SIMI Winery, established in 1876, sits in the heart of Healdsburg in a charming stone cellar dating back to 1890. This historic winery welcomes dogs throughout its grounds, so you can bring yours along while you explore the vineyards and taste wine.

The setting itself is the main draw. The lush landscapes spread across the property give you and your dog plenty of room to wander between tastings. You’ll see vibrant grapevines and the serene hills surrounding Sonoma County. The outdoor spaces let dogs stretch their legs comfortably while you’re sipping wine in the tasting room or relaxing on the grounds.

SIMI focuses on wines that showcase the region’s terroir. Their Cabernet Sauvignon and Sauvignon Blanc are solid choices, and the staff can walk you through their current lineup. While you’re working through a flight, your dog can lounge beside you in the fresh air and sun. The whole experience feels relaxed rather than stuffy, whether you know wine well or just enjoy drinking it.

The winery regularly hosts events throughout the year, so it’s worth checking their calendar before you go. Those occasions can add something different to a standard tasting visit. The ambiance works well if you’re looking for a genuine break from the usual, though the main appeal really comes down to the combination of good wine, dog-friendly setup, and the actual physical space to move around.

Bring water and a bowl for your dog, plus snacks to keep them comfortable during the visit. The outdoor areas mean your dog won’t be stuck inside all afternoon. Healdsburg itself has good walkability nearby if you want to combine this with other stops around town. Contact them ahead of your visit to confirm any specific pet policies or details about what areas of the property dogs can access, since policies can shift seasonally or based on events happening that day.