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Weekend Supervisor Jobs in Bennington, VT (NOW HIRING)

Weekender Hotels

Maintenance Tech

Manchester, VT · On-site

$21 - $25/hr

You will love it at Weekender if our core values below get you excited and inspired too! * Embrace ... Reports maintenance issues promptly and accurately to supervisors. * Demonstrates safe tool and ...

Global Partners

Guest Service Supervisor

Pittsfield, MA

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners

Guest Service Supervisor

Pittsfield, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners

Guest Service Supervisor

Cheshire, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners

Guest Service Supervisor

Pittsfield, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners LP

Guest Service Supervisor

Pittsfield, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners

Guest Service Supervisor

Pittsfield, MA

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners LP

Guest Service Supervisor

Pittsfield, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners

Guest Service Supervisor

Fort Edward, NY · On-site

$18.19 - $21.40/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners LP

Guest Service Supervisor

Pittsfield, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners LP

Guest Service Supervisor

Pittsfield, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners LP

Guest Service Supervisor

Cheshire, MA · On-site

$17.66 - $20.87/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

Global Partners

Guest Service Supervisor

Halfmoon, NY

$18.19 - $21.40/hr

Our Guest Service Supervisor (GSS) is responsible for accomplishing store objectives by supervising ... Must be available to work flexible hours that may include day, nights, weekends and or holidays.

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Showing results 41-60

All JobsSupervisor JobsWeekend Supervisor JobsWeekend Supervisor Jobs in Bennington, VT

Weekend Supervisor information

See Bennington, VT salary details

$27.5K

$60.4K

$109.5K

How much do weekend supervisor jobs pay per year?

As of Sep 8, 2026, the average yearly pay for weekend supervisor in Bennington, VT is $60,428.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,400.00 and $66,500.00 per year, depending on experience, location, and employer.

What is a weekend supervisor?

Weekend Supervisors are professionals responsible for overseeing staff and operations during weekends, ensuring that work runs smoothly outside of regular business hours. They manage schedules, address any issues that arise, and serve as the primary point of contact for staff on duty. Their role often covers industries such as retail, hospitality, healthcare, and manufacturing. Weekend Supervisors ensure that company policies and standards are maintained, and they may also handle customer service concerns or emergencies that occur during their shift.

What are the key skills and qualifications needed to thrive as a weekend supervisor?

To thrive as a Weekend Supervisor, you need strong leadership abilities, problem-solving skills, and relevant experience in team management or supervision. Familiarity with scheduling software, timekeeping systems, and sometimes industry-specific certifications are typically required. Exceptional communication, conflict resolution, and adaptability set standout candidates apart in managing weekend operations. These skills are crucial for ensuring smooth workflow, staff productivity, and effective resolution of issues during less supervised shifts.

What are some common challenges faced by a weekend supervisor, and how can they be managed effectively?

Weekend Supervisors often encounter unique challenges such as managing a smaller or less experienced staff, resolving unexpected issues with limited resources, and ensuring smooth handovers between weekday and weekend teams. Effective communication and proactive planning are essential to anticipate potential problems and coordinate with other supervisors. Building a supportive team environment and maintaining flexibility can help address issues quickly, ensuring operations continue smoothly even during high-pressure periods.

What are popular job titles related to Weekend Supervisor jobs in Bennington, VT?

For Weekend Supervisor jobs in Bennington, VT, the most frequently searched job titles are:

What job categories do people searching Weekend Supervisor jobs in Bennington, VT look for?

The top searched job categories for Weekend Supervisor jobs in Bennington, VT are:

What cities near Bennington, VT are hiring for Weekend Supervisor jobs?

Cities near Bennington, VT with the most Weekend Supervisor job openings:

Weekend Supervisor jobs near you
Infographic showing various Weekend Supervisor job openings in Bennington, VT as of August 2026, with employment types broken down into 2% As Needed, 70% Full Time, 24% Part Time, 1% Temporary, 2% Contract, and 1% Nights. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $60,428 per year, or $29.1 per hour.

2026/2027 Cub's Den Playroom Supervisor

Jiminy Peak Mountain Resort LLC

Hancock, MA

$15 - $22.50/hr

Full-time, Part-time

Posted 14 days ago

Job description

Seasonal | Part-Time or Full-Time

The Cub’s Den is a safe and fun playroom environment where children can enjoy their time while families explore the mountain. As the Cub’s Den Supervisor, you’ll oversee the daily operation of the playroom, ensuring the safety, security, and well-being of every child in your care. This position requires strong attention to detail, responsibility, and a caring, child-focused approach.

Responsibilities & Duties

  • Ensure adequate staffing levels in the Cub’s Den based on business needs
  • Use the reservation system to manage and schedule future reservations
  • Maintain knowledge of all cleaning products, materials, and equipment, and ensure safe use at all times
  • Enforce Cub’s Den policies and procedures, including child pick-up codes, food allergies, and medical conditions
  • Supervise and ensure safe, appropriate conduct for all attendees and staff
  • Follow all opening, closing, and daily safety checklist procedures
  • Communicate concerns or incidents to management promptly
  • Ensure daily bank deposits are completed and submitted on time
  • Oversee proper sign-in and sign-out procedures for all children

Qualifications

  • Must be 18 years of age or older
  • Supervisory experience preferred
  • Ability to work with children ages 6 months and up
  • Must be available to work weekends and holidays
  • Reliable transportation required
  • Must submit to a Criminal Background Check (CORI)

Why Join Us?

This is a rewarding opportunity to create a safe, engaging environment for children while providing peace of mind for their families. If you enjoy working with kids, leading a team, and ensuring high safety standards, we’d love to have you as part of our Cub’s Den team.