Winery Tasting Room Manager

THE WILLIAMSBURG WINERY, LTD.•Williamsburg, VA
•Onsite

About The Position

The Williamsburg Winery is seeking an experienced, highly organized Tasting Room Manager to lead daily operations across its Wessex Hundred estate tasting room and Merchants Square location. This hands-on leadership role is responsible for delivering exceptional guest experiences, driving tasting room and wine club performance, and managing staff with professionalism, consistency, and accountability. The manager is expected to lead on the floor while also overseeing staffing, scheduling, inventory, and reporting. The role covers operations and guest experience, team leadership and staffing, sales and wine club performance, administrative and financial management, and compliance and safety. The manager will work with winery teams and support events, promotions, and community partnerships as applicable. Weekend and holiday availability is required; evenings may also be required. The Williamsburg Winery describes its philosophy as “Enjoy Life” and offers wine and hospitality experiences across its 400-acre estate and historic Merchants Square location. The manager will help shape guest experiences, develop talent, and contribute to the growth of the winery.

Requirements

  • At least 3 years of management experience in hospitality, winery, food and beverage, or retail environments.
  • Proven ability to lead, train, and hold teams accountable in a fast-paced, guest-facing setting.
  • Strong organizational, communication, and problem-solving skills.
  • Financial acumen and experience using POS systems, inventory tools, and reporting platforms.
  • Proficiency in Microsoft Office.
  • Reliable transportation.
  • Flexibility to work weekends, holidays, and evenings as required.

Nice To Haves

  • Bachelor’s degree preferred.
  • Wine knowledge strongly preferred.
  • WSET certification is a plus but not required.
  • Experience with wine club or CRM systems is a plus.

Responsibilities

  • Oversee day-to-day operations at both tasting room locations, ensuring smooth service, brand consistency, and exceptional hospitality standards.
  • Manage the tasting room floor during peak periods, lead by example, and resolve guest issues as needed.
  • Uphold Williamsburg Winery service standards, policies, and procedures across both locations.
  • Recruit, hire, train, schedule, and supervise tasting room staff.
  • Set performance expectations and provide ongoing coaching, feedback, corrective action, onboarding, refresher training, and performance evaluations.
  • Foster a positive, professional, and accountable team culture focused on hospitality excellence and sales performance.
  • Drive tasting room revenue and wine club growth through staff training, guest engagement strategies, and collaboration with marketing and wine club teams.
  • Track sales performance, conversion metrics, and guest feedback, and implement improvements as needed.
  • Support winery events, special promotions, and community partnerships when applicable.
  • Manage scheduling, payroll approvals, inventory control, and ordering for both locations.
  • Ensure accurate POS usage, cash handling, and daily reporting.
  • Monitor labor costs, inventory levels, and operational expenses to meet budgetary goals.
  • Ensure compliance with Virginia ABC regulations, health department standards, and workplace safety policies.
  • Maintain a clean, safe, and welcoming environment for guests and staff.

Benefits

  • Competitive compensation with bonus potential.
  • Health, dental, and vision insurance.
  • 401(k) with company match.
  • Paid time off.
  • Employee wine, dining, and retail discounts.
  • Opportunities for professional growth and advancement within the organization.
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