Healdsburg Travel Guide
We hope you’ll spend the weekend enjoying all that wine country has to offer. here are some of our favorite places and things to do in the area.
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A multi-generational family winery known for Zinfandel and Italian-heritage varietals.
Elegant estate in the Alexander Valley, perfect for a full afternoon visit.
Historic winery (est. 1896) in the Russian River Valley, for a more “classic” feel.
A go-to option with scenic views.
A tasting room right in downtown Healdsburg, convenient for “pop in” visits.
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Valette
A Healdsburg favorite. Perfect for a nice dinner on Friday night.Dry Creek Kitchen
Chef Charlie Palmer’s signature spot- Sonoma-forward wine list.The Matheson / Roof 106
Trendy and fun rooftop barBarndiva
A Healdsburg laid back classicKIN Smoke- Griff’s Pick
Slow Smoked BBQ
Healdsburg Bar & Grill
Casual, friendly and lively
The Parish Café
Casual & perfect for brunch or lunch.
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Flying Goat Coffee
A local favorite and classic coffeehouse vibe.Costeaux French Bakery
Classic family run bakery that’s been around for decades.Black Oak Coffee Roasters
Great craft coffee and a relaxed, modern space.
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Downtown Healdsburg is full of cute boutiques and home design stores, all within a few blocks of the main plaza. Here are some of our favorites.
Anthem Healdsburg
Lulu Luxe
Tamarind
ERDA
Bon Ton Baby & Home
Healdsburg General Store
Gallery Lulo
Healdsburg Farmers’ Market
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Healdsburg has a great mix of wine bars, cocktail spots, and late-night lounges — many stay open late if you’re looking post Welcome Party drinks!
Roof 106 at The Matheson
Lo & Behold
Duke’s Spirited Cocktails
Eleven Eleven Lounge
Spirit Bar at Hotel Healdsburg
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Healdsburg Plaza & Downtown Stroll
Shops, cafés, and galleries all within a few blocks.
Dry Creek Valley Bike Trails
Rent a bike and enjoy gentle trails through the valley.
Every Saturday morning! Local produce, flowers, and artisanal goods.
Morning or early afternoon relaxation before wedding festivities.
Visit the Olive Press for a fun, local tasting experience!
Griffin’s Favorite - Russian River Brewing
Enjoy Pliny the Elder & a pub style menu.
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Windsor Golf Club
15–20 minutes south — A full 18-hole championship course.Healdsburg Golf Club at Tayman Park
5 minutes from downtown — A charming 9-hole course.Northwood Golf Club
About 30 minutes west — A 9-hole course set among redwood trees along the Russian River. -
There are so many cute towns within wine country that are worth visiting! Below are a few of our favorites.
Napa
~45 minutes south
A perfect day trip for wine tasting, shopping, and soaking in classic Napa Valley charm.Yountville
~30 minutes south
Charming and walkable, Yountville is known for its exceptional restaurants and boutique shops.St. Helena
~25 minutes south
A picturesque wine town with beautiful tasting rooms, art galleries, and some of the region’s most iconic wineries.Calistoga
~20 minutes north
Famous for its hot springs, spa experiences, and laid-back vibe—ideal for a slow afternoon of relaxation and wine tasting.