OTR Trucking Jobs In Massachusetts

Massachusetts
OTR truck driver beside a semi-truck in Massachusetts

As the economic and technological center of New England, OTR trucking jobs in Massachusetts focus on high-value, specialized freight. The Port of Boston and the state's massive life sciences, finance, and technology sectors generate a constant demand for OTR transportation. Drivers here are crucial for moving imports from the port and high-tech goods to the rest of the country, primarily along I-90 (the Mass Pike) and I-95. OTR runs often involve specialized dry van and temperature-controlled freight, requiring drivers to be highly reliable and detail-oriented.

While the state is known for its traffic and strict regulations, the high-value nature of the freight often translates to premium pay and consistent work for experienced OTR professionals. Carriers in Massachusetts are looking for drivers who can efficiently manage the complex logistics of the Northeast. If you're an OTR driver who excels in a demanding, high-rate environment and wants to be a key link in the New England supply chain, explore the top OTR trucking opportunities in the Bay State today.

OTR Trucking Jobs in Massachusetts Cities

OTR Jobs in Boston

Available OTR Jobs in Massachusetts

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CDL-A Recent Grad Truck Drivers

Bison Transport

Posted: 2026/01/03

Boston, Massachusetts OTR
Work in Wisconsin with GFL Environmental as a local truck driver, where the state's extensive logistics network and high freight volume make it an ideal place for efficient operations. The well-maintained infrastructure supports timely deliveries throughout the region, enhancing your ability to excel in your role. Additionally, enjoy competitive benefits, including paid time off and a robust health insurance package, all while contributing to sustainable waste management solutions in your community.
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CDL A Company Driver OTR Hazmat Reefer

Evans Network of Companies

Posted: 2026/01/03

Boston, Massachusetts $1,650 - $1,800 a week OTR
Work in Wisconsin with GFL Environmental as a local truck driver, where the state's extensive logistics network and high freight volume make it an ideal place for efficient operations. The well-maintained infrastructure supports timely deliveries throughout the region, enhancing your ability to excel in your role. Additionally, enjoy competitive benefits, including paid time off and a robust health insurance package, all while contributing to sustainable waste management solutions in your community.
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Independent Contractor Single OTR Driver

Team Driveaway

Posted: 2026/01/03

Boston, Massachusetts OTR
Work in Wisconsin with GFL Environmental as a local truck driver, where the state's extensive logistics network and high freight volume make it an ideal place for efficient operations. The well-maintained infrastructure supports timely deliveries throughout the region, enhancing your ability to excel in your role. Additionally, enjoy competitive benefits, including paid time off and a robust health insurance package, all while contributing to sustainable waste management solutions in your community.
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CDL A TEAM & SOLO Truck Drivers - OTR

Silkroad Tranz

Posted: 2026/01/03

Boston, Massachusetts $2,000 - $3,000 a week OTR
Work in Wisconsin with GFL Environmental as a local truck driver, where the state's extensive logistics network and high freight volume make it an ideal place for efficient operations. The well-maintained infrastructure supports timely deliveries throughout the region, enhancing your ability to excel in your role. Additionally, enjoy competitive benefits, including paid time off and a robust health insurance package, all while contributing to sustainable waste management solutions in your community.
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