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 309 high-paying for you in Winchester, VA. These driving jobs pay well, with salaries between $60,817 to $88,855 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Oct 08, 2026
Job title
Winchester, VA
Virginia
Job openings (Winchester)
Truck Driver
Winchester
$1,625
per week
Virginia
$1,735
per week
Route Driver
Winchester
$60,817
per year
Virginia
$53,339
per year
Local Driver
Winchester
$29.10
per hour
Virginia
$32.47
per hour
Driver
Winchester
$20.11
per hour
Virginia
$19.01
per hour
Delivery Driver
Winchester
$18.06
per hour
Virginia
$18.82
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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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 92 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 220 jobsAverage pay
Winchester
$1,625 per weekVirginia
$1,735 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
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Route Driver
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Please refer to the employers job description for complete details.
Route drivers follow assigned paths to deliver goods while ensuring customer satisfaction. Critical skills involve map reading, time management and customer interaction.
Route Driver jobs take 100 days on average from job posting to starting date. Currently, 8% of job openings are part-time roles.
See 3 jobsAverage pay
Winchester
$60,817 per yearVirginia
$53,339 per yearSkills
- Driving
- Customer service
- Delivery driver experience
- Communication skills
- Box truck
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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 68 days on average from job posting to starting date. Currently, 5% of job openings are part-time roles.
See 20 jobsAverage pay
Winchester
$29.10 per hourVirginia
$32.47 per hourSkills
- Load & unload
- Bus driving
- Driving
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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 80 days on average from job posting to starting date. Currently, 43% of job openings are part-time roles.
See 32 jobsAverage pay
Winchester
$20.11 per hourVirginia
$19.01 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 172 days on average from job posting to starting date. Currently, 37% of job openings are part-time roles.
See 34 jobsAverage pay
Winchester
$18.06 per hourVirginia
$18.82 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English