Best Restaurants with a Happy Hour in Healdsburg

Price

££
£££
££££

Cuisine

AmericanItalianSeafoodMexicanBarbecueTapas / Small Plates

Regions

Wine Country

Areas

HealdsburgWindsor

Top Rated

CharmingGood for business mealsGood for groupsGood for special occasionsGreat for fine winesGreat for happy hour

Dining Options

All dining options

Delivery only

Takeaway only

Seating options

BarCounterStandardHigh TopOutdoor

Award-winning

MICHELIN

Accessibility

Gender-neutral toiletWheelchair access

10 restaurants available nearby

1. The Matheson

4.6

Exceptional(1068)

££££Price: Very Expensive

• Contemporary American • Healdsburg

Booked 33 times today

The Matheson in Healdsburg exudes a vibrant and welcoming vibe, where modern elegance meets a relaxed, California-casual atmosphere. The moment you step in, you’re warmly greeted and invited in to an effortless blend of sophistication with a sense of ease. The ambiance is thoughtfully curated, with natural light flooding the room by day and soft, intimate lighting setting the perfect tone by night.Dining at The Matheson is more than just a meal; it’s an experience that lingers long after you’ve left. The combination of exceptional food, stellar service, and a warm, inviting atmosphere makes it a standout destination in Healdsburg, where every detail is designed to create an unforgettable experience.

2. Roof 106

4.8

Exceptional(691)

££££Price: Moderate

• Californian • Healdsburg

Booked 24 times today

At The Matheson's third floor, adventurous cocktails are crafted from innovative spirits and seasonal fruits, flowers, and herbs. The Mugnaini wood-fired oven kindles small plates that spark the palate (and conversations). Outdoor, open-air seating amidst planters and fire-pits elevate our buzzing garden perch. We take limited reservations 4 weeks in advance for groups up to 4 guests. Large groups from 6-12ppl can be accommodated through Open Table Experiences.Please note we can ONLY allow service animals on Roof 106. An automatic gratuity of 20% will be added to parties of 6 or more.

A photo of Willi's Seafood & Raw Bar restaurant

3. Willi's Seafood & Raw Bar

4.7

Exceptional(2612)

££££Price: Expensive

• Tapas / Small Plates • Healdsburg

Booked 39 times today

We accept reservations daily. Join us for a meal or a snack at one of our three bars, a table inside or on the heated patio. Located just north of the town square in downtown Healdsburg, the East Coast and South America meet Wine Country at Willi’s Seafood & Raw Bar. The inviting vibrant decor and an extensive list of small plates combine with the eclectic seasonal cocktail menu and wide-ranging wine list to make visitors feel right at home. Designed for sharing, the menu features items ranging from New England Style “Rolls” and Latin-inspired skewers to ceviches and tartares. The chef’s raw bar features an ever-changing selection of fresh seafood, including at least eight varieties of fresh oysters.

A photo of Spoonbar - h2hotel restaurant

4. Spoonbar - h2hotel

4.5

Awesome(1961)

££££Price: Expensive

• Contemporary American • Healdsburg

Booked 10 times today

Spoonbar serves a menu of clean and simple dishes honoring America’s diverse culinary influences. Their artfully-crafted, market-driven cuisine of fresh, bold flavors is built around seasonally-inspired local and sustainable ingredients. The same focus carries over to Spoonbar’s cocktails which use specially sourced organically-grown herbs, fruits and vegetables with an emphasis on locally and domestically produced spirits.

A photo of Little Saint Café & Lounge restaurant

5. Little Saint Café & Lounge

4.7

Exceptional(139)

££££Price: Expensive

• Vegan • Healdsburg

Booked 13 times today

Little Saint is a vibrant, 100% plant-based restaurant, coffee bar, wine lounge, cocktail bar, and events venue nestled in the heart of downtown Healdsburg, Sonoma County, California. Our first-floor Café & Lounge welcomes you with a cozy, living room-style ambiance, perfect for walk-ins or reservations.Savor seasonally inspired pastries, coffee, brunch, and dinner in our inviting communal seating area—or grab something delicious to-go. From 3-5 PM, while our kitchen transitions to dinner service, you can still enjoy our Happy Hour menu, featuring handcrafted cocktails and delectable small bites.

