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Part Time Driving Jobs in Windsor, VT (NOW HIRING)

Okemo Mountain Resort

Experienced CDL Driver

Ludlow, VT

$25 - $30.29/hr

  • Retirement

No previous commercial driving experience is required, paid CDL training and testing is provided ... Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age

Vail Resorts

Driver

Ludlow, VT · On-site

$20 - $23/hr

  • Retirement

No previous commercial driving experience is required. Paid training is provided. Job ... Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age

Mount Sunapee Resort

Driver

Newbury, NH

$20/hr

  • Retirement

No previous commercial driving experience is required. Paid training is provided. Job ... Shift Type: Part Time hours available * Minimum Age: At least 18 years of age * Housing ...

Okemo Mountain Resort

Driver

Ludlow, VT

$20/hr

  • Retirement

No previous commercial driving experience is required. Paid training is provided. Job ... Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age

Mount Sunapee Resort

Driver

Newbury, NH

$20 - $23/hr

  • Retirement

No previous commercial driving experience is required. Paid training is provided. Job ... Shift Type: Part Time hours available * Minimum Age: At least 18 years of age * Housing ...

Vail Resorts

Driver

Newbury, NH · On-site

$20 - $23/hr

  • Retirement

No previous commercial driving experience is required. Paid training is provided. Job ... Shift Type: Part Time hours available * Minimum Age: At least 18 years of age * Housing ...

Okemo Mountain Resort

Driver

Ludlow, VT · On-site

$20 - $23/hr

  • Retirement

No previous commercial driving experience is required. Paid training is provided. Job ... Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age

Allied Universal

Security Officer Unarmed Patrol

Lebanon, NH · On-site

$19.57/hr

  • Retirement

As a Part-Time Security Officer, you can build a schedule that works for you and explore new roles ... A valid driver's license will be required for driving positions only. Why Join Us: * Smart Tools:

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All JobsDriving JobsPart Time Driving JobsPart Time Driving Jobs in Windsor, VT

Part Time Driving information

See Windsor, VT salary details

$6

$22

$40

How much do part time driving jobs pay per hour?

As of Aug 19, 2026, the average hourly pay for part time driving in Windsor, VT is $22.03, according to ZipRecruiter salary data. Most workers in this role earn between $17.84 and $22.31 per hour, depending on experience, location, and employer.

What is a part time driving job?

Part time driving jobs involve transporting people or goods on a flexible or reduced-hour schedule compared to full-time positions. These roles can include driving for ride-share companies, delivery services, courier work, or working as a part-time driver for businesses. Part time drivers often choose their own hours or work shifts that fit around other commitments, making it a popular option for students, retirees, or those seeking supplemental income. Requirements typically include a valid driver’s license, a clean driving record, and in some cases, a background check.

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

To thrive as a Part Time Driver, you need a valid driver's license, a clean driving record, and thorough knowledge of traffic laws and local routes. Familiarity with GPS navigation systems, delivery management apps, or ride-sharing platforms is often required. Strong time management, customer service skills, and reliability help drivers stand out in this role. These skills ensure safe, timely transportation and positive client experiences, which are essential for success in driving positions.

What are some common challenges faced by part-time drivers, and how can they be managed?

Part-time drivers often face challenges such as fluctuating schedules, unpredictable traffic conditions, and the need to quickly adapt to different routes or clients. Managing these challenges requires strong time management skills, effective communication with dispatchers or supervisors, and staying updated with navigation tools. Building flexibility into your routine and maintaining your vehicle in good condition also help ensure a smoother experience in this role.

What is the difference between Part Time Driving vs Part Time Delivery Driver?

