A Perfect Weekend in San Benito County Wine Country

A two-day San Benito County wine country itinerary: where to taste, eat and linger, built from local knowledge.

The Shape of It

Saturday for the Cienega Road reservations, Eden Rift, DeRose, Calera if arranged, Sunday for Leal, Hollister's Crave and the San Juan Bautista evening.

The region sits 45 minutes south of San Jose through Hollister and the Cienega Valley, which makes the logistics easy and the pace unhurried.

The Highlights

Eden Rift Vineyards
Vineyard ground first planted in 1849
DeRose Vineyards
Ancient vines, winery astride the San Andreas
Calera Wine Company
Legendary limestone Pinot on remote Mt. Harlan
Leal Vineyards
Full-service hospitality and celebrated events
Damm Vineyards
Sunday programs on the historic road
Crave Wine Company
Hollister's local-lens downtown wine bar
The Hideaway SJB
Wine and live music in mission-town SJB
Guerra Cellars
Event-calendar pours in the county hills

The Fine Print

April through November; winter visits center on the town rooms while the estates run arranged access.

Confirm hours before every stop; the family-scale rooms that make this region special also adjust their schedules with the seasons.

Explore San Benito County Wine Country on Wino Notion

Every winery we track in the region, each with its own page.

See the full San Benito County guide → · Browse all wineries →
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