We use essential cookies

Please Accept our Privacy Policy

Hotel Supervisor

Adventure Hospitality

Sheboygan, WI • 11/12/2026

Job Description

Job Description

About Harbor Winds
Harbor Winds Hotel & Lounge is a 25-room boutique hotel on the Sheboygan River, steps from Lake Michigan, in Sheboygan's most walkable neighborhood. Our riverside Lounge serves cocktails, mocktails, wine, and local brews to hotel guests and the public. Harbor Winds is managed by Adventure Hospitality, a family-run, growing company of boutique properties in Wisconsin, guided by our core values: People, Respect, Excellence, Diversity, Integrity, Change, and Teamwork.

The Role
The Hotel Supervisor is a hands-on leader. You'll work front desk and Lounge shifts alongside the team, serve as Manager on Duty, and partner with the Hotel Manager on how we train, schedule, and grow our team. If you're ready to take the next step in your hospitality career, this role is for you.

What You'll Do

  • Perform all Guest Service Agent and Lead duties, including front desk and bartending in The Lounge
  • Supervise Team Members on shift as Manager on Duty
  • Train Team Members, coach them on service standards, and help develop standard operating procedures
  • Assist the Hotel Manager with interviewing, scheduling, and Team Member reviews
  • Help manage property inventory and the preventive maintenance program
  • Share on-call responsibility with the Hotel Manager for property emergencies, and serve as backup for call-offs

What We're Looking For

  • At least 2 years of front office or guest service experience, including 1 year in a lead or supervisory role
  • An operator's license covering the City of Sheboygan or a Wisconsin operator's permit, or willingness to get one (we pay for the course and license)
  • Strong communication, problem-solving, and coaching skills
  • Ability to stand for a full shift and lift up to 50 lbs
  • A flexible schedule

Benefits
We offer a competitive benefits package. Full-time Team Members and their families are eligible for medical, dental, and vision insurance, and we contribute a percentage toward the cost of the Team Member's portion. Full- and part-time year-round Team Members earn paid time off (PTO) for every hour worked, starting on their first day. All Team Members receive Team Member and family discounts at Adventure Hospitality locations and partner hotels through Stash Hotel Rewards.

Details

  • Full-time, hourly (non-exempt), generally five 8-hour shifts per week; on-call work is paid.
  • Competitive hourly pay based on experience.

Harbor Winds Hotel, LLC is an equal opportunity employer. We welcome applicants of all backgrounds and do not discriminate on the basis of race, color, creed or religion, national origin, ancestry, sex (including pregnancy), sexual orientation, gender identity, age, disability, genetic information, marital status, military or veteran status, arrest or conviction record, use or nonuse of lawful products off duty, or any other status protected by federal, state, or local law. Reasonable accommodations are available upon request during the application and hiring process.