Events
Twilight Tastings
Twilight Tastings – Friday, May 15, 2026
An Evening of Reserve Wine Tasting, Food, Art, and Music
Join the winemakers and owners of The Pleasant Valley Wine Trail Wineries to kick off Paso Robles Wine Fest Weekend with an intimate and enchanting evening of wine, gourmet food, live music and local art.
As twilight falls, enjoy breathtaking views of the sunset, stars, vineyards, and hills of Paso Robles Wine Country as you stroll the hilltop garden and event center at Four Sisters Ranch Vineyards & Winery.
Each of our 15 wineries will be pouring their reserve wines for you to taste with delicious passed appetizers, oven-fired pizza, tapas, and charcuterie!
Live music by Erin and the Earthquakes Duo.
Local artists will be exhibiting their works, all available for sale.
30th Anniversary Celebration
Tickets Now Available!!
30th Anniversary Celebration
When: September 26, 2026 6 – 10 pm
Where: At Locatelli Winery – where it all began 30 years ago
What: Live Music with DV8 – 80’s Rock Band
Live Music – BBQ – Wine – Celebrate
Under the Estrella Sky Winemakers' Dinner
Under the Estrella Sky Winemakers’ Dinner – Saturday, August 15, 2026
Join the wineries of the Pleasant Valley Wine Trail for an unforgettable evening at Hartley Farms in beautiful San Miguel wine country.
After a pre-dinner wine stroll with passed appetizers, enjoy the stars of the Estrella sky as you indulge in a delectable 4-course dinner menu, expertly paired with a selection of our wines. This evening promises an intimate and exclusive experience with our winemakers, as they pour their wines and regale you with their stories.
Live Music. Silent and live auctions.
Paint the Bottle
Join Us for a Fun and Relaxing Paint & Sip Event!
Limited to 15 people – Online tickets only – see below.
Unleash your creativity and enjoy a relaxing evening with a glass of wine at our Paint & Sip event! Whether you’re an experienced artist or a first-timer, this is the perfect opportunity to unwind, have fun, and create a beautiful masterpiece.
Event Details:
Guided by talented local artist Jeff Glover, you’ll step-by-step paint a vibrant Tree Frog—chosen personally by Jeff for this special event. No prior painting experience is necessary—just bring your enthusiasm and creativity! All supplies are provided, so you can focus on enjoying the process.
What’s Included:
- A Bottle of Wine: Upon arrival, you’ll receive full bottle of Locatelli Estate Cabernet Sauvignon. These bottles are corked and sealed, with no labels, making them a fun, blank canvas for your creativity during the event.
- Wine to Sip: As you paint, you’ll also enjoy a glass of wine to keep you relaxed and inspired throughout the session.
- Personalized Keepsake: At the end of the night, you’ll have your very own painted wine bottle to take home as a unique and memorable souvenir.
Event Schedule:
Please arrive 30 minutes early for check-in, and to get settled before the class begins. We’ll provide all the supplies you need—just bring your enthusiasm and maybe a friend or two for an even more fun experience!