ZipRecruiter

Log In

1

Winter Break Jobs in Wisconsin (NOW HIRING)

One City Schools, Inc

Assistant Elementary Teacher

Madison, WI · On-site

$15.25 - $20.25/hr

Competitive salary aligned with local market and public schools * 14 PTO days plus holidays, spring break, and winter break * Full health benefits (medical, dental, vision) * Life insurance and ...

New

Reach DANE

Classroom Aide

Madison, WI

$16.21 - $16.70/hr

Part Year includes built-in summer break, 2 weeks winter break, and spring break WHY JOIN US We're reimagining early childhood education as a tool for social transformation. Over 1,000 kids and ...

Reach Dane

Classroom Aide

Madison, WI · On-site

$16.21 - $16.70/hr

Part Year includes built-in summer break, 2 weeks winter break, and spring break WHY JOIN US We're reimagining early childhood education as a tool for social transformation. Over 1,000 kids and ...

Reach DANE

Classroom Aide

Madison, WI · On-site

$16.21 - $16.70/hr

Part Year includes built-in summer break, 2 weeks winter break, and spring break WHY JOIN US We're reimagining early childhood education as a tool for social transformation. Over 1,000 kids and ...

Reach DANE

4K DPI Teacher

Madison, WI · On-site

$56K/yr

Schedule: Full-time, Part Year Part Year includes built-in summer break, 2 weeks winter break, and spring break. WHY JOIN US We're reimagining early childhood education as a tool for social ...

Reach Dane

4K DPI Teacher

Madison, WI · On-site

$56K/yr

Schedule: Full-time, Part Year Part Year includes built-in summer break, 2 weeks winter break, and spring break. WHY JOIN US We're reimagining early childhood education as a tool for social ...

Reach DANE

4K DPI Teacher

Madison, WI · On-site

$56K/yr

Schedule: Full-time, Part Year Part Year includes built-in summer break, 2 weeks winter break, and spring break. WHY JOIN US We're reimagining early childhood education as a tool for social ...

The Edgewater Hotel

Host

Madison, WI · On-site

If you are a student must have availability over the winter break. Physical requirements The physical demands described here are representative of those that must be met by an employee to ...

Paper Transport

Intern - Operations

De Pere, WI

$14.75 - $19.25/hr

During the summer and winter break periods, hours generally increase to full-time. Join our Operations team and see how the transportation industry really works. This internship gives you the ...

Mansfield Hall

Substitute Coach

Madison, WI · On-site

$22/hr

Paid time off, plus paid winter break * Disability and life insurance coverage * Work expense reimbursement How We Interview We believe candidates and Mansfield Hall both do better with the fullest ...

Mansfield Hall

Community Engagement Coach

Madison, WI

$22/hr

Paid time off, plus paid winter break * Disability and life insurance coverage * Work expense reimbursement How We Interview We believe candidates and Mansfield Hall both do better with the fullest ...

Mansfield Hall

Community Engagement Coach

Madison, WI · On-site

$22/hr

Paid time off, plus paid winter break * Disability and life insurance coverage * Work expense reimbursement How We Interview We believe candidates and Mansfield Hall both do better with the fullest ...

Mansfield Hall

Community Engagement Coach

Madison, WI · On-site

$22/hr

Paid time off, plus paid winter break * Disability and life insurance coverage * Work expense reimbursement How We Interview We believe candidates and Mansfield Hall both do better with the fullest ...

previous pagenext page

Showing results 21-40

All JobsWinter Break JobsWinter Break Jobs in Wisconsin

Winter Break information

What is a winter break job?

A winter break job is a temporary employment opportunity that students or individuals take during the winter holiday period, typically spanning several weeks between academic semesters. These jobs can range from retail and hospitality positions to internships or administrative roles, providing a chance to earn extra income, gain work experience, or explore potential career interests. Winter break jobs are popular among high school and college students looking to make productive use of their time off from school.

What types of seasonal positions are commonly available during the winter break period, and how can I prepare for them?

During the winter break, many employers in retail, hospitality, and event management hire temporary staff to accommodate increased holiday demand. Common roles include sales associates, customer service representatives, food service workers, and event staff. To prepare, tailor your resume to highlight customer service or teamwork experience, and be ready for fast-paced work environments with flexible hours. Applying early and demonstrating a willingness to work during peak times, such as weekends and holidays, can improve your chances of being hired.

What is the difference between Winter Break vs Summer Camp Counselor?

