• Flowers Vineyard

  Our favorite winery & vineyard in town! We recommend booking a tasting here on Friday or Saturday!

• Seghesio Family Vineyards

  A multi-generational family winery known for Zinfandel and Italian-heritage varietals.

• Jordan Vineyard & Winery

  Elegant estate in the Alexander Valley, perfect for a full afternoon visit.

• Foppiano Vineyards

  Historic winery (est. 1896) in the Russian River Valley, for a more “classic” feel.

• Dry Creek Vineyard

  A go-to option with scenic views.

• Thumbprint Cellars

  A tasting room right in downtown Healdsburg, convenient for “pop in” visits.

• 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 bar

• Barndiva
  A Healdsburg laid back classic

• KIN Smoke- Griff’s Pick

  Slow Smoked BBQ

• Healdsburg Bar & Grill

  Casual, friendly and lively

• The Parish Café
  Casual & perfect for brunch or lunch.
  

• Acorn Cafe

  Cute breakfast spot in the heart of Healdsburg.

• Costeaux French Bakery
  Classic family run bakery that’s been around for decades.

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

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!

• Duke’s (Open until 2am)

• John & Zeke’s Bar

• Rooftop 106 at Mattheson

• 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.

• Healdsburg Farmers’ Market

  Every Saturday morning! Local produce, flowers, and artisanal goods.

• Spa Day at Montage Healdsburg

  Morning or early afternoon relaxation before wedding festivities.

• Olive Oil Tasting

  Visit the Olive Press for a fun, local tasting experience!

• Griffin’s Favorite - Russian River Brewing

  Enjoy Pliny the Elder & a pub style menu.

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.