If you’re anything like me and crave that perfect blend of wine country charm and small-town elegance, then you’ve got to make your way to HealdsburgMy Favorite Healdsburg Highlights
- For Wine Lovers: I’ve spent entire afternoons tasting my way through Dry Creek, Russian River, and Alexander Valleys. You’ll find dozens of wineries just minutes apart—and every one feels like a new discovery.
- For Foodies: If you ever get the chance to book a table at SingleThread, do it. I splurged once and never forgot that farm-to-table, Japanese-California fusion experience. Every course was a work of art.
- For Shoppers: I always set aside time to browse the boutiques and galleries around Healdsburg Plaza. You’ll find local art, chic fashion, and handmade goods in a setting that feels more like a garden stroll than a shopping trip.
- For Outdoor Time: I like to unwind with a paddle on the Russian River or a picnic at Veterans Memorial Beach. It’s peaceful, scenic, and a great way to balance all that wine and food.
- For Cyclists: If you're a rider, I highly recommend biking those backroads. I’ve coasted past vineyards and roadside tasting rooms—some of my best finds happened just by pulling over for a sip and a view.
When I Think You Should Visit
I always aim for late spring through fall (May to October). That’s when Healdsburg really shines. Summer and early fall bring lively energy, festivals, and full vines. Harvest season (September–October) is my personal favorite—everything smells like grapes and celebration. Spring is quieter but just as lovely, especially with wildflowers and cool evenings.
How I Usually Get to Healdsburg
- By Car: I usually drive up from San Francisco—it’s about 90 minutes if traffic behaves. Just hop on Highway 101 and enjoy the ride through wine country.
- By Plane: When I’m flying in, I try for Charles M. Schulz–Sonoma County Airport (STS)—it’s only 15 minutes away. If that doesn’t work, I go through SFO and enjoy the extra road time with a winery detour or two.
- By Shuttle/Train: I’ve taken airport shuttles from Santa Rosa and SFO, and they’re super convenient. The SMART train also runs from Larkspur to Santa Rosa if you’re coming from Marin or the ferry.
Where I’ve Stayed—and Think You’ll Love Too
- Couples: Hotel Healdsburg – I love how elegant and easy this boutique hotel is. You’re right on the plaza, and the spa and pool make it hard to leave.
- For Food Lovers: Harmon Guest House – This place has an eco-chic vibe I really enjoy, and having Charlie Palmer’s Dry Creek Kitchen steps away is a total bonus.
- For Luxe Escapes: Montage Healdsburg – I treated myself to a stay here once, and it was pure indulgence. Think vineyard views, a dreamy spa, and bungalows that feel completely private.
Best Things to Do in Healdsburg, CA
Jordan Vineyard & Winery
Jordan Vineyard & Winery -
Savor elegant wines and admire vineyard views on a romantic, guided tasting trip.
Costeaux French Bakery
Costeaux French Bakery -
Enjoy fresh pastries and relax over coffee on a quick, affordable morning stop.
Courtesy of Anneke - Fotolia.com
Wine Country Walking Tours -
Stroll through town and sip wines on an easy, exciting couples’ adventure.
Healdsburg Chamber of Commerce & Visitors Bureau
Healdsburg Plaza -
Walk the square, browse shops, and enjoy sights on a cheap, relaxing weekend outing.
Dry Creek Vineyard
Dry Creek Vineyard -
Taste bold wines and explore scenic grounds on a peaceful, romantic afternoon visit.
Healdsburg Center for the Arts
Healdsburg Center for the Arts -
Admire local art and enjoy a quiet cultural stop with affordable rotating exhibits.
Courtesy of FreeProd - Fotolia.com
Adventures in Cycling -
Bike through vineyards and discover scenic wine country on an active, unusual day trip.
Courtesy of Gary Saxe - Fotolia.com
Healdsburg Wine Tour -
Visit boutique wineries and savor small-batch tastings on a guided, romantic escape.
The Taste of Tea
The Taste of Tea -
Sip specialty teas and relax with spa add-ons on a unique, calming visit.
In Summary...
(and if you want to revisit my photo journey)
