JOIN THE TEAM
Are you interested in joining the Aspen Sky team? We’d love to hear from you. Open positions are listed below!
Don’t see anything that is an exact match for you? Reach out to us anyway!
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Tasting Room Attendant - Part or Full Time
Looking for an outgoing, energetic, customer service, and sales-oriented person who likes working in a fast-paced, fun environment.
This position entails greeting and serving customers in our winery tasting room, educating customers about our wine club, wines, and winery, operating our point of sales and performing other tasting room-related tasks. The right candidate should love wine and people, and be able to drive wine sales with their passion, energy, and creativity while promoting hospitality and excellent customer service. The right candidate will also be a team-oriented, can-do kind of person.
Job Responsibilities
- Wine service, presentation, and tending bar
- Learn to make and serve our eight rotating signature cocktails
- Wine sales in a retail capacity
- Stocking of our products and merchandise
- Cleaning of glassware and seating areas
- Cleaning and maintenance of our wine tasting room
Experience/Skills
- Willingness to roll-up your sleeves and do what needs to be done
- Excellent people and communication skills
- Ability to obtain Responsible Beverage Server certificate within 60 days of hire
- Maintain a positive attitude
- Be able to work as part of a team
- Reliable transportation
- Prior serving experience not required
Working Conditions
- Regular working schedule to include weekends
- Occasional long and irregular hours during peak seasons and/or special events
- Ability to lift at least 45 pounds repeatedly (case of wine)
- We are open Thursday – Sunday
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Barback/Events Assistant
We are seeking a dedicated and energetic Barback & Events Assistant to join our dynamic team in our winery tasting room and our event center. This plays a crucial role in supporting event managers and bartenders and ensuring that the bar operates smoothly and events go well.
Responsibilities
- Sets up for weddings (tables and chairs) and assists with tear down
- Maintain cleanliness and organization of the bar area, including washing glassware and cleaning surfaces.
- Stock the bar with necessary supplies, such as ice, garnishes, and beverages.
- Restocks bars & restrooms, refreshes garbage cans
- Support food service during busy periods, including assisting with banquet setups
- Follow all food handling and safety guidelines to maintain a safe work environment.
Skills
- A can-do, willing to help personality
- Excellent teamwork skills with the ability to help others in a high-pressure environment.
- A proactive attitude towards learning about beverages, cocktails, and customer service.
Updates & More About Us
Crafted in the Kettle: Sip, Explore & Discover Washington County
Six local breweries, wineries and distilleries have teamed up to create Crafted in the Kettle, a beverage trail celebrating the creativity, craftsmanship and community behind some of our area’s favorite locally made drinks.
The trail connects Aspen Sky Winery & Distillery, Brewed Omen, Altered Spirits Distillery, Old Germantown, Belshire Brewing Company and Titletown Brewing Company – West Bend.
The idea is simple: grab a card, visit each stop, enjoy a special offer along the way, and discover more of what Washington County has to offer.
Rescues & Rosé 2026: Sip, Support & Celebrate at Aspen Sky Winery
Rescues & Rosé is dedicated to two things we love: giving back to our community and celebrating our Aspen Sky Rosé. Join us for a fun-filled, dog-friendly day featuring refreshing Rosé, adoptable pups, live music, creative activities, and plenty of opportunities to make a difference.
Introducing Pour & Play: A Better Way to Spend Your Thursday Night
There’s something fun about a good game—especially when it’s easy to jump into, doesn’t take all night, and comes with a glass of wine in hand. That’s exactly the idea behind Pour & Play – Lawn Game Nights, our new Thursday evening event built around casual, pick-up style play.
A Cozy Winter Igloo Experience at Aspen Sky
Winter is the perfect season to slow down, reconnect, and enjoy meaningful moments with those close to you. At Aspen Sky Winery, Distillery & Event Center, we’ve created a memorable way to unwind this winter with our cozy patio igloo experience, available for a limited time!
The Patio Concert Series Returns to Aspen Sky
As the days grow longer and the weather warms up, we’re excited to welcome you back to Aspen Sky for another unforgettable season of live music with our Patio Concert Series! Join us every Friday evening on our scenic patio for great music, delicious food, and refreshing drinks – all set against the backdrop of our beautiful tree-lined lot.
Live @ Aspen Sky
Winter may bring chilly days and frosty nights, but at Aspen Sky, we’re turning up the heat with our Live at Aspen Sky concert series! From January through April, join us for unforgettable evenings filled with live music, great wine, delicious cocktails, cold beer and the best vibes to carry you through the chilly months.
