TheLuxeologist’s Guide to Healdsburg, California

Our recommendations on where to Dine, Drink, and Stay

by Zoe Bowker

A few of our favourite things in Healdsburg, Sonoma in the heart of California Wine Country…

Situated just 67 miles north of San Francisco, Healdsburg is a charming town that offers a delightful blend of world-class dining, exquisite wines, and luxurious accommodations. Whether you’re a foodie, a wine enthusiast, or simply looking for a relaxing getaway, Healdsburg has something special for everyone. Here’s where we recommend to head in Healdsburg.

Dine At.


SingleThread is not just a restaurant; it’s a culinary journey that marries Japanese precision with the rich bounty that California has to offer. Led by dynamic duo Kyle and Katina Connaughton, this three-Michelin-starred restaurant offers an unforgettable dining experience with a focus on hyper-seasonal cooking and sustainable farming. Each meal is a testament to the farm’s freshest produce, offering dishes that are as beautiful as they are delicious. For an in-depth look at what makes SingleThread exceptional, read our review.

Molti Amici

For a more casual dining experience, Molti Amici offers a vibrant atmosphere with a menu that celebrates Italian cuisine. With a focus on locally sourced ingredients, this restaurant serves up everything from wood-fired pizzas to handmade pastas, all in a cozy, welcoming setting. Check out their website for more details.

Drink At.

The Matheson

the matheson healdsburg review

The Matheson is a wine lover’s paradise, featuring around 40 wines available for tasting via an enomatic system. Their daily happy hour from 4-6 pm offers 30% off and allows you to taste a wide variety of local wines at a reasonable price – we sampled 22 wines for under $100. With a rooftop bar offering stunning views of Healdsburg, The Matheson is the perfect spot to unwind and explore Sonoma’s rich wine heritage. Learn more here.

Ernest Vineyard Tasting Room

For a more intimate wine tasting experience, visit the Ernest Vineyard Tasting Room (the chicest in town, in our opinion). This elegant space offers a curated selection of Ernest Vineyards’ finest wines. The knowledgeable staff will guide you through each tasting, providing insights into the unique characteristics of their wines. If you’re a chardonnay lover, you’re in luck at Ernest. Visit their website for more information.

Reeve Winery 

For a bespoke wine-tasting experience, Reeve Winery is a great choice. This appointment-only winery offers a personalized and intimate setting to enjoy their exquisite wines. During our visit, we were particularly impressed with their delicious pizzas – the elote and the pepperoni pizzas were divine – ideal for enjoying under the dappled sunlight filtering through the trees of their picturesque garden. Make sure to book your appointment in advance. Learn more about Reeve Winery.

Stay At.

Montage Healdsburg

For a luxurious retreat, Montage Healdsburg is an exceptional choice. Set amidst rolling vineyards and oak groves, this resort offers a blend of contemporary elegance and rustic charm. Guests can enjoy spacious accommodations, world-class amenities, and friendly service that includes complimentary car rides into Healdsburg town centre and a glass of wine at check-in. We loved the outdoor shower and balcony fire pit – just what you need to get out and enjoy the views on crisp Californian mornings and evenings. The resort also features a large pool and full-service spa, making it the perfect place to relax and rejuvenate. Read our full review here.

SingleThread Inn

For those looking to fully immerse themselves in the SingleThread experience, staying at the SingleThread Inn is a must. This boutique inn offers just five exclusive rooms, ensuring an intimate and personalized stay. Guests can enjoy unique perks such as an extraordinary breakfast (included in the room price), access to in-room donabe hot pot dinner bookings, and a guaranteed reservation at the restaurant. The rooms are thoughtfully designed, featuring luxurious touches and a curated selection of complimentary beverages and snacks as well as free use of electric Audi vehicles. Learn more about the inn.

Healdsburg is a destination that truly offers the best of all worlds—exquisite dining, superb wines, and luxurious accommodations. Whether you’re planning a romantic getaway or a culinary adventure, Healdsburg promises an experience that you’ll cherish long after your visit.

Heading to California Wine Country? Read more articles here.

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