Lead Bartender
Grayson's
Bar • Restaurant • Estate
An elevated dining experience at the award-winning Goodstone Inn
Location: Middleburg, Virginia
Job Type: Full-Time
Compensation:Earn $1,000-$2,500+ per week(based on experience, schedule, and gratuities)
About Grayson's
At Grayson's, the land sets the menu.
Located on the award-winning Goodstone estate in the heart of Virginia's horse and wine country, Grayson's is an elevated dining experience inspired by the seasons, estate-grown ingredients, and genuine hospitality.
Named after Grayson, the beloved llama who has become an icon of the Goodstone estate, our restaurant celebrates the connection between farm, table, and community. Every day begins on Goodstone Farm, where fresh herbs, seasonal produce, and local ingredients inspire our culinary and beverage programs.
As the newest chapter in the Goodstone story, Grayson's blends exceptional cuisine, handcrafted cocktails, curated wines, and unforgettable guest experiences into one remarkable destination.
We're building something special—and we're looking for talented bartenders who want to help define what Grayson's becomes.
Why You'll Love Working at Grayson's
- Earn $1,000-$2,500+ per week, including gratuities.
- Join one of Virginia's newest luxury dining destinations.
- Help build an exciting craft cocktail and wine program.
- Work alongside talented chefs and hospitality professionals.
- Career advancement opportunities into restaurant leadership.
- Beautiful Middleburg location in Virginia's horse and wine country.
- Full-time benefits, employee discounts, and supportive leadership.
Your Opportunity
We're looking for an experienced Lead Bartender who is passionate about hospitality, craft cocktails, wine, and creating memorable guest experiences.
This is more than tending bar. You'll help establish Grayson's bar culture, deliver exceptional service, educate guests, mentor team members, and contribute to an elevated beverage program that complements our estate-driven cuisine.
What You'll Do
- Prepare handcrafted cocktails, premium spirits, beer, and wine with consistency and attention to detail.
- Deliver exceptional hospitality to every guest.
- Create an engaging and welcoming bar experience.
- Recommend wines, cocktails, and pairings with confidence.
- Maintain expert knowledge of our beverage menus and seasonal offerings.
- Work closely with the culinary team to support the guest dining experience.
- Ensure compliance with all ABC laws and responsible alcohol service.
- Maintain a clean, organized, and fully stocked bar.
- Assist in training and mentoring new bartenders.
- Support restaurant leadership during busy service periods.
- Help create memorable experiences that encourage guests to return.
What We're Looking For
- Minimum of 2 years of upscale or fine dining bartending experience required.
- Strong knowledge of craft cocktails, spirits, wine, and beer.
- Wine knowledge or wine certification is a plus.
- Luxury hotel, resort, country club, winery, or fine dining experience preferred.
- Exceptional guest service and communication skills.
- Professional appearance and polished demeanor.
- Ability to multitask in a fast-paced environment.
- Flexible schedule, including evenings, weekends, holidays, and special events.
- Passion for hospitality and continuous learning.
Career Growth
At Grayson's, we believe in developing talented hospitality professionals.
Successful Lead Bartenders may advance into positions such as:
- Bar Manager
- Restaurant Floor Supervisor
- Food & Beverage Leadership
- Restaurant Manager
- Beverage Program Development
We're looking for people who want to grow with us as Grayson's continues to evolve.
Benefits
- Competitive earning potential
- Family Meal
- Free Parking
- Employee Discounts at Goodstone Inn & Grayson's
- Medical, Dental, Vision, Life, Short-Term and Long-Term Disability (eligible beginning Day 61)
- 401(k) with Company Match
- Paid Vacation and Sick Time
- Employee Referral Bonus Program
- Career Development and Advancement Opportunities
Work Schedule
This is a full-time position requiring flexibility to work evenings, weekends, holidays, and special events. Availability during peak dining hours is essential.
Physical Requirements
- Ability to stand and walk for extended periods.
- Ability to lift up to 40 pounds, including beverage cases and supplies.
- Frequent bending, reaching, carrying, and repetitive movements.
- Ability to thrive in a fast-paced, high-volume environment.
Equal Opportunity Employer
Goodstone Inn & Restaurant is proud to be an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive workplace where every team member is valued and respected. We are a drug-free workplace. Pre-employment and ongoing drug and alcohol screenings may be required.
Goodstone Inn & Restaurant is a privately owned, luxury property located just minutes from the heart of Middleburg, Virginia. Set on a stunning countryside estate, Goodstone offers elevated dining, unique accommodations, and curated guest experiences that go far beyond traditional hospitality.
At Goodstone, we are known for delivering thoughtful, high-touch service where every detail matters. Our guests expect an exceptional experience—and our team delivers it.
We’re a group of passionate, hands-on professionals who take pride in our work. This is not a “clock in, clock out” environment. It’s a place for people who care about hospitality, enjoy working as part of a team, and want to be part of something that feels special every single day.
As part of the Goodstone team, you’ll be empowered to take ownership of your role, think creatively, and contribute to an environment where excellence is the standard—not the goal.
Why Join Goodstone?
Be part of a tight-knit, high-performing team that genuinely supports each other
Work in a unique, luxury setting where no two days feel the same
Gain hands-on experience across departments and grow your hospitality career
Have a direct impact on the guest experience—your work truly matters here
Join a culture built on accountability, professionalism, and pride in service
If you’re someone who:
Brings Energy, Attention to Detail, and a Passion for Hospitality, You Will Fit Right In!