Upcoming Events on the Trail
We can't wait to see you!

Twilight Tasting - Friday, May 16, 2025
Join our winemakers and owners to kick off Paso Robles Wine Fest Weekend with an intimate and enchanting evening of wine, gourmet food, live music by The Belmores, and local art.
Each of our 13 wineries will be pouring their best reserve wines for you to enjoy with a delicious selection of passed appetizers, grazing table, and a hearty cassoulet.
As twilight falls, take in the magic of the breathtaking views of the sunset, stars, vineyards, and hills of San Miguel Wine Country from the hilltop garden and event center at Four Sisters Ranch Vineyards & Winery.

Wine 4 Paws - April 26th & 27th, 2025
MARK YOUR CALENDARS! Join us April 26-27 as over 75 wineries on the Central Coast come together for the homeless pets at Woods Humane Society. Most of our Pleasant Valley Wine Trail Wineries will be donating a percentage of wine sales proceeds from the weekend. Plenty of wine specials too. Treats for your pet and doggie bandanas, while supplies last. So grab your fur baby bestie and come on out!

Under the Estrella Sky Winemakers' Dinner - Saturday, August 16, 2025
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, 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.
Pleasant Valley Wine Trail Scholarship Program is assisted by the Rotary Club of Paso Robles - Sunrise