Tasting Room Associate

Tasting Room Associate – Full-Time & Part-Time

The Williamsburg Winery

Tasting Room Associates lead guided tastings, educate guests about our wines and history, and help grow our Wine Club. Promoting and enrolling new Wine Club members is a major focus of this position, so candidates should be comfortable explaining membership benefits, making recommendations, and actively encouraging guests to join.

Compensation

• $5.00 per hour plus tips
• Guaranteed minimum earnings of $20.00 per hour
• Opportunities to earn additional incentives

Key Responsibilities

• Provide warm, welcoming, and knowledgeable service to every guest
• Lead guided wine tastings and winery tours
• Educate guests about wine profiles, pairings, and Williamsburg Winery history
• Actively promote the Williamsburg Winery Wine Club and enroll new members
• Clearly explain Wine Club tiers, benefits, and member experiences
• Build guest relationships that encourage repeat visits and long-term membership
• Prepare and serve wine flights according to service standards
• Assist guests with wine purchases, memberships, and general questions
• Operate the POS system accurately and efficiently
• Maintain the cleanliness and organization of tasting, bar, and retail areas
• Restock wine, merchandise, and supplies as needed
• Complete opening and closing responsibilities
• Support special events, private tastings, and group experiences
• Follow responsible alcohol-service requirements and all applicable laws

Qualifications

• Previous hospitality, customer service, retail, or sales experience preferred
• Friendly, outgoing, and confident when speaking with guests
• Comfortable recommending products and asking guests to join the Wine Club
• Strong communication and interpersonal skills
• Interest in wine; previous wine knowledge is a plus, but training will be provided
• Ability to multitask in a fast-paced environment
• Dependable, organized, and attentive to detail
• Ability to stand for extended periods and lift up to 40 pounds
• Must be at least 21 years old
• Must be available to work weekends, holidays, and flexible shifts

Full-Time Benefits and Perks

• Medical, dental, and vision insurance options, subject to eligibility requirements
• Paid time off
• Retirement plan opportunities, subject to eligibility requirements
• Employee discounts on wine, dining, and retail
• Wine education and ongoing hospitality training
• Opportunities for advancement within The Williamsburg Winery and the broader organization
• A beautiful and unique winery work environment

Part-Time Benefits and Perks

• Flexible scheduling based on business needs
• Employee discounts on wine, dining, and retail
• Wine education and hospitality training
• Potential for additional hours and future advancement
• A beautiful and team-oriented work environment

Join The Williamsburg Winery and become part of a team dedicated to exceptional hospitality, meaningful guest connections, and growing our Wine Club community.