Updated May 2026
Best Trucking Companies in Worcester, Massachusetts (May 2026)
There are 251 W2 trucking carriers currently posting jobs in Worcester, Massachusetts. The ranking below reflects active jobs as of May 2026, not historical pay surveys. 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.
The trucking companies leading Worcester, 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 Worcester, Massachusetts ranking with the strongest composite score across pay, safety, benefits, and operational signals. KEEP TRUCKING LLC's weekly pay ranks in the 94th percentile across Worcester, Massachusetts. KEEP TRUCKING LLC ranks in the 88th percentile for controlled-substances compliance on FMCSA SAFER data. KEEP TRUCKING LLC tracks as a responsive employer on application-response data.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 91st percentile on weekly pay for the Worcester, Massachusetts market. Top FMCSA dimension here is unsafe-driving avoidance, in the 99th percentile. Application-response data flags this carrier as a responsive employer.
For pure pay maximization, True Transport Inc. beats the #1-ranked carrier weekly at $2,250.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 94th percentile across Worcester, Massachusetts. JK MOVING & STORAGE INC's FMCSA score is strongest on 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 DIVINE ENTERPRISES at $1,375/wk, #9 PREMIER TRANSPORTATION at $1,700/wk, #10 JS HELWIG & SON LLC at $1,850/wk.
What Worcester, Massachusetts drivers actually run
The route mix in Worcester, Massachusetts this month tilts OTR: 17% regional, 72% OTR, 10% local, 1% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 1% of Worcester, Massachusetts postings; dedicated routes at 27%; take-truck-home at 70%. Pet-friendly policies appear at 58% and riders-allowed at 61%.
Worcester, Massachusetts vs Massachusetts: the numbers that diverge
| Worcester, Massachusetts | Massachusetts top 50 | Delta | |
|---|---|---|---|
| Pet-friendly fleets | 70% | 63% | +7 pt |
| Riders-allowed policies | 78% | 71% | +7 pt |
Source: Lanefinder index, May 2026
Worcester, Massachusetts's biggest divergence from Massachusetts is on pet-friendly fleets, 7 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 Worcester, Massachusetts
- CDL driver salary in Worcester, Massachusetts
- Best trucking companies in Massachusetts
How we compile these rankings
Pay carriers in the same market against each other (30% of the score). Add a five-dimension FMCSA safety percentile from SAFER (25%). Score benefits based on whether the carrier hires W2 drivers or contractors (25%). Layer on employer responsiveness and fleet scale (20%). The weights are fixed and public. Updated May 2026.