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Weekend Driving Jobs in Massachusetts (NOW HIRING)

Grand Prix Driving School

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Driving Instructor

Hyannis, MA · On-site

$18 - $20/hr

Driving Instructor to help student reach their goal of becoming a licensed driver. Hours are ... Flexible hours in the afternoons and weekends. We are looking for Instructors for several Cape ...

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Weekend Caregiver

Attleboro, MA · On-site

$16 - $18/hr

... driving record, and must pass drug screen. APPLY NOW! We can't wait to meet you! Position ... Weekend CaregiverID:98E Please note that this is the job board for the franchise office located at ...

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Driving Instructor Natick

Natick, MA · On-site

$23/hr

FT/PT or Seasonal Driving Instructor Compensation : $23.00/hr. Love teaching? Love the open road ... Ability to work evenings and weekends (you will have a set schedule so your schedule will be ...

The Next Street

Driving Instructor Natick

Natick, MA

$23/hr

FT/PT or Seasonal Driving Instructor Compensation : $23.00/hr. Love teaching? Love the open road ... Ability to work evenings and weekends (you will have a set schedule so your schedule will be ...

Gordon Food Service

CDL A Delivery Driver

Shrewsbury, MA · On-site

$95K/yr

Start time 5AM until work until the route is finished NO WEEKEND DRIVING! HOME DAILY! Pay : Drivers average $95K+ annually * Daily base pay, plus component pay * Paid for every mile driven, stop made ...

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Weekend Caregiver

Norwood, MA · On-site

$16 - $20/hr

You MUST have your own Transportation, Clean Driving Record, No Criminal Record, and Speak Fluent ... Weekend CaregiverID:1153 Please note that this is the job board for the franchise office located at ...

The Next Street

Driving Instructor Natick

Natick, MA

$23/hr

FT/PT or Seasonal Driving Instructor Compensation : $23.00/hr. Love teaching? Love the open road ... Ability to work evenings and weekends (you will have a set schedule so your schedule will be ...

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All JobsDriving JobsWeekend Driving JobsWeekend Driving Jobs in Massachusetts

Weekend Driving information

See Massachusetts salary details

$17

$28

$41

How much do weekend driving jobs pay per hour?

As of Aug 6, 2026, the average hourly pay for weekend driving in Massachusetts is $28.60, according to ZipRecruiter salary data. Most workers in this role earn between $23.12 and $32.84 per hour, depending on experience, location, and employer.

What skills and qualifications are needed for weekend driving?

To thrive as a Weekend Driver, you typically need a valid driver's license, a clean driving record, and thorough knowledge of local traffic laws and routes. Familiarity with GPS navigation systems, ride-sharing or delivery apps, and basic vehicle maintenance are commonly required. Strong customer service skills, punctuality, and the ability to remain calm under pressure help drivers stand out. These skills ensure safe, efficient, and reliable transportation or delivery services, which are critical for customer satisfaction and professional success.

What is weekend driving?

Weekend driving jobs are positions that involve transporting passengers or goods primarily during the weekends, often on a part-time or flexible basis. These roles include driving for ride-share services, delivery companies, or transporting goods for local businesses. Weekend driving jobs are ideal for people looking to earn extra income outside of their regular weekday commitments. Drivers typically need a valid driver's license, a clean driving record, and sometimes their own vehicle, depending on the employer.

What are the typical work schedules and expectations for weekend driving?

Weekend driving roles often require flexibility, as shifts may start early in the morning or extend late into the evening, depending on demand. Drivers may be expected to handle higher passenger or delivery volumes during peak hours, such as Friday and Saturday nights. Communication with dispatchers or customers is key, and drivers should be prepared for variable traffic conditions. Regular vehicle checks and adherence to safety protocols are also important parts of the job. Team interaction varies, but drivers typically coordinate closely with support staff to ensure smooth operations.

What is the difference between Weekend Driving vs Weekend Delivery Driver?

AspectWeekend DrivingWeekend Delivery Driver
CredentialsDriver's license, clean driving recordDriver's license, vehicle insurance
Work EnvironmentPersonal vehicle, roads, highwaysDelivery vans/trucks, client locations
Industry UsageTransportation, logistics, personal commutingFood, retail, e-commerce deliveries
Common Search IntentDriving jobs on weekends, personal drivingWeekend delivery jobs, courier work

Weekend Driving typically involves personal or professional driving on weekends, often for commuting or transportation services. Weekend Delivery Drivers focus on delivering goods or packages during weekends, usually for retail or food services. While both roles require a valid driver's license, the main difference lies in the work environment and job purpose. Understanding these distinctions helps job seekers find roles that match their skills and schedule preferences.

What are the most commonly searched types of Driving jobs in Massachusetts? The most popular types of Driving jobs in Massachusetts are:
What cities in Massachusetts are hiring for Weekend Driving jobs? Cities in Massachusetts with the most Weekend Driving job openings:
Weekend Driving jobs near you
Infographic showing various Weekend Driving job openings in Massachusetts as of August 2026, with employment types broken down into 65% Full Time, 32% Part Time, and 3% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $59,493 per year, or $28.6 per hour.

Driving Instructor

Grand Prix Driving School

Hyannis, MA • On-site

$18 - $20/hr

Part-time

Posted 13 days ago

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Job description

Driving Instructor to help student reach their goal of becoming a licensed driver. Hours are part time and during the school years the hours wouldn't start until after 2pm during weekdays. Flexible hours in the afternoons and weekends. We are looking for Instructors for several Cape areas from Falmouth to Orleans. Starting pay is 18 to 20 per hour with regular raises based on how many hours you work.

Company Description

Family Founded-Owned-Run Cape Cod Buisness.
Always in need of good solid people who care about the work we are doing.