Best Casual Restaurants in Windsor

30 restaurants available nearby

1. KIN

4.7

Exceptional(271)

Price: Moderate

• Contemporary American • Windsor

Booked 3 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.

2. River Vine

4.4

Awesome(524)

Price: Moderate

• American • Santa Rosa

Booked 9 times today

The elegantly-rustic café features a circular dining room with expansive windows that open onto beautiful vineyards and gardens; a rock fireplace and wood ceiling beams that bring natural elements to create an inviting, warm, and comfortable ambiance; and custom iron ceiling light fixtures and walls sconces that add notes of elegance and grace. The café provides an array of seating options indoors and out, including quaint, smaller dining areas for intimate duos, as well as a private room for up to 80 guests for meetings or special events.

A photo of De La Montanya Winery restaurant

3. De La Montanya Winery

4.9

Exceptional(124)

Price: Moderate

• Winery • Healdsburg

De La Montanya Winery is a family-owned, boutique winery in Sonoma County offering a generous variety of hand-crafted, small batch wines entirely from estate-grown fruit. Varietals include: Viognier, Pinot Noir, Primitivo, Zinfandel, Tempranillo, Malbec, and Cabernet Sauvignon. The tasting room is located at our Felta Creek Vineyard and offers a stunning outside area for tasting.Wine tastings can be scheduled by reservation for groups of 6 or less. Your tasting will be conducted outside in our spacious garden and will last approximately 90 minutes.

4. Roof 106

4.7

Exceptional(664)

Price: Moderate

• Californian • Healdsburg

Booked 25 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.

5. The Matheson

4.7

Exceptional(1029)

Price: Very Expensive

• Contemporary American • Healdsburg

Booked 23 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.Special Monday Menu:Join us every Monday evening for a special Prime Dinner featuring Chef Nate Davis at the helm as he serves up a traditional prime rib dinner for guests to enjoy as part of a pre-fixe dining experience.

6. The Madrona

4.6

Exceptional(197)

Price: Very Expensive

• Farm-to-table • Healdsburg

Booked 5 times today

Within the Mansion’s intimate parlors and expansive outdoor spaces, a variety of culinary experiences are available to delight guests every day; from leisurely lunches to decadent twilight dinners. Our unique perspective reflects the season and region, while drawing inspiration from global destinations to highlight the natural beauty of our ingredients. The beverage program showcases inventive cocktails, rare spirits, and an eclectic wine list that goes beyond Sonoma’s borders to embrace the work of winemakers around the world.The estate offers a stylish and relaxed experience to be shared by all. As our guests play a role in the ambience, a smart casual appearance is appreciated. Given the style of the property, the hotel and restaurant are generally not the best environment for young children.The Madrona is honored to house a unique and dynamic art collection curated by Dolby Chadwick Gallery.

A photo of Lo and Behold Bar + Kitchen restaurant

7. Lo and Behold Bar + Kitchen

4.7

Exceptional(698)

Price: Moderate

• Global, International • Healdsburg

Booked 9 times today

Voted Best Bar and Best Restaurant in Healdsburg, Lo & Behold is a vibrant space serving up cultivated craft cocktails and a full menu of shareable comfort food from around the globe. We offer a choose-your-own-adventure atmosphere with seating available in our warm and welcoming dining room, cozy cocktail lounge, lively bar, or spacious garden patio. Casual and inviting with something for everyone, our menu will delight all fans of food and drink with bangers like our house-made noodles with kimchi, coconut green curry clams and confit beef brisket tacos. Our cocktails are inspired by what's growing on our farm, mixed with a little whimsy, and always served with a smile. Owned and operated by veteran Chef Sean Kelley and two of Sonoma County's top bartenders, Laura Sanfilippo & Tara Heffernon. Come play with us!

