Updated May 2026
Best Trucking Companies in Woburn, Massachusetts (May 2026)
Woburn, Massachusetts's W2 trucking market includes 241 active carriers as of May 2026. 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 Woburn, 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 Woburn, Massachusetts ranking with the strongest composite score across pay, safety, benefits, and operational signals. Pay sits above the 90th percentile in the Woburn, Massachusetts market. KEEP TRUCKING LLC's FMCSA score is strongest on controlled-substances compliance — 88th percentile. Driver applications get a faster-than-median response in Woburn, Massachusetts.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 92nd percentile on weekly pay for the Woburn, Massachusetts market. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 99th percentile. True Transport Inc. responds to driver applications more reliably than the Woburn, Massachusetts median.
True Transport Inc. actually pays more weekly than the top-ranked carrier — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 95th percentile across Woburn, Massachusetts. Top FMCSA dimension here 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 Diaz Stone & Pallet Inc. at $1,750/wk.
What Woburn, Massachusetts drivers actually run
Of active CDL postings in Woburn, Massachusetts this month, 17% are regional and 74% are OTR (long-haul). Local and semi-local routes account for the remaining 9%.
Across Woburn, Massachusetts CDL postings: 1% with guaranteed pay, 26% dedicated, 71% take-truck-home, 60% pet-friendly, 60% riders-allowed.
Woburn, Massachusetts vs Massachusetts: the numbers that diverge
Among the figures above, sign-on bonus availability is where Woburn, Massachusetts differs most from Massachusetts — 5 points above statewide.
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 Woburn, Massachusetts
- CDL driver salary in Woburn, Massachusetts
- Best trucking companies in Massachusetts
Where this data comes from
The composite score is 30% compensation, 25% FMCSA safety, 25% benefits, and 20% operational performance. Pay percentiles are computed against carriers currently hiring in each market; FMCSA percentiles come from SAFER and weight unsafe-driving and hours-of-service violations 2× heavier than the other three dimensions. Updated May 2026.