6. Arandas

4.4

Awesome(75)

££££Price: Expensive

• Mexican • Healdsburg

Booked 12 times today

Welcome to Arandas, where we bring the soul of Mexican cuisine to downtown Healdsburg. Housed within the prestigious Relais & Châteaux property, Hotel Les Mars, Arandas provides a warm and friendly ambiance where we hope our guests become family and their experiences are always elevated. From traditional Mexican dishes to innovative fusion creations, Chef Adrien Nieto's menu is a celebration of the bold flavors that this diverse region has to offer. Think ceviches with accents of Japanese ingredients; tacos with Middle Eastern and Mediterranean flair; and even a Mexican-style hummus emboldened with burnt chiles, black sesame, huitlacoche, and house-made Tajin seasoning enlivened with Persian sumac. Arandas takes its name from the city in Jalisco that’s also home to the third generation, family-owned tequila producer, Tequilas El Mexicano. This tequila will be featured prominently at the bar, along with other well-curated tequilas, mezcals, and rums.

A photo of Sweet T’s Restaurant + Bar restaurant

7. Sweet T’s Restaurant + Bar

4.8

Exceptional(3927)

££££Price: Expensive

• Regional American (Southern) • Windsor

Booked 47 times today

Sonoma County's Southern BBQ restaurant located in Lakewood Village Shopping Center.

A photo of Grata Italian Eatery restaurant

8. Grata Italian Eatery

4.6

Exceptional(939)

££££Price: Expensive

• Italian • Windsor

Booked 17 times today

Grata Italian Eatery, located just off the Town Green in Windsor, serves Italian style food and cocktails in a warm inviting setting. Now offering lunch and dinner, with indoor and patio dining.

9. KIN

4.7

Exceptional(282)

££££Price: Moderate

• Contemporary American • Windsor

Booked 10 times today

Kin is an American comfort style restaurant in the heart of downtown Windsor. Established in 2011, Kin has become one of Sonoma County's best family, friendly restaurants for all ages. From grilled burgers and steaks to our Woodstone pizzas, salads and sandwiches, Kin's seasonal menu is always a favorite. Our full bar, Craft beer selection, and local wine list will complete your dining experience along with our friendly service team and comfortable restaurant design. Banquet room and patio available.

10. Charlies

4.6

Exceptional(46)

££££Price: Moderate

• American • Windsor

Booked 2 times today

For Sonoma County dining at its finest, visit Charlie's at Windsor Golf Club. Sonoma County's place to go to enjoy outdoor dining overlooking the lake and the incredible view offered by Windsor Golf Club. Whether it's a business lunch, a romantic dinner for two or just getting together with family and friends, try Charlie's. Our menu includes a weekend brunch served Saturdays and Sundays beginning at 10:00am as well as great steaks, fresh seafood, pastas, pizzas and wonderful entree salads offered daily.

See what locals rave about

From verified diners like you

J
JanetVIP
San Francisco Bay Area •6 reviews
5.0
Dined 1 day ago
We were there for the Wednesday night Fried Chicken menu and it was excellent from beginning to end, including the dessert - Chocolate Pots de Creme. Wonderful experience all around.
More info
Spoonbar - h2hotelPrice: Expensive• Contemporary American• Healdsburg
•
4.5
A
AshleyVIP
California Central Coast •27 reviews
5.0
Dined 2 days ago
Really loved this place, it has a cool vibe with a good atmosphere. Food was delicious, the wine was good and the service was great. We found it odd that we couldn't request certain things even though they had them, like jalapeños but add them to the top of the pizza. Apparently the chef can be really cranky on some days an will accommodate based on his feelings which doesn't seem fair. But overall highly recommend the food, atmosphere and drinks!!!
More info
Roof 106Price: Moderate• Californian• Healdsburg
•
4.8
T
TinaVIP
San Francisco Bay Area •8 reviews
4.0
Dined 5 days ago
Pricey, interesting food combinations but small portions
More info
Little Saint Café & LoungePrice: Expensive• Vegan• Healdsburg
•
4.7
J
Jim
San Francisco Bay Area •17 reviews
5.0
Dined on 6 Mar 2025
Once of our favorite spots in Healdsburg, always great food and service.
More info
Willi's Seafood & Raw BarPrice: Expensive• Tapas / Small Plates• Healdsburg
•
4.7
E
Edward
San Francisco Bay Area •1 review
5.0
Dined on 5 Mar 2025
Exquisite food expertly served. Pleasant atmosphere
More info
The MathesonPrice: Very Expensive• Contemporary American• Healdsburg
•
4.6