High-paying driving jobs in Winchester
Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.
We found 319 high-paying for you in Winchester, VA. These driving jobs pay well, with salaries between $66,521 to $295,971 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Oct 02, 2026
Job title
Winchester, VA
Virginia
Job openings (Winchester)
Owner Operator Driver
Winchester
$5,415
per week
Virginia
$4,961
per week
Truck Driver
Winchester
$1,620
per week
Virginia
$1,729
per week
Local Driver
Winchester
$29.23
per hour
Virginia
$27.32
per hour
Driver
Winchester
$20.11
per hour
Virginia
$19.00
per hour
Delivery Driver
Winchester
$18.08
per hour
Virginia
$18.79
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Owner Operator Driver
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Please refer to the employers job description for complete details.
Owner Operator Drivers transport goods safely, manage logistics, and ensure compliance with regulations. Skills in route planning, knowledge of trucking regulations, and strong self-discipline are essential.
Owner Operator Driver jobs take 62 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
See 3 jobsAverage pay
Winchester
$5,415 per weekVirginia
$4,961 per weekSkills
- Driving
- Van driver
- Tractor-trailer
- Truck driving
- Commercial driving
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Truck Driver
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Please refer to the employers job description for complete details.
Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
Truck Driver jobs take 90 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 221 jobsAverage pay
Winchester
$1,620 per weekVirginia
$1,729 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
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Local Driver
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Please refer to the employers job description for complete details.
Local Drivers transport goods, ensure timely deliveries, and maintain vehicle condition. Knowledge of local routes, a clean driving record, and the ability to manage time effectively are essential.
Local Driver jobs take 67 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See 20 jobsAverage pay
Winchester
$29.23 per hourVirginia
$27.32 per hourSkills
- Load & unload
- Bus driving
- Driving
-
Driver
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Please refer to the employers job description for complete details.
Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
Driver jobs take 75 days on average from job posting to starting date. Currently, 31% of job openings are part-time roles.
See 37 jobsAverage pay
Winchester
$20.11 per hourVirginia
$19.00 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
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Delivery Driver
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Please refer to the employers job description for complete details.
Delivery Drivers transport goods safely, navigate routes efficiently, and manage timely deliveries. They need valid driving licenses, strong knowledge of navigation tools, and effective time management to meet schedule demands and ensure customer satisfaction.
Delivery Driver jobs take 164 days on average from job posting to starting date. Currently, 41% of job openings are part-time roles.
See 38 jobsAverage pay
Winchester
$18.08 per hourVirginia
$18.79 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English