Tasting Room/Retail Associate

Williamsburg Winery • Williamsburg, VA

42d • $18 - $20 • Onsite

About The Position

Nestled in the heart of Virginia wine country, The Williamsburg Winery offers guests a one-of-a-kind experience that blends history, hospitality, and exceptional wines. We are seeking a friendly, energetic, and wine-passionate individual to join our Tasting Room team and help create unforgettable experiences for every guest who walks through our doors.

Requirements

• Positive, professional, and welcoming attitude
• Strong communication and interpersonal skills
• Eagerness to learn about wine, hospitality, and The Williamsburg Winery’s history and products
• Open availability, including weekends and holidays (required)
• Ability to lift up to 31 lbs (a case of wine) and stand for long periods

Nice To Haves

• Previous experience in hospitality, customer service, or retail preferred but not required

Responsibilities

• Greeting guests warmly and providing knowledgeable, engaging wine tastings
• Sharing the story of our winery, vineyards, and wine portfolio
• Conducting sales transactions using our POS system, including applying discounts, upselling, and packaging purchases with care
• Maintaining a clean, organized, and inviting tasting environment — including glassware, counters, floors, and restrooms
• Restocking and organizing wine and merchandise displays
• Assisting with phone inquiries and guest reservations
• Supporting special events and winery activities as needed

Benefits

• 50% Employee Discount on Williamsburg Winery wines
• $5/hour base pay + tip share + commissions (average earnings range from $18–$20/hour)
• Fun, educational, and team-oriented environment — learn about Virginia wine, hospitality, and guest experience in a beautiful setting

What This Job Offers

• Career Level: Entry Level
• Education Level: No Education Listed
• Number of Employees: 11-50 employees