Demo

Evening Hotel Supervisor

Trump Winery
Trump Winery Salary
Charlottesville, VA Full Time
POSTED ON 10/22/2026
AVAILABLE BEFORE 11/20/2026
Albemarle Estate at Trump Winery, one of the most architecturally significant residences in Virginia, is seeking its next Evening Hotel Supervisor. Albemarle Estate blends historic grandeur with modern luxury, offering guests an unparalleled five-star experience. This position is an opportunity to help lead evening operations at a destination consistently recognized for excellence, beauty, and elevated hospitality.

This role primarily serves as the on shift Senior Guest Services Specialist while overseeing other Guest Services Specialists, Housekeepers, and Servers. This position is critical to supporting the Hotel Director in driving guest satisfaction, operational excellence, and revenue performance.

The ideal candidate is polished, proactive, and passionate about luxury hospitality. Someone who thrives in a high-touch environment and consistently delivers elevated service.

Position Title: Evening Hotel Supervisor

Location: Albemarle Estate at Trump Winery in Charlottesville, VA - 15 minutes south of Charlottesville city limits & 20 minutes north of Scottsville

Wage: $24.00/hr - $28.00/hr Gratuities and Tips

Hours: Full-Time - on-site, regularly scheduled 40 hours/week. Primarily the 2:00PM to 10:00PM shift. Open availability is needed including weekends and holidays

Key Responsibilities

  • Oversee evening hotel operations and provide leadership to Guest Services Specialists, Housekeepers, and Servers.
  • Conduct property rounds to ensure guest satisfaction, address needs, and resolve issues promptly.
  • Perform detailed inspections of guest rooms and public areas; uphold cleanliness and presentation standards.
  • Manage guest check-ins, check-outs, reservations, and package bookings with accuracy and professionalism.
  • Communicate effectively with service and culinary teams regarding guest needs, events, and reservations.
  • Lead pre-shift meetings to align staff and reinforce service expectations.
  • Provide knowledgeable guidance on Estate amenities, wine production, cuisine, and local attractions.
  • Support revenue initiatives by monitoring occupancy trends and identifying opportunities to enhance guest experiences.
  • Assist with the development and execution of hotel events, special dinners, and curated guest experiences.
  • Ensure compliance with safety, emergency, and security procedures.
  • Perform additional duties as needed to uphold luxury service standards.

Requirements

  • Bachelors degree in Hospitality Mgmt, Business, or related field, or equivalent experience
  • 3 years hospitality experience
  • Prior supervisory experience preferred
  • Detail oriented and organized
  • Ability to effectively communicate verbally and in writing in a luxury setting
  • Standing for extended periods, walking, pushing, pulling and lifting up to 50 pounds, bending and reaching, stooping, kneeling, crouching
  • Must be proficient in Word, Excel, Gmail and POS systems

We Offer Excellent Benefits Including

  • Employer medical premium paid 80%, dependents paid 40% with low and no deductible options
  • 80% employer-paid premiums for dental and vision
  • Employer-provided Basic Life Insurance
  • Voluntary Life, AD&D, and Accident plans available
  • 26 days paid time off (vacation, sick, and holiday)
  • 401k after one year with up to competitive company match
  • Generous employee discounts
  • Other employee programs such as TicketsatWork, Shoes for Crews, Red Wing Shoes, Discount Gym Membership at Planet Fitness, employee referral program, monthly educational opportunities and so much more!

Trump Winery is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, national origin, disability, age, protected veteran status, or other categories protected by federal, state, and local law.

Trump Winery participates in the E-Verify Program (Identity and Employment Eligibility Verification) and uses E-Verify to confirm work authorization. Candidates must be eligible to work in the United States.

Este Empleador participa en E-Verify (Verificación de Documentos de Identidad y Elegibilidad de Empleo).

INDTWHP

Salary : $24 - $28

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