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Restaurants near Calderwood Inn

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94 restaurants available nearby

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A photo of Young & Yonder restaurant
1. Young & Yonder
4.9
Exceptional(7)
Price: Moderate
• Distillery • Healdsburg
Need a break from wine? Mix it up with a spirits flight! Come savor a tasting of the award winning, limited run, small batch spirits at Young & Yonder craft distillery. Learn about different distillation processes & flavor profiles. Try a classic favorite or monthly specialty cocktail while relaxing in our cozy tasting lounge. We offer a modern, industrial chic space conveniently located 2 blocks from downtown Healdsburg, within walking distance of the Plaza & the Healdsburg farmers market. Make Young & Yonder part of your weekend outing. Our expert bartenders are here to refresh you before, after, or during a full day of exploring our beautiful town! Long week at work? Stop in and unwind with friends & fine spirits! Need to restock your at home bar? Headed to a party? Need a special gift? Swing through and grab a bottle or two to go! We welcome you in!
A photo of Willi's Seafood & Raw Bar restaurant
2. Willi's Seafood & Raw Bar
4.7
Exceptional(2668)
Price: Expensive
• Tapas / Small Plates • Healdsburg
Booked 45 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 Valette restaurant
3. Valette
4.8
Exceptional(3950)
Price: Very Expensive
• Contemporary American • Healdsburg
Booked 42 times today
Contemporary American: Portraying what Sonoma County has to offer with refined elegance and simplicity.We will showcase what the region has to offer by focusing on the amazing network of farmers and artisan producers in the area. The relationships we have formed with our purveyors have given us the opportunity to work with what is available while providing the flexibility of changing our menu weekly.We are determined to provide warm and personable service by dedicated professionals who love what they do. Every guest will feel as if we were inviting them into our own homes.The wine program is inspired by the incredible history and diversity of the region that surrounds us. Here you can explore classic varieties made by the pioneers whose dedication has made Northern California one of the most exciting wine growing regions in the world.
A photo of SingleThread Restaurant & Inn restaurant
4. SingleThread Restaurant & Inn
4.9
Exceptional(148)
Price: Very Expensive
• Californian • Healdsburg
Booked 13 times today
In the heart of downtown Healdsburg, one of the country’s most accomplished chefs Kyle Connaughton, along with farmer and wife Katina Connaughton, host guests at SingleThread Farm-Restaurant-Inn, a 55-seat fine dining restaurant with five exclusive suites above the restaurant. The farm, located on 24 acres in the historic Dry Creek Valley, supplies vegetables, fruit, herbs, flowers and honey, to their restaurant. Guests of the restaurant are treated to a 10-course tasting menu, showcasing the seasonal bounty from the couple’s farm. SingleThread provides guests a bespoke hospitality experience in the center of Sonoma Wine Country.
A photo of Bravas Bar de Tapas restaurant
5. Bravas Bar de Tapas
4.7
Exceptional(2883)
Price: Moderate
• Spanish • Healdsburg
Booked 66 times today
Bravas serves traditional Spanish dishes along with tapas-style dining and has been named in the Top 100 Bay Area Restaurants in 2013, 2014, 2015, & 2022 by the San Francisco Chronicle. Bravas offers a large selection of local and Spanish wines, sangrias and Spain inspired cocktails that will not only quench your thirst but will complement your food perfectly and authentically.
A photo of Lo and Behold Bar + Kitchen restaurant
6. Lo and Behold Bar + Kitchen
4.7
Exceptional(768)
Price: Moderate
• Global, International • Healdsburg
Booked 26 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, duck confit with panang curry and 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. Locally owned and operated by veteran Chef Sean Kelley and two of Sonoma County's top bartenders, Laura Sanfilippo & Tara Heffernon. Come play with us!
A photo of Dry Creek Kitchen restaurant
7. Dry Creek Kitchen
4.7
Exceptional(3878)
Price: Expensive
• American • Healdsburg
Booked 25 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 Roof 106 restaurant
8. Roof 106
4.6
Exceptional(736)
Price: Moderate
• Californian • Healdsburg
Booked 27 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 The Matheson restaurant
9. The Matheson
4.7
Exceptional(1135)
Price: Very Expensive
• Contemporary American • Healdsburg
Booked 30 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.
A photo of Little Saint Café & Lounge restaurant
10. Little Saint Café & Lounge
4.5
Awesome(169)
Price: Expensive
• Vegan • Healdsburg
Booked 13 times today
Little Saint is a vibrant plant-based restaurant, wine lounge, cocktail bar, and coffee bar in the heart of downtown Healdsburg. More than a place to dine, it’s a creative haven and community gathering space, rooted in sustainability and inspired by connection. Our 100% plant-based menu is guided by what’s growing just up the road at Little Saint Farm, bringing the spirit of Sonoma County directly to the table. Mornings start with cosmic lattes and brewed coffee; afternoons give way to happy hour cocktails and conversation. Evenings are alive with flavor, music, and art—from seasonal dinners to Neighbor’s Night, a $55 four-course prix fixe every Monday featuring what’s freshest from the farm. Join us Thursdays for free live music upstairs at the second story. Whether you’re here for a casual bite, a soulful night out, or a memorable event, Little Saint offers a place to gather, discover, and return to—again and again.

Dining near Calderwood Inn at a glance

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SingleThread Farm at Dry Creek

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