Updated November 2026
Best Trucking Companies in Woburn, Massachusetts (November 2026)
Woburn, Massachusetts's W2 trucking market includes 239 active carriers as of November 2026. HandledNow LLC leads with an average weekly pay of $1,875 and an average $3,750 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 Woburn, Massachusetts. Biggest climb: Herrington Transportation Inc. (#23 → #2). Biggest fall: REISCH TRUCKING INC (#32 → #47). Elsewhere in the top 50, 2 carriers joined, 4 left, and 40 changed rank.
All changes since October 2026
The trucking companies leading Woburn, Massachusetts this month
The top of the list is HandledNow LLC at $1,875/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1HandledNow LLC — $1,875/wk
HandledNow LLC leads the Woburn, Massachusetts market on combined pay and ranking score this month. Strongest FMCSA dimension is driver fitness — 99th percentile. Application-response data flags this carrier as a responsive employer.
HandledNow LLC leads Woburn, Massachusetts's top 10 on sign-on bonus, advertising $3,750 for new drivers.
#2Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. rose 21 positions month-over-month, from #23 to #2. Weekly pay here lands in the 90th percentile across Woburn, Massachusetts. Herrington Transportation Inc. tracks as a responsive employer on application-response data.
#3True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 90th percentile on weekly pay for the Woburn, Massachusetts market. True Transport Inc.'s top FMCSA dimension is unsafe-driving avoidance, in the 98th percentile.
True Transport Inc. actually pays more weekly than the top-ranked carrier — $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 G-DIAMOND TRANSPORT INC at $2,045/wk.
What Woburn, Massachusetts drivers actually run
Of active CDL postings in Woburn, Massachusetts this month, 18% are regional and 73% are OTR (long-haul). Local and semi-local routes account for the remaining 9%.
Across Woburn, Massachusetts CDL postings: 1% with guaranteed pay, 27% dedicated, 70% take-truck-home, 60% pet-friendly, 60% riders-allowed.
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 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 November 2026.