Upcoming Events on the Trail
We can't wait to see you!
Wine Club Shared Benefits Month - January 2026
January is the perfect time to explore more of what you love. All month long, your wine club membership at any of the 14 Pleasant Valley Wine Trail wineries unlocks exclusive wine club benefits across the entire trail, including complimentary tastings and wine discounts (benefits vary by winery).
Grab a friend, hit the trail, discover new wineries, new wines and meet the people who make them. Explore, taste, and savor the Pleasant Valley Wine Trail like never before.
List of wineries, tasting room hours, and reservation requirements below.
Vino Valentine Weekend on the Trail - February 14th & 15th
Enjoy a romantic weekend with the wineries of the Pleasant Valley Wine Trail in Paso Robles Wine Country. At each stop along the trail, tasters will be treated to wine & chocolate pairings, special tastings, wine discounts, live music and more! More details coming soon and updates will be posted to our social media.
Vino Valentine Winery Details
Cinquain Cellars
Complimentary tastings and 50% OFF all 2019 vintages.
Four Sisters Ranch Vineyards & Winery
Both Days: 11am-5pm. Reservations appreciated - walk-ins welcome. Complimentary tastings of Sparkling Wine AND 25% discount on Sparkling Wines by the glass or bottle.
Saturday, February 14, 12-3pm, enjoy live music by pianist Sarah Raines.
Family and dog-friendly. 805-467-2046
Riverstar Vineyards
Complimentary chocolate mousse paired with a special tasting of "Angelita" a fortified wine made with Portuguese varietals.
California Lavender Honey Farm
For the Love of Bees - Celebrate Valentine's Day by falling in love with the amazing world of bees! Visit the Bee Museum, taste delicious honey and lavender tea, learn about other wonderful products that bees make and what we can create from them. 10am both days. Details here.
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.
