Updated May 2026
Best Trucking Companies in Leominster, Massachusetts (May 2026)
There are 254 W2 trucking carriers currently posting jobs in Leominster, 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.
Where CDL pay is strongest in Leominster, 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 is number-one in Leominster, Massachusetts this month on the composite ranking. Weekly pay here lands in the 95th percentile across Leominster, Massachusetts. Strongest FMCSA dimension is controlled-substances compliance — 88th percentile. Application-response data flags this carrier as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc.'s weekly pay ranks in the 97th percentile across Leominster, Massachusetts. Strongest FMCSA dimension is unsafe-driving avoidance — 99th percentile. True Transport Inc. tracks as a responsive employer on application-response data.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC sits in the 95th percentile for weekly pay among Leominster, Massachusetts carriers. JK MOVING & STORAGE INC's top FMCSA dimension is unsafe-driving avoidance, in the 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 DIVINE ENTERPRISES at $1,375/wk, #8 JS HELWIG & SON LLC at $1,850/wk, #9 ABENAQUI CARRIERS at $1,750/wk, #10 PREMIER TRANSPORTATION at $1,700/wk.
Lane mix and benefits across Leominster, Massachusetts
The route mix in Leominster, Massachusetts this month tilts OTR: 17% regional, 71% OTR, 11% local, 1% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 1% of Leominster, Massachusetts postings; dedicated routes at 26%; take-truck-home at 70%. Pet-friendly policies appear at 58% and riders-allowed at 60%.
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 Leominster, Massachusetts
- CDL driver salary in Leominster, Massachusetts
- Best trucking companies in Massachusetts
Where this data comes from
Composite-score formula: compensation × 0.30, FMCSA safety × 0.25, benefits × 0.25, operational performance × 0.20. Compensation is anchored on pay percentile and lifted by sign-on bonus tier and guaranteed-pay availability. Operational performance is built mostly from driver-application response data in Lanefinder's platform, with fleet-scale percentile contributing a smaller portion. Updated May 2026.