Healdsburg Local Tips & Must -Do’s

As a Healdsburg Local, I can say there are so many amazing spots in the Healdsburg area worth visiting. Northern California is home to some of the best food and wine that you have to try. I definitely recommend adding Healdsburg to your Northern California itinerary. Continue reading below to see my list of The Best Healdsburg Local Spots.

If you’re looking for somewhere to stay in Healdsburg, check out my new post, Luxury Healdsburg Airbnb Rentals to Stay At.

Best Healdsburg Tasting Room to try multiple great wines! 
Bacchus Landing Food Trucks & Wine

Every Friday, Bacchus Landing has food trucks and wine to enjoy from 4-7pm. This is such a fun activity to enjoy in the Healdsburg area with friends and family. Bacchus Landing is a beautiful winery with great wines, and pair perfectly with the food from the food trucks they hire. 14210 Bacchus Landing Way, Healdsburg, CA 95448

Bacchus Landing Healdsburg
Bacchus Landing Healdsburg
The JetSetting Fashionista

Another perk about Bacchus Landing is that they’re dog friendly! Speaking of which, check out my favorite Dog Friendly Wineries in Sonoma post here

Bacchus Landing Healdsburg
Bacchus Landing Healdsburg
The JetSetting Fashionista
The JetSetting Fashionista
Trivia Fun!
Coyote Sonoma

If you’re looking for great food, wine, and beer, Coyote Sonoma is the spot to go to. They have something for everyone and the food is delicious. The tasting room and taproom are also great if you’re in the mood for great tastings with great service.

Trviai Night. Those of you Trivia enthusiasts (like me even though I’m not very food), check out Trivia Wednesday which is so much fun and such a local tip I had no idea about until I moved up to Healdsburg. 44 Mill St, Healdsburg, CA 95448

Best Healdsburg Local Spots

Best Healdsburg Local Spots

Be sure to check out Coyote Sonoma’s live music on certain nights during the summer. 

Photo Courtesy of Coyote Sonoma

Chillest Bar Vibe with great outdoor patio
Elephant in the Room

Looking for a cool and casual place with great live music, wine, and beer? Elephant in the Room is the place for you. This local bar is perfect to wind down and have a great time with friends and drinks won’t cost you fortune, they have beer and wine for under $10 (which can be hard to find in Healdsburg). 177 Healdsburg Ave, Healdsburg, CA 95448

The JetSetting Fashionista

Photo Courtesy of Elephant in The Room

Healdsburg Most Picturesque Winery View Lookout
Gary Farrell Vineyard’s & Winery

One of my favorite Wineries, Gary Farrell Vineyards & Winery is a must see when visiting the Healdsburg area. Healdsburg wineries are so unique and have the perfect weather to create some of the best tasting wines. Check out my Top 10 Healdsburg Wineries here. 10701 Westside Rd, Healdsburg, CA 95448

Best Healdsburg Local Spots

Best Healdsburg Local Spots
Best Healdsburg Local Spots
Gary Farrell Blogger Event
Stunning Art Galley with Equally as Stunning Wines
The Harris Gallery 

The Harris Gallery in Healdsburg is an incredible spot to enjoy stunning wine with the most intricate art displayed all around you. Owned by a father and son duo, this gallery and wine tasting room is a unique experience that you must try while in Healdsburg. This is truly an amazing spot and I hope you all enjoy the fine art and wine! 320 Healdsburg Ave Healdsburg, CA 95448

Local’s Favorite Dive Bar
John and Zeke’s Bar

Best late-night local bar. It is not a trip to Healdsburg without a late-night stop at John & Zeke’s. This is for sure a local scene which is part of what I like about it. I usually have a beer, play pool, and if I’m hungry, have one of their hot dogs. 420 Healdsburg Ave, Healdsburg, CA 95448

Best Healdsburg Local Spots

Great Wine Bar on the Plaza that locals adore!
Lioco Winery

LIOCO Winery is a super charming winery located in downtown Healdsburg. The team is super friendly and knowledgeable, which makes it super fun to visit. Sangsun is a Thai Pop Up restaurant that also visits LIOCO Winery every Tuesday night, be sure to drop by! The wines are spectacular and well-priced for the amazing quality, not to mention the wide range of varietals is perfect for wine enthusiasts. 320 Center St, Healdsburg, CA 95448

Best Healdsburg Local Spots
Best Healdsburg Local Spots

They’re also dog-friendly! Be sure to check out my blog post on The Best Dog-Friendly Sonoma Wineries

LIOCO Wine Tasting Room

Best Cocktails & Great Bites Locally Owned
Lo & Behold Kitchen & Bar

A cultivated cocktail bar that is a hotspot in Healdsburg, Lo & Behold Kitchen & Bar is an absolute gem. Truly a vibrant scene with great drinks and food to enjoy for the weekend. 214 Healdsburg Ave, Healdsburg, CA 95448

Lo & Behold Healdsburg

Lo & Behold Healdsburg

Lo & Behold Healdsburg

Lo & Behold Healdsburg

Best Rooftop Plaza Views with killer eats & scene
The Matheson Restaurant

The Matheson Restaurant has just had its grand opening this past year in 2021, making a huge mark in the Healdsburg community. Chef Dustin Vallette, that I have had the privilege of getting to know, along with Chef Craig Ramsey, have truly outdone themselves. 106 Matheson Street Healdsburg, CA 95448

Read more about The Matheson Restaurant Grand Opening on my blog post.

Best Healdsburg Local Spots

Best Healdsburg Local Spots

Watch my Hard Hat Tour with Chef Dustin Valette pre opening of The Matheson below!

Hottest New Bakery in Town
Quail & Condor

I can’t have a Best Healdsburg Local Spots post without the honorable mention of Quail and Condor! I have become quite the frequent visitor to this special bakery and coffee shop. Not to mention they are delicious as well. Read more about my time at Quail and Condor here. 149 Healdsburg Ave, Healdsburg, CA 95448

Best Sandwiches
Summer’s Market

I love going to Summer’s Market for some of the most delicious deli sandwiches and a super chill setting which is where you’ll find many locals grabbing a bite. This is a fantastic neighborhood market that is worth checking out. Owned by Todd and Summer it’s adorable and just blocks from my home so a go-to I adore! 557 Powell Ave, Healdsburg, CA 95448


Stop for the best bread and sandwiches at the Troubadour in Healdsburg! Locally sourced and fresh bread all the time awaits at this great food spot. Specializing in world-class breads, the Troubadour is a favorite local spot in Healdsburg. 381 Healdsburg Ave, Healdsburg, CA 95448

Thanks for reading and be sure to tag me Instagram @jsfashionista if you visit any of my favorite local spots.

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