Things To Do

Healdsburg Town Square

Central location with access to small boutiques, a deli, coffee shops, tasting rooms and restaurants. Quite a few of our recommendations are in Healdsburg, so this is a great place to start!

Bravas Bar de Tapas

Tapas with a nice outdoor patio.

Dry Creek Kitchen

If you want to splurge, we hear that the quality of the food and service is amazing. They have a 3-course price fixed menu for around $85.

Russian River Brewing Company

Visit Russian River Brewing right in Windsor! Enjoy the beer garden or a sit down dinner inside their restaurant. Note that there is another location in Santa Rosa, so make sure you are going to the right location.

Catelli's Restaurant

Family-style spot that serves locally sourced Italian cuisine. Was featured in Diners, Drive-Ins & Dives.

Little Saint

Vegan restaurant with a cozy and laid-back vibe.

The Rooftop

Rooftop wine bar and lounge with a cozy rooftop atmosphere with nice fireplaces.

ROOF 106

Another cute rooftop!

Duke's Spirited Cocktails

Upscale lounge for locally inspired cocktails.

Maison Healdsburg

Low-key wine bar where the locals hang out.

Cafe Noto

Cafe with great coffee and baked goods close to the hotel where we have our room block!

Black Oak Coffee Roasters

Great coffee and friendly staff!

Plank Coffee Healdsburg

Great pastries

Noble Folk Ice Cream & Pie Bar

Williamson Wines

Recommend for wine tasting! Can get a good deal on Groupon

Portalupi Wine

For wine tasting!

Bannister Wines

For wine tasting!

Pedroncelli Winery

For wine tasting!

Foothill Regional Park

Plenty of trails for hiking, running, or picnicing.