Located in the heart of town, this small plaza is nestled among a handful of favorite restaurants and shops. Be sure to grab your walking shoes, wallet, and a healthy appetite to enjoy Healdsburg’s Plaza the way the locals do.
Where To Stay:
h2hotel
219 Healdsburg Ave
Healdsburg, CA 95448
(707) 431-2202
TripAdvisor Rating: 4.5 stars; 472 reviews
A modern twist on a standard classic, this wine country hotel has a more millennial vibe and keeps your overnight stay zen with a green roof garden, hip cocktail menu, poolside lounging, and complimentary bikes which is a definite plus with its prime location.
Insider’s Tip: Book their spa getaway package that includes a one night’s stay, two 50-minute treatments of your choice at their sister hotel,
Hotel Healdsburg, and a full breakfast of house made pastries, egg dishes, and locally roasted coffee. This package is available through December 2017 and is your ticket to bliss.
Hotel Les Mars
27 North St
Healdsburg, CA 95448
(707) 433-4211
TripAdvisor Rating: 4.5 stars; 55 reviews
For a classic French country feel, Hotel Les Mars combines elegant details with chateau-style living. You won’t feel like a hotel guest, but rather a close family friend of some dignified winemaker with exquisite rooms, complimentary valet parking, an entire library at your disposal, and attentive service.
Insider’s Tip: Be sure to stop by their cheese social held in the library off the lobby before your dinner reservations.
Haydon Street
321 Haydon St
Healdsburg, CA 95448
(707) 433-5228
TripAdvisor Rating: 4.7 stars; 78 reviews
Technically just off the plaza, this quaint bed and breakfast is a fabulous deal for a cozy, weekend getaway. Relax in this Queen Anne Victorian home with personalized touches by the local owners who are experts in all things Healdsburg. Delicious breakfast from the chef’s kitchen greets you every morning for that added charming detail for a memorable weekend jaunt.
Insider’s Tip: May through August is peak tourist and wedding season so it is best to book in advance. If you have more flexibility in your travel, take a weekday trip for some exceptionally priced rates Monday through Thursday.
Where To Drink:
Siduri Wine Lounge
241 Healdsburg Ave
Healdsburg, CA 95448
(707) 433-6000
TripAdvisor Rating: 5 stars; 2 reviews
This slick and cozy new tasting lounge from the Santa Rosa winemakers features their signature pinot noirs and some surprising food pairings. The lounge is a relatively new addition to the plaza and be sure to try their popular fried chicken and small plates.
Insider’s Tip: If you’re more of a beer connoisseur, be sure to taste their seasonal pints from local breweries on draft.
Spicy Vines
441 Healdsburg Ave
Healdsburg, CA 95448
(707) 927-1065
TripAdvisor Rating: 4.5 ; 5 reviews
Your friendly neighborhood tasting room, Spicy Vines provides a casual atmosphere to try a selection of flavorful flights including chardonnay and their signature Spiced Blend. Grab a comfy couch or a communal table seat, and take the time to get a friendly education on the winemaking culture of Northern California.
Insider’s Tip: Indulge in their colorful cheese plate with a beautiful selection of local cheeses, honey, meats, dried fruits and nuts, most of which can pick up down the street at Shed.
La Crema
235 Healdsburg Ave
Healdsburg, CA 95448
(707) 431-9400
TripAdvisor Rating: 4.5 stars, 58 reviews
Do not miss the opportunity to try the famous La Crema Chardonnay in their very own tasting room. Peruse their shelves for fabulous options for wine lovers and design aficionados alike. Their modern tasting room is a perfect backdrop for their pinot noir and chardonnay varietals.
Insider’s Tip: Because it is such a plaza attraction, the weekends can become busy. It’s an ideal spot for weekday adventures or make it the first stop on your weekend wine tours.
Dry Creek Vineyard
3770 Lambert Bridge Rd
Healdsburg, CA 95448
(707) 433-1000
TripAdvisor Rating:5 stars; 505 reviews
One of the Healdsburg’s hidden gems, Dry Creek Vineyard is a bit off the square, but less crowded and more relaxed than their downtown neighbors. An idyllic venue with a romantic lawn and picnic tables, enjoy an wine tour and tasting of their limited production and single vineyard wine and behind-the-scenes look at Dry Creek Vineyard. Check out their
full menu of options including Blending Seminars, Bocce and more!
Insider’s Tip: Joining their wine club means exclusive invites to their events and member parties. With concerts, harvest dinners, and intimate release parties on their grounds, it’s a great excuse to get yourself to Healdsburg for the weekend.
Where To Eat
Mateo’s
214 Healdsburg Ave
Healdsburg, CA 95448
(707) 433-1520
TripAdvisor Rating: 4 stars; 206 reviews
Bringing the flavors and joy of Yucatan cuisine to Northern California, Mateo’s is a colorful option for craft cocktails and delicious shared plates of seasonal food with Latin flare. You can find seating at the bar or outside on the patio, and will typically see Chef Mateo cooking up a storm in the kitchen.
Insider’s Tip: Once-a-week Mateo’s hosts a 15-course feast. This dinner is reservation only and limited to an intimate party of six. You get to experience whole animal butchery, sustainably sourced seafood, and ingredients from local farms. Read more about Healdsburg tastemaker
Chef Mateo Granados here.
Dry Creek Kitchen
317 Healdsburg Ave
Healdsburg, CA 95448
(707) 431-0330
TripAdvisor Rating: 4 stars; 758 reviews
Located within the Healdsburg Hotel, this whimsical Californian restaurant is headed by award-winning chef Charlie Palmer. Known for their exquisite plating and top-shelf fresh ingredients, partake in a romantic dinner on their ivy-covered patio.
Insider’s Tip: Diners are welcomed to bring local wines without a corkage fee. After a packed afternoon of wine tasting, don’t leave your favorite bottles behind and allow the sommelier to help you pair your entree with your new-found, favorite Healdsburg wines.
Relish Culinary
14 Matheson St
Healdsburg, CA 95448
(707) 431-9999
TripAdvisor Rating: 4.5 stars; 25 reviews
Forget a reservation to a fancy dinner, sign up for a Relish class to learn yourself how the best chefs in Healdsburg handle local ingredients, wine pairings, and fresh produce to create a scrumptious meal with demo and recipes to take home with you.
Insider’s Tip: For a special idea for a group, contact Relish to create a custom one-day or multi-day package. Combine your visit with artisans and food purveyors throughout Sonoma County for a cooking experience, wine tasting, and lunch or dinner to create a one-of-a-kind, exceptional, culinary adventure.
Bio: Tiffany Bukowski is a Northern California native and specializes in brand marketing in San Francisco. She enjoys red blends, fancy cheese boards, and talking with her hands.
Author
WineCountry Collective
WineCountry is made up of a dedicated and passionate team of wine, food, and travel aficionados. We diligently explore regions, both near and far, to curate the best ideas and resources. Whether you're musing over your next wine escapade, planning a romantic weekend away, embracing the Wine Country lifestyle at home, or are simply looking to be entertained for a moment, trust us to be your comprehensive guide.