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Winter Equipment Operator Jobs (NOW HIRING)

Alterra

Equipment Operator - Winter Season

Winter Park, CO · On-site

$23.50 - $25.50/hr

The Grounds Operator operates a variety of light to medium equipment and vehicles and performs ... Familiarity with Winter Park Resort, town and valley is desirable. Experience working with the ...

City of The Dalles

Equipment Operator

The Dalles, OR · On-site

$60K - $72K/yr

Ability to provide winter road maintenance including snow plowing, sanding, and de-icing on ... Two (2) years of experience operating heavy equipment and performing related construction and ...

City of The Dalles

Equipment Operator

The Dalles, OR · On-site

$60K - $72K/yr

Equipment Operator daily assignments will vary, but duties include:Asphalt paving operations ... winter storm response or emergenciesDuties may involve working in confined spaces, trenches, or at ...

Town Of Sharon

Equipment Operator

Sharon, MA · On-site

$68K/yr

Join us as an Equipment Operator-operating equipment, maintaining parks and grounds, and stepping up when winter weather hits. The Town of Sharon seeks a full-time (40 hours/week, M-F 7:00 a.m. - 3 ...

Town of Sharon

Equipment Operator

Sharon, MA · On-site

$68K/yr

Join us as an Equipment Operator--operating equipment, maintaining parks and grounds, and stepping up when winter weather hits. The Town of Sharon seeks a full-time (40 hours/week, M-F 7:00 a.m. - 3 ...

State of North Dakota

Equipment Operator

Williston, ND · On-site

$4.3K - $4.9K/mo

NDDOT Equipment Operator II Salary: $4,937 / month NDDOT Equipment Operator I Salary: $4,375 / month Winter hours for this position will be 2:30 p.m. to 11 00 p.m. from November through April. Shift ...

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Winter Equipment Operator information

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$14

$23

$33

How much do winter equipment operator jobs pay per hour?

As of Sep 13, 2026, the average hourly pay for winter equipment operator in the United States is $23.72, according to ZipRecruiter salary data. Most workers in this role earn between $19.47 and $26.92 per hour, depending on experience, location, and employer.

What cities are hiring for Winter Equipment Operator jobs?

Cities with the most Winter Equipment Operator job openings:

What are popular job titles related to Winter Equipment Operator jobs?

For Winter Equipment Operator jobs, the most frequently searched job titles are:

Seasonal Winter Equipment Operator

Boylston, MA

LEI Corporation
See more jobs at LEI Corporationexternal

$40 - $50/hr

Part-time

Re-posted 14 days ago

Job description

Experienced Seasonal Snow Equipment Operators Wanted

When it snows, you work. When you work, you earn.

If you're an experienced heavy equipment operator looking to maximize your earnings during the winter, LEI wants to hear from you.

We're hiring seasonal snow operators for the upcoming snow season. This is on-call, weather-dependent work. When winter weather hits, you'll be part of one of New England's largest commercial snow and ice management teams, operating late-model equipment on premier commercial properties throughout Massachusetts.

We're looking for operators experienced with:

  • Wheel Loaders
  • Skid Steers
  • AG Tractors
  • Backhoes
  • Commercial snow removal equipment

A Massachusetts Hoisting License is required.

Why Experienced Operators Choose LEI
  • Top industry pay — Earn up to $50/hour based on experience.
  • More seat time. More earning potential. Our large commercial portfolio, multiple snow dump operations, and extensive post-storm snow removal work keep operators working long after the plowing is done.
  • Late-model equipment — Operate one of the newest and best-maintained fleets in the industry.
  • Family owned for over 40 years — A company built on relationships, not private equity.
  • Professional operation — Organized dispatch, experienced leadership, and the technology to support you during every storm.
  • Commercial properties across Massachusetts with opportunities in multiple operating areas.

This is seasonal, weather-dependent employment designed for operators who want to make the most of the winter season. If you're dependable, experienced, and ready to answer the call when the snow starts falling, there's no better place to spend your winter.

Run the best equipment. Work with the best team. Maximize your winter earnings.

Apply today:
www.leisite.com/careers

LEI Corporation
All In. All Seasons.