with an average weekly pay of $2,200. True Transport Inc. follows at $2,250/week. Massachusetts freight runs on the I-90 / I-93 / I-95 metro grid through Boston, with Port of Boston handling bulk and container cargo and a major concentration of biotech and pharmaceutical manufacturing requiring cold-chain and hazmat lanes.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where CDL pay is strongest in Westfield, Massachusetts this month
The top of the list is KEEP TRUCKING LLC at $2,200/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1KEEP TRUCKING LLC — $2,200/wk
KEEP TRUCKING LLC tops the Westfield, Massachusetts ranking with the strongest composite score across pay, safety, benefits, and operational signals. KEEP TRUCKING LLC sits in the 94th percentile for weekly pay among Westfield, Massachusetts carriers. On controlled-substances compliance, the carrier ranks in the 88th percentile per FMCSA SAFER data. Driver applications get a faster-than-median response in Westfield, Massachusetts.
#2True Transport Inc. — $2,250/wk
True Transport Inc.'s weekly pay ranks in the 96th percentile across Westfield, Massachusetts. On unsafe-driving avoidance, the carrier ranks in the 99th percentile per FMCSA SAFER data. Lanefinder's application data flags True Transport Inc. as a responsive employer.
True Transport Inc. doesn't top the ranking but offers higher weekly pay than #1 — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC sits in the 94th percentile for weekly pay among Westfield, Massachusetts carriers. Strongest FMCSA dimension is unsafe-driving avoidance — 94th percentile.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 HMD TRUCKING INC at $1,875/wk, #6 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #7 GATEWAY DISTRIBUTION at $1,750/wk, #8 JS HELWIG & SON LLC at $1,850/wk, #9 PREMIER TRANSPORTATION at $1,700/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
How drivers spend their time on the road in Westfield, Massachusetts
The route mix in Westfield, Massachusetts this month tilts OTR: 18% regional, 74% OTR, 7% local, 1% semi-local — drawn from active postings, not historical surveys.
Across Westfield, Massachusetts CDL postings: 2% with guaranteed pay, 25% dedicated, 74% take-truck-home, 59% pet-friendly, 60% riders-allowed.
How Westfield, Massachusetts compares to Massachusetts
| Westfield, Massachusetts | Massachusetts top 50 | Delta | |
|---|---|---|---|
| Take-truck-home | 88% | 82% | +6 pt |
| Dedicated routes | 36% | 31% | +5 pt |
| Pet-friendly fleets | 68% | 63% | +5 pt |
| Riders-allowed policies | 76% | 71% | +5 pt |
Source: Lanefinder index, May 2026
Westfield, Massachusetts's biggest divergence from Massachusetts is on take-truck-home, 6 points above the state baseline.
Driving CDL in Massachusetts
Massachusetts freight runs on the I-90 / I-93 / I-95 grid through Boston, with the Port of Boston handling bulk and container cargo. A dense biotech and pharmaceutical manufacturing cluster around Cambridge / Boston / Worcester requires cold-chain and hazmat-eligible lanes. The Big Dig tunnels have truck-height and hazmat restrictions worth checking before routing. Boston congestion is consistently in the worst US tier. Cost of living is among the highest nationally. Massachusetts has a moderate flat state income tax with an added surtax on very high incomes (not relevant for most drivers).
Related guides
- Best owner-operator companies in Westfield, Massachusetts
- CDL driver salary in Westfield, Massachusetts
- Best trucking companies in Massachusetts
Where this data comes from
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated May 2026.