8. Dry Creek Kitchen

4.8

Exceptional(3756)

Price: Expensive

• American • Healdsburg

Booked 31 times today

Progressive American cooking rooted in Sonoma CountyLegendary Chef Charlie Palmer seamlessly blends his Progressive American style with the rich bounty of Sonoma County, along with the most expansive, exclusively Sonoma County wine list in the world. Here you’ll discover the freshest, hyper-seasonal ingredients that are grown and raised by farms up the road, and wines by vintners you visited earlier in the day. We’re proud to call Healdsburg home. Choose from our three-course nightly dinner menu, indulge in Chef Shane’s ever-changing six-course tasting menu, or enjoy our celebrated Thursday night Sonoma Neighbor menu. For a more casual evening, dine at Dry Creek Kitchen’s bar or savor light bites and hearty burgers at Hotel Healdsburg’s lobby Spirit Bar. Welcome to our kitchen, where we celebrate the essence of Sonoma County, every day.

A photo of Little Saint Café & Lounge restaurant

9. Little Saint Café & Lounge

4.7

Exceptional(122)

Price: Moderate

• Vegan • Healdsburg

Booked 7 times today

Little Saint is a 100% plant-based restaurant, coffee bar, wine lounge, cocktail bar and events venue located in downtown Healdsburg in Sonoma County, California. Our first floor Café & Lounge offers a casual and cozy living room vibe and is open for walk-ins or reservations. Indulge in seasonally rotating pastries, coffee, brunch and dinner in our communal seating area or take to go. Please note we close the kitchen between 3-5pm to prepare for our dinner service, but worry not we have a Happy Hour menu with cocktails and small bites from 3pm - 5pm.

A photo of Willi's Seafood & Raw Bar restaurant

10. Willi's Seafood & Raw Bar

4.7

Exceptional(2567)

Price: Expensive

• Tapas / Small Plates • Healdsburg

Booked 40 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.

See what locals rave about

From verified diners like you

N
Nicole
San Francisco Bay Area •2 reviews
5.0
Dined 2 days ago
I’m local and I am totally spoiled by the amazing food and wine scene in Sonoma County. It had been 6 months since I’d been here and so glad I returned! This is The Best Sonoma County Rooftop Experience! From the ambiance, to the service and food- beat value in Sonoma county! We went on a chilly January evening and sat on the rooftop, cozy bench with pillows, fire tables all around, amazing food and service! Can’t wait to go back.
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Roof 106Price: Moderate• Californian• Healdsburg
•
4.7
S
sandiVIP
Los Angeles •111 reviews
5.0
Dined 3 days ago
We have dined at Rooftop, Sushi by Scratch and the bar. First time in the dining room with friends visiting from Liverpool. Great sharing menu with tasty creative dishes, great service by Yvette, and fun wine wall tasting.
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The MathesonPrice: Very Expensive• Contemporary American• Healdsburg
•
4.7
C
ConVIP
San Francisco Bay Area •30 reviews
4.0
Dined 5 days ago
We'll be sad to see this place go! We asked why the limited Menu today, and only as of 11am and the servers told us they're closing River Vine down in 2 weeks after the actual John Ash restaurant is done with construction updates. The full menu supposedly will return then, and I sure hope there will be a Patio again too - walked by the back and it looks like there will be. River Vine has awesome servers and upon asking they said they're safe, will be transferring to JA.
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River VinePrice: Moderate• American• Santa Rosa
•
4.4
P
PaulaVIP
Greater Boston •17 reviews
5.0
Dined on Dec 27, 2024
Very good service, and the food was tasty. It would be great if their outdoor heaters could be fixed and working again.
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KINPrice: Moderate• Contemporary American• Windsor
•
4.7
OT
OpenTable Diner
Nashville •1 review
5.0
Dined on Jun 9, 2024
Laid back wine tasting in a lovely, quiet garden. Small winery producing tasty, easy sipping wines in a non-pretentious setting.
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De La Montanya WineryPrice: Moderate• Winery• Healdsburg
•
4.9

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30 restaurants available nearby

1. KIN

2. River Vine

3. De La Montanya Winery

4. Roof 106

5. The Matheson

6. The Madrona

7. Lo and Behold Bar + Kitchen

8. Dry Creek Kitchen

9. Little Saint Café & Lounge

10. Willi's Seafood & Raw Bar

See what locals rave about

Explore OpenTable