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Weekend Driver Jobs in Winchester, VA (NOW HIRING)

Jimmy John's

Driver

Winchester, VA · On-site

$20/hr

We have availability for week day morning/lunch shifts, evenings and weekends. Drivers deliver orders within a 5 mile radius of the store and help in the store. Delivery drivers get 100% of their ...

Jimmy John's

Driver

Winchester, VA · On-site

$20/hr

We have availability for week day morning/lunch shifts, evenings and weekends. Drivers deliver orders within a 5 mile radius of the store and help in the store. Delivery drivers get 100% of their ...

Ryder System

Truck Driver CDL Off Weekends

Linden, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Strasburg, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder

Truck Driver CDL Off Weekends

Front Royal, VA

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus:Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder

Truck Driver CDL Off Weekends

Front Royal, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus:Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Delaplane, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Markham, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Middletown, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Millwood, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Linden, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Paris, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

Ryder System

Truck Driver CDL Off Weekends

Upperville, VA · On-site

$1.5K/wk

Driver Positions Pay Weekly * Averaging $1505 per week * Sign On Bonus: Pays you $1250 at 30 days and $1250 at 90 days * Paid Training * Schedule: Sunday - Friday NO WEEKENDS * Start Time: 9:00 pm ...

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Weekend Driver information

See Winchester, VA salary details

$9

$18

$29

How much do weekend driver jobs pay per hour?

As of Aug 30, 2026, the average hourly pay for weekend driver in Winchester, VA is $18.22, according to ZipRecruiter salary data. Most workers in this role earn between $13.99 and $19.62 per hour, depending on experience, location, and employer.

What is a weekend driver?

Weekend drivers are individuals employed to operate vehicles, such as cars, vans, or trucks, primarily on weekends. Their responsibilities often include transporting passengers, delivering goods, or providing ride-sharing services during peak weekend hours. This role is ideal for those seeking flexible, part-time work or supplemental income. Weekend drivers must typically hold a valid driver's license and have a clean driving record. Some positions may also require familiarity with navigation apps or customer service skills.

What does a weekend driver do?

A weekend driver works shifts on Saturdays and Sundays delivering packages, transporting cargo, or taking passengers to their destination. The specific responsibilities of these part-time jobs depend on the work and the type of vehicle that you drive. If you work as a weekend truck driver, you transport cargo or make deliveries locally. In a courier position, you pick up and deliver documents, packages, or medical equipment. Food delivery drivers transport food from restaurants to customers. Bus or shuttle drivers carry passengers on a route in a large bus, while rideshare or taxi drivers operate cars or trucks and work on the weekends to provide personalized driving service to passengers.

What are the key skills and qualifications needed to thrive as a weekend driver, and why are they important?

To thrive as a Weekend Driver, you need a valid driver's license, a clean driving record, and a solid understanding of traffic laws and navigation. Familiarity with GPS systems, route planning apps, and sometimes ride-sharing platforms or delivery software is often required. Excellent time management, customer service skills, and reliability help drivers stand out in this role. These skills ensure safe, efficient, and satisfactory service to clients during high-demand periods.

What are some common challenges weekend drivers face, and how can they overcome them?

Weekend Drivers often encounter heavy traffic, unpredictable schedules, and the need to adapt to last-minute route changes. Staying organized and maintaining clear communication with dispatchers or clients is key to managing these challenges. Additionally, being familiar with local traffic patterns and using navigation apps can help drivers optimize routes and reduce delays. Flexibility and a customer-focused attitude are essential for success in this role.

What is the difference between Weekend Driver vs Delivery Driver?

AspectWeekend DriverDelivery Driver
Required CredentialsValid driver's license, clean driving recordValid driver's license, sometimes specific certifications for certain deliveries
Work EnvironmentPersonal or company vehicle, flexible hours, often on weekendsCompany vehicle or personal vehicle, routes vary, may include weekends
Employer & IndustryLogistics, transportation, courier servicesFood, retail, e-commerce, courier services

Weekend Drivers typically work on weekends providing transportation services, often with flexible hours and a focus on personal or company vehicles. Delivery Drivers also work in transportation but focus on delivering goods, often with specific routes and schedules. Both roles require a valid driver's license and are common in logistics and courier industries, but their primary tasks and work environments differ slightly.

