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Live Music & Food Trucks September

Unwind on our patio or grassy area, taking in the breathtaking views while indulging in a selection of our finest wines! We are hosting talented local musicians and food vendors […]

Free

October Live Music

Baileyana Winery 5828 Orcutt Rd, San Luis Obispo, CA, United States

Experience the Perfect Fall Afternoon with Live Music. Join us for an afternoon of live music from 1-3PM, where you can indulge in the serene beauty of fall in the […]

Food Truck Friday October 18th

Don't Miss Our Final Food Truck Friday with Corazon805Tacos! Join us for lunch from 12-4 PM on October 18th for the last Food Truck Friday of the season, featuring the […]

WINE & CHOCOLATE PAIRING

Indulge in the perfect pairing all month of February! In celebration of love, we’re offering an exclusive Wine and Chocolate experience, featuring our finest wines paired with decadent creations from […]

Wine & Design

Baileyana Winery 5828 Orcutt Rd, San Luis Obispo, CA, United States

Paint Your Pet at Baileyana Winery!  The artists from ArtSocial 805 will be here to help you create a unique masterpiece of your beloved pet!  All supplies (canvas, paint, brush, […]

Wine & French Macaron Pairing

Baileyana Winery 5828 Orcutt Rd, San Luis Obispo, CA, United States

Wine and French Macarons-need we say more? This April, treat yourself to a pairing experience that's as vibrant and colorful as spring itself! We've teamed up with Pardon My French […]

Maker’s Market Sip & Shop

Baileyana Winery 5828 Orcutt Rd, San Luis Obispo, CA, United States

We're excited to host our second annual Maker's Market Sip & Shop at Baileyana Winery! Join us for a fun and vibrant day filled with: Wine tastings, wine by the […]

Free

May 2025 Wine Club Pick up Party

Baileyana Winery 5828 Orcutt Rd, San Luis Obispo, CA, United States

Sunday, May 4: two timeslots - 11am-1pm or 2pm-4pm We welcome you to taste our wines, listen to live music, savor light bites and enjoy time with friends and family! […]

LIVE MUSIC & FOOD TRUCK SERIES

LAUNCH OF OUR SUMMER MUSIC SERIES SUNDAY MAY 18th LIVE MUSIC 1-3 FOOD VENDOR 12-4 We kindly ask all picnics to be left at home on days we have a […]

Food Truck Fridays are Back!

Baileyana Winery 5828 Orcutt Rd, San Luis Obispo, CA, United States

Save the Date - Your Favorite Fridays are Back at Baileyana! Starting: June 6th Time: 1PM-5PM (we will be open until 6PM) Join us for Food Truck Fridays, where great […]