AspectWinter BreakSummer Camp Counselor
Required CredentialsNone or minimal; background checks often requiredCPR/First Aid certification; background checks; experience with children
Work EnvironmentSchools, community centers, holiday programsSummer camps, outdoor or recreational settings
Employer & IndustryEducational institutions, community organizationsRecreational and youth development organizations
Common Search & ComparisonHoliday seasonal work, short-term youth programsSummer employment, youth activity leadership

Winter Break roles typically involve short-term work during school holidays, focusing on holiday programs or community activities. Summer Camp Counselors work during the summer months, leading youth activities in outdoor or recreational settings. While both roles involve working with children, Winter Break positions are often more flexible and less specialized, whereas Summer Camp Counselors usually require specific certifications and experience in youth supervision.

What are the most commonly searched types of Winter Break jobs in Wisconsin?

The most popular types of Winter Break jobs in Wisconsin are:

What cities in Wisconsin are hiring for Winter Break jobs?

Cities in Wisconsin with the most Winter Break job openings:

Winter Break jobs near you
Infographic showing various Winter Break job openings in Wisconsin as of August 2026, with employment types broken down into 31% Full Time, 65% Part Time, and 4% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

Junior Staff (3614)

BOYS & GIRLS CLUB FOX VALLEY INC

Appleton, WI • On-site

$23.75 - $29.75/hr

Part-time

Re-posted yesterday

Job description

Position Overview

The Junior Staff is responsible for assisting to implement and supervise activities in a variety of program 
areas, such as education and STEM, arts and crafts, sports and recreation, good character and 
citizenship, and health and wellness. The Junior Staff will support a Club environment that is healthy, 
fun, safe, clean, and well maintained for Club members ages 6-13. 

Applicants must be at least 16 years old to be considered for this position.

2026–2027 School Year Opportunity

Hours During the School Year:
Part-Time | Monday through Friday
Schedule will vary based on the school calendar:

  • School Days: Hours will be scheduled before and/or after school.
  • Non-School Days (including winter break, spring break, and teacher development days): Schedule availability will typically be between 7:00 a.m. and 5:30 p.m.

Essential Job Functions 

  • Support an environment that actively engages Club members in programs and activities.
  • Record program attendance accurately for all programs and activities facilitated with Club members. 
  • Provide guidance and positive role modeling to Club members.
  • Monitor programs and activities to ensure the safety of Club members.
  • Abides by Mandated Reporter policies and procedures. 
  • Collaborate with internal teams and departments to align goals and strategies and to foster a culture of cooperation and teamwork. 
  • Engage in continuous learning and contribute to the effective implementation of continuous improvement processes. 
  • Support the ethical use of data to make decisions in a timely and informed manner. 
  • Represent the organization to the community in a way that enhances the organization’s profile, builds its reputation, supports its strategic priorities, and advances its mission. 
  • Contribute to operational goals and objectives that align with and advance the organization's strategic priorities. 
  • Strive to meet and surpass the expectations of youth, families, staff, volunteers, Board, funders, and other key stakeholders. 
  • Focus efforts on promoting equity, engaging in trauma-informed and continuous improvement practices, and doing what is needed to help the communities the organization serves become great places for all children and youth to grow and thrive.
  • Ensure current safety practices meet or exceed organizational requirements. 
  • Support the implementation of new or amended policies, practices, and processes that furthermitigate and minimize safety risks. 
  • Demonstrate a commitment to excellence, aligning your efforts with the organization’s values, mission, strategic priorities, and policies.
  • Participate in available coaching opportunities, regular one-on-one meetings with supervisor, performance evaluations, and goal setting.
  • Demonstrate a commitment to learning and development by following talent development requirements and creating and following a professional development plan.

Other duties as assigned. 

The Junior Staff requires a majority combination of the following: 

Education and Experience 

  • Enrolled in High School or equivalent. 
  • Demonstrated record of interest in working with children

Skills and Requirements 

  • Exceptional communication skills, with the ability to convey information in a timely, open, and clear manner.
  • Reliable transportation.
  • Knowledge of and ability to effectively use computers, software, and other technology tools. 
  • Ability to establish and maintain effective working relationships with others.

Key Characteristics (Standard for every position in the organization). 

  • Is mission-driven and values-based. 
  • Demonstrates a growth mindset and a commitment to lifelong learning. 
  • Upholds a commitment to equity, while striving to be anti-racist and respectful of cultural differences with all stakeholders. 
  • Contributes to a purpose-driven culture characterized by trust, inclusion, belonging, autonomy, and learning. 
  • Operates with excellence in mind in all matters.

Apply