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Winter Seasonal Jobs in Rutland, VT (NOW HIRING)

Okemo Mountain Resort

Driver

Ludlow, VT

$20/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Safely transport small or ...

Vail Resorts

Non-Certified Ski Instructor

Ludlow, VT · On-site

$20/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 16 years of age * Housing Availability: Yes Job Responsibilities: * Teach group and private ...

Vail Resorts

Rental Technician

Ludlow, VT · On-site

$20/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Provide excellent guest service at one of our retail ...

Vail Resorts

Experienced CDL Driver

Ludlow, VT · On-site

$25/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities * Safely transport small or ...

Vail Resorts

Certified Snowboard Instructor

Ludlow, VT · On-site

$21/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 16 years of age * Housing Availability: Yes Job Responsibilities: * Teach group and private ...

Okemo Mountain Resort

Lead Back of House

Ludlow, VT · On-site

$22 - $29.22/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Attend to all guest needs in the ...

Okemo Mountain Resort

Restaurant Crew

Ludlow, VT

$20/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 14 years of age * Housing Availability: No Job Responsibilities:  * Make connections with ...

Vail Resorts

Advanced Product Sales

Ludlow, VT · On-site

$22/hr

Winter Seasonal 2026/2027 * Shift Type: Part Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Provide information and facilitate the ...

Okemo Mountain Resort

Experienced Cook

Ludlow, VT · On-site

$21.25 - $26.57/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Understand the use and operation of ...

Okemo Mountain Resort

Lead Ski & Ride School

Ludlow, VT · On-site

$53.50/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Oversee daily instruction ...

Vail Resorts

Server

Ludlow, VT · On-site

$20/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age * Housing Availability: No Job Responsibilities: * Make connections with guests ...

Okemo Mountain Resort

Bartender

Ludlow, VT

$20/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time and Part Time hours available * Minimum Age: At least 18 years of age * Housing Availability: No Job Responsibilities:  * Make connections with ...

Vail Resorts

Advanced CDL Driver

Ludlow, VT · On-site

$27/hr

Winter Seasonal 2026/2027 * Shift Type: Full Time hours available * Minimum Age: At least 18 years of age * Housing Availability: Yes Job Responsibilities: * Obey all laws of the highway and drive in ...

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Showing results 41-60

All JobsWinter JobsWinter Seasonal JobsWinter Seasonal Jobs in Rutland, VT

Winter Seasonal information

See Rutland, VT salary details

$10

$16

$21

How much do winter seasonal jobs pay per hour?

As of Sep 2, 2026, the average hourly pay for winter seasonal in Rutland, VT is $16.37, according to ZipRecruiter salary data. Most workers in this role earn between $15.29 and $18.22 per hour, depending on experience, location, and employer.

What is a winter seasonal?

Winter seasonal jobs are temporary positions that are available primarily during the winter months. These roles often support industries that experience increased activity during winter, such as retail, hospitality, ski resorts, and holiday events. Examples include ski instructors, retail associates, resort staff, delivery drivers, and event coordinators. These jobs typically last from late fall through early spring, offering flexible opportunities for extra income or experience. They are ideal for students, travelers, or anyone seeking short-term employment.

What are the key skills and qualifications needed to thrive as a winter seasonal worker, and why are they important?

To thrive as a Winter Seasonal Worker, you typically need physical stamina, reliability, and the ability to work in cold weather conditions, with prior experience in similar roles often preferred. Familiarity with equipment such as snow blowers, shovels, or ski lift machinery, and sometimes basic safety certifications like CPR, can be required depending on the specific position. Strong teamwork, communication, and adaptability are important soft skills for handling varying tasks and working efficiently in dynamic environments. These skills ensure both safety and productivity, enabling workers to meet the demands of peak winter operations.

What are some common challenges faced by winter seasonal employees, and how can they be addressed?

Winter Seasonal employees often face challenges such as adapting to rapidly changing weather conditions, managing physically demanding tasks, and adjusting to irregular work hours. Staying prepared with proper gear and clothing, maintaining good communication with supervisors, and practicing self-care can help address these challenges. Additionally, seeking support from team members and taking advantage of any provided training can make the seasonal experience more rewarding and manageable.

What is the difference between Winter Seasonal vs Snow Shoveler?

AspectWinter SeasonalSnow Shoveler
CredentialsNone typically required, but some may have basic safety trainingNone required, focus on physical ability
Work EnvironmentVaries; outdoor, retail, hospitality, event-basedPrimarily outdoor, snow removal sites
Employer & IndustryRetail stores, event venues, resorts, municipalitiesProperty management, municipal services, private contractors
Search & Comparison IntentLooking for seasonal jobs across industriesSpecifically seeking snow removal or outdoor winter labor

Winter Seasonal jobs encompass a broad range of roles across various industries during winter, including retail, hospitality, and event staffing. Snow Shoveler positions are specialized roles focused solely on outdoor snow removal. While both are seasonal and outdoor, Snow Shoveler jobs are more physically demanding and specific to winter weather conditions, whereas Winter Seasonal roles can vary widely in scope and environment.

What job categories do people searching Winter Seasonal jobs in Rutland, VT look for?

The top searched job categories for Winter Seasonal jobs in Rutland, VT are:

What cities near Rutland, VT are hiring for Winter Seasonal jobs?

Cities near Rutland, VT with the most Winter Seasonal job openings:

Winter Seasonal jobs near you
Infographic showing various Winter Seasonal job openings in Rutland, VT as of August 2026, with employment types broken down into 65% Full Time, and 35% Part Time. Highlights an 100% In-person job distribution, with an average salary of $34,049 per year, or $16.4 per hour.

Driver

Okemo Mountain Resort

Ludlow, VT

$20/hr

Full-time, Part-time

Retirement

Re-posted 21 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. No previous commercial driving experience is required. Paid training is provided.

Job Specifications:

  • Starting Wage: $20.00/hr - $23.00/hr
  • Employment Type: Winter Seasonal 2026/2027
  • Shift Type: Full Time and Part Time hours available
  • Minimum Age: At least 18 years of age
  • Housing Availability: Yes

Job Responsibilities:

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

Job Requirements:

  • Satisfactory Driving Record
  • Valid USA Driver’s License
  • Be knowledgeable in 2-way radio use and various codes

The expected pay range is $20.00/hr - $23.00/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  515888
Reference Date: 07/14/2026 
Job Code Function: Transportation (Non CDL)  

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