Updated November 2026
Best Trucking Companies in Leominster, Massachusetts (November 2026)
There are 251 W2 trucking carriers currently posting jobs in Leominster, Massachusetts. The ranking below reflects active jobs as of November 2026, not historical pay surveys. HandledNow LLC leads with an average weekly pay of $1,900 and an average $4,375 sign-on bonus. Herrington Transportation Inc. follows at $2,000/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 the nation's largest life-sciences cluster generating cold-chain and hazmat lanes.
What changed in November 2026
SAFE WAY CARRIER LLC at #4 and Mountain States L.P. Gas at #6 are new to the top 50 in Leominster, Massachusetts. Biggest climb: Herrington Transportation Inc. (#25 → #2). Biggest fall: REISCH TRUCKING INC (#35 → #47). Elsewhere in the top 50, 2 carriers joined, 4 left, and 35 changed rank.
All changes since October 2026
Where CDL pay is strongest in Leominster, Massachusetts this month
The top of the list is HandledNow LLC at $1,900/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1HandledNow LLC — $1,900/wk
HandledNow LLC is number-one in Leominster, Massachusetts this month on the composite ranking. HandledNow LLC's FMCSA score is strongest on driver fitness — 99th percentile. HandledNow LLC responds to driver applications more reliably than the Leominster, Massachusetts median.
For sign-on cash, HandledNow LLC posts the largest bonus in Leominster, Massachusetts's top 10 at $4,375.
#2Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. is up from #25 last month, one of the largest jumps in the Leominster, Massachusetts ranking. Herrington Transportation Inc. pays above the 85th percentile on weekly pay for the Leominster, Massachusetts market. Lanefinder's application data flags Herrington Transportation Inc. as a responsive employer.
#3True Transport Inc. — $2,250/wk
True Transport Inc. climbed from #8 to #3 this month — one of the biggest moves in Leominster, Massachusetts. True Transport Inc.'s weekly pay ranks in the 96th percentile across Leominster, Massachusetts. Strongest FMCSA dimension is unsafe-driving avoidance — 98th percentile.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
Also in the top 10: #4 SAFE WAY CARRIER LLC at $2,100/wk, #5 JK MOVING & STORAGE INC at $2,200/wk, #6 Mountain States L.P. Gas at $2,000/wk, #7 Covenant Transport Inc at $1,762/wk, #8 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #9 ROAD SCHOLAR TRANSPORTATION LLC at $2,000/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: 19% regional, 70% OTR, 10% 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 28%; take-truck-home at 69%. Pet-friendly policies appear at 57% and riders-allowed at 59%.
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 a recurring truck bottleneck. 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 November 2026.