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Effortless Getaway to Healdsburg

Ready to be spontaneous and have a sparkling weekend in Healdsburg? Check out this hassle-free itinerary to Healdsburg, from the airport terminal to tasting room to cozy hotel. 

Getting to Healdsburg: Santa Rosa Airport

Getting to Healdsburg’s wine country bliss just got easier with new direct flights to the convenient Santa Rosa Airport (STS) from major cities across the U.S. Skip the hassle of the big airports and land just 10 miles from downtown Healdsburg’s charming plaza. STS is newly remodeled and boasts one of the easiest airport experiences in the state.

New nonstop routes to STS include:

  • Dallas (DFW) on American Airlines
  • Las Vegas (LAS) on Avelo Airlines
  • Phoenix (PHX) on American
  • Portland (PDX) on Alaska Airlines
  • Boise, ID (BOI) on Avelo Airlines
  • Pasco, WA (PSC) on Avelo Airlines
  • Salem, OR (SLE) on Avelo Airlines
  • Kalispell, MT (FCA) on Avelo Airlines

Once you’ve landed in Sonoma County, the hardest part will be deciding how to spend your time in Healdsburg!


Stroll the Saturday Farmers Market

Effortless Getaway to Healdsburg

Every Saturday from 8:30am-noon, the historic Healdsburg Plaza transforms into a vibrant outdoor market. Browse stalls overflowing with fresh local produce, artisan foods, flowers, and more from the region’s farmers and makers. Grab a coffee and pastry from the Quail & Condor Bakery stand and enjoy the lively atmosphere.


Wine Tasting at Bacchus Landing

No trip to Healdsburg is complete without sampling some local wines. At Bacchus Landing, you can taste flights from multiple small-production wineries under one roof, like Smith Story Wine Cellars and The Setting Wines. It’s a great way to stop into 8 boutique tasting rooms the hassle of reservations. You can even grab a glass of wine and sit in their open air piazza or play some bocce ball. 

Effortless Getaway to Healdsburg

Happy Hour Hotspots

Don’t worry about reservations at one of these 8 Happy Hour Spots in Healdsburg, where you can indulge in delectable food and drink specials. These lively spots offer the perfect opportunity to mingle with locals, savor delicious bites, and sip on your favorite beverages.

Hop the Wine Express with Hotel Trio

Book a stay at Hotel Trio, take advantage of their complimentary Wine Express shuttle to explore nearby wineries at your leisure. The shuttle provides carefree transportation so you can indulge in tastings without worrying about driving. Wineries included are Bacchus Landing, Comstock Wines, Wilson Winery, and Mazzocco Winery. Their shuttle will also take you straight to the downtown plaza for some impromptu shopping! 


Lunch at Pizzando

Craving wood-fired pizza and Italian fare? Don’t miss this casual downtown spot helmed by a former chef of the French Laundry. The crispy, blistered pizzas are out-of-this-world. No reservations needed for lunch or dinner. They also have a soft-serve window if you are looking for a sweet treat as you roam the plaza! 

Effortless Getaway to Healdsburg


Unwind At the Pool

Splurge on a day pass to luxuriate by the pool at one of Healdsburg’s top resorts like Montage Healdsburg or Hotel Healdsburg. Order a bottle of local wine and spend a few blissful hours lounging in the sunshine.

Effortless Getaway to Healdsburg


Winery & Inn Pairings

Book a room at one of the Artisan Lodges like Grape Leaf Inn, Calderwood Inn, or Camellia Inn and receive complimentary tastings at any of the Wilson Artisan Wineries like Matrix, Pezzi King and Soda Rock. It’s the perfect wine country perk!

Discover Healdsburg’s Vibrant Mocktail Scene

If you’re seeking a refreshing alcohol-free adventure, embark on Healdsburg’s Mocktail Trail. This unique experience showcases establishments crafting creative, zero-proof cocktails that tantalize your taste buds without the buzz. Explore the town’s culinary talents and savor the delightful flavors of these innovative mocktails, providing the perfect way to indulge in Healdsburg’s vibrant food scene.