Healdsberg, CA and surrounding areas

Right on or near the square:

Troubadour for a sandwich, but get there early.

Walk in tasting at Marine Layer (on the square) if you like Pinot.

Barndiva is good for dinner.

Acorn Cafe for breakfast, but their sweet breakfast stuff can get a little cloying so go savory or split a sweet.

The Matheson happy hour is great and Rooftop 106 (part of the Matheson) is a cool dinner spot. The clear margarita is fantastic.

Costeaux French Bakery has excellent breakfast.

Bravas and Valette are both places that I've heard are excellent but haven't been. Bravas is tapas.

Enjoyed dinner at The Burrow as well.

Outside of town:

There are a million wineries within a few minute drive from there and Healdsburg is at the confluence of three AVAs with three very distinct specialties. Alexander Valley and their cabs, Dry Creek Valley and their zins, Russian River and their pinot/chard. So if you venture out, you'll be able to find something you like. We really like Passalacqua and Limerick Lane.

We haven't done that, only because the times we went to Healdsburg were 100% wine focused, but I would definitely check out the coast. I've hear Bodega Bay is really cool and less than an hour away. Sebastapol is a nice little town on the way.

I'm not familiar with Jenner, but it looks to be about the same drive time, but with more windy roads, which probably means more scenery. But everything up there is beautiful scenery.

Armstrong Redwood State Natural Reserve is worth visiting. Same trees as Muir Woods but without the crowds. Also Zichichi Winery is owned by a Dr from NOLA.

Valette was great

Fishateria in bodega bay was good for lunch. Coast is beautiful but super sleepy and a good deal colder than healdsburg

Second acorn cafe for bfast