More about Weekend Driver jobs

What are the most commonly searched types of Driver jobs in Winchester, VA?

The most popular types of Driver jobs in Winchester, VA are:

What are popular job titles related to Weekend Driver jobs in Winchester, VA?

For Weekend Driver jobs in Winchester, VA, the most frequently searched job titles are:

What job categories do people searching Weekend Driver jobs in Winchester, VA look for?

The top searched job categories for Weekend Driver jobs in Winchester, VA are:

What cities near Winchester, VA are hiring for Weekend Driver jobs?

Cities near Winchester, VA with the most Weekend Driver job openings:

Weekend Driver jobs near you
Infographic showing various Weekend Driver job openings in Winchester, VA as of June 2026, with employment types broken down into 1% As Needed, 66% Full Time, 32% Part Time, and 1% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $37,889 per year, or $18.2 per hour.

Weekend Driver/In Shop Hybrid

Jimmy John's

Winchester, VA

$19/hr

Full-time, Part-time

Re-posted 13 days ago

Jimmy John's rating

5.3

Company rating: 5.3 out of 10

Based on 736 frontline employees who took The Breakroom Quiz

46th of 107 rated fast food restaurants

Job description

Jimmy John's is looking for a few motivated individuals to fill open positions as Weekend Delivery Drivers. Our high energy crew needs a few more motivated crew members to be a part of our team.
Hours available to work can be from 15 to 35 hours per week. We have availability for week day morning/lunch shifts, evenings and weekends.
As an In-shop Crew Member you will be responsible for greeting customers when they enter and exit the restaurant. Providing world-class customer service and executing fast and accurate sandwiches while maintaining sanitation standards.
Drivers deliver orders within a 5 mile radius of the store and help in the store. Delivery drivers get 100% of their tips each shift, and a competitive hourly wage. Drivers must be 18 or over with reliable transportation.
Make up to $19+/hour with tips! Jimmy John's drivers make great money!!! JJ's drivers earn more because you drive less. We have smaller delivery zones and on average you take more deliveries per hour than other places.
If you think you have what it takes to be a part of our team, come in and fill out an application or submit your resume online. Please include the hours that you are available if applying online.
Opportunities for advancement exist. Hard working employees have the potential to move up in the ranks and apply for our Management positions also.
Duties:
Drivers deliver orders in a safe and timely manner
Drivers will take phone orders and in-shop register orders
Drivers are responsible for bagging orders accurately and checking bagged orders
Drivers help with after lunch and dinner clean-up
Jimmy John's drivers are responsible for maintaining their own insurance
Drivers need to have had a valid license for over two years
No major infractions on your license
Drivers who wish to advance may learn sandwich making and other in-shop duties
Maintain clean uniform and self-presentation
Job Types: Full-time, Part-time
Salary: Up to $19/hr with tips
Must be 18 years or older

What Jimmy John's employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Jimmy John's logo

About Jimmy John's

Sourced by ZipRecruiter

Since Day 1 when our founder, Jimmy, opened his first Jimmy John’s sandwich shop in 1983, we’ve had the determination and badassery to settle for nothing less than the best. We are in early every morning baking fresh bread and slicing vegetables, and we’re not afraid to have a little or a lot of fun along the way. We succeed together as a family because let’s be honest, nobody can compete with the rockstars of Jimmy John’s. Part of what makes Jimmy John’s special is our fast-paced, high energy, no B.S, get it done now, big city attitude right in your own hometown. That energy and passion are baked right into the DNA of the brand.

Industry

Food services and drinking places

Company size

10,000+ Employees

Headquarters location

Champaign, IL, US

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