Updated May 2026
Best Trucking Companies in Hagerstown, Maryland (May 2026)
For W2 company drivers in Hagerstown, Maryland, Lanefinder tracks 286 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. Maryland freight flows through Port of Baltimore — a major East Coast container and auto-import port (recovering from the 2024 Key Bridge collapse) — and along the I-95 / I-70 / I-695 Beltway corridor connecting mid-Atlantic manufacturing and DC-metro distribution.
What changed in May 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Hagerstown, Maryland's top trucking carriers right now
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 leads the Hagerstown, Maryland market on combined pay and ranking score this month. KEEP TRUCKING LLC pays above the 90th percentile on weekly pay for the Hagerstown, Maryland market. KEEP TRUCKING LLC's top FMCSA dimension is controlled-substances compliance, in the 88th percentile. Lanefinder's application data flags KEEP TRUCKING LLC as a responsive employer.
#2True Transport Inc. — $2,250/wk
True Transport Inc. sits in the 97th percentile for weekly pay among Hagerstown, Maryland carriers. On unsafe-driving avoidance, the carrier ranks in the 99th percentile per FMCSA SAFER data. Lanefinder's application data flags True Transport Inc. as a responsive employer.
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 pays above the 90th percentile on weekly pay for the Hagerstown, Maryland market. JK MOVING & STORAGE INC ranks in the 94th percentile for unsafe-driving avoidance on FMCSA SAFER data.
Also in the top 10: #4 Covenant Transport Inc at $1,762/wk, #5 HMD TRUCKING INC at $1,800/wk, #6 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #7 ECM ENERGY SERVICES INC at $1,950/wk, #8 GATEWAY DISTRIBUTION at $1,750/wk, #9 JS HELWIG & SON LLC at $1,850/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
How drivers spend their time on the road in Hagerstown, Maryland
The route mix in Hagerstown, Maryland this month tilts OTR: 23% regional, 71% OTR, 4% local, 2% semi-local — drawn from active postings, not historical surveys.
Across Hagerstown, Maryland CDL postings: 1% with guaranteed pay, 26% dedicated, 78% take-truck-home, 63% pet-friendly, 63% riders-allowed.
Hagerstown, Maryland vs Maryland: the numbers that diverge
| Hagerstown, Maryland | Maryland top 50 | Delta | |
|---|---|---|---|
| Pet-friendly fleets | 73% | 63% | +10 pt |
| Take-truck-home | 88% | 80% | +8 pt |
| Riders-allowed policies | 77% | 72% | +5 pt |
Source: Lanefinder index, May 2026
Among the figures above, pet-friendly fleets is where Hagerstown, Maryland differs most from Maryland — 10 points above statewide.
Driving CDL in Maryland
Maryland freight flows through the Port of Baltimore — a major East Coast container and auto-import port (recovering from the 2024 Key Bridge collapse) — and along the I-95 / I-70 / I-695 (Baltimore Beltway) corridor connecting mid-Atlantic manufacturing and DC-metro distribution. The Beltway is consistently top-tier in US congestion. Cost of living is high and state income tax is moderate-to-high depending on county add-ons. Eastern Shore freight (poultry processing especially) is a distinct regional segment. The Bay Bridge wind restrictions and weight rules complicate Eastern Shore route timing.
Related guides
- Best owner-operator companies in Hagerstown, Maryland
- CDL driver salary in Hagerstown, Maryland
- Best trucking companies in Maryland
The methodology behind the rankings
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated May 2026.