AspectPart Time DrivingPart Time Delivery Driver
CredentialsDriver's license, possibly a clean driving recordDriver's license, sometimes specific delivery certifications
Work EnvironmentVarious, including personal vehicles, company cars, or trucksPrimarily on the road, delivering goods or food
Employer & IndustryTransportation, logistics, or personal driving servicesFood, retail, or courier services
Search & Comparison IntentUnderstanding driving roles, flexible schedulesFocus on delivery jobs, food or package delivery

Part Time Driving generally involves operating vehicles for various purposes, while Part Time Delivery Driver specifically focuses on delivering goods or food. Both roles require a valid driver's license and involve driving, but delivery drivers often work within specific industries like food or retail. The choice depends on your preferred work environment and industry focus.

What are the most commonly searched types of Driving jobs in Windsor, VT?

The most popular types of Driving jobs in Windsor, VT are:

What cities near Windsor, VT are hiring for Part Time Driving jobs?

Cities near Windsor, VT with the most Part Time Driving job openings:

Part Time Driving jobs near you
Infographic showing various Part Time Driving job openings in Windsor, VT as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 29% Part Time, and 2% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $45,821 per year, or $22 per hour.

Experienced CDL Driver

Mount Sunapee Resort

Newbury, NH

$25 - $30.29/hr

Part-time

Retirement

Re-posted 4 days ago

Job description

Create Your Experience of a Lifetime!

Come work and play in the mountains!  Whether it’s your first-time seeing snow or you were born on the slopes, joining our team means discovering (or re-discovering!) a passion for the outdoors while building lifelong connections with teammates and guests from around the world.

With 40+ resorts across 3 continents, you can join our team for a season or stay to build a career. From day one, you'll receive some of the highest compensation rates in the industry, free pass(es) along with free ski and snowboard lessons, 40% retail discounts, the chance to grow through Epic Service - our leading training and development experience, and wellness benefits to fuel your success.

Hiring for our seasonal positions occurs on a rolling basis. Applications will be accepted until December 15th or until the positions are filled (whichever is first).

Employee Benefits

•    Ski/Mountain Perks! Free passes for employees, employee discounted lift tickets for friends and family AND free ski lessons 
•    MORE employee discounts on lodging, food, gear, and mountain shuttles
•    401(k) Retirement Plan 
•    Employee Assistance Program
•    Excellent training and professional development
•    Referral Program

To Learn More, please review the Benefits Eligibility Summary

Job Summary:

Come join the resort Transportation Team and work as a driver! If you make safety a top priority, have a passion for driving and enjoy providing exceptional guest service then this is the job for you. 

Previous commercial driving experience is required, and must have a valid CDL-B with air brake and passenger endorsements.

Job Specifications

  • Starting Wage: $25.00/hr - $30.29/hr
  • Employment Type: Winter Seasonal 2026/2027
  • Shift Type: Part Time hours available
  • Minimum Age: At least 18 years of age
  • Housing Availability: No

Job Responsibilities

  • Safely transport small or large groups of guests while adhering to scheduled routes and accommodating demand requests
  • Ability to drive bus in all conditions
  • Responsible for completing pre and post trip vehicle inspections
  • Advanced knowledge of vehicle maintenance, including but not limited to checking fluids, fueling and all safety systems
  • Provide exceptional guest service to all guests and equip them with information about the area, activities and transportation in the resort
  • Other duties as assigned

Job Requirements

  • Satisfactory Driving Record
  • Valid Driver’s License
  • Hold a valid CDL-B (with air brake and passenger endorsments)
  • Be knowledgeable in 2-way radio use and various codes

The expected pay range is $25.00/hr - $30.29/hr. This is the pay range we reasonably expect to pay for this position. Individual compensation decisions are based on a variety of factors.

In completing this application, and when submitting related documentation, applicants may redact information that identifies their age, date of birth, and/or dates of attendance at or graduation from an educational institution. 

We follow all federal, state, and local laws including restrictions on child/minor labor. Minors hired into this position will not be asked or permitted to engage in any activities restricted to adult workers.

Vail Resorts is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, disability, protected veteran status or any other status protected by applicable law.

Requisition ID  515837
Reference Date: 07/14/2026 
Job Code Function: Commercial Driving (CDL Required)  

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