Curator’s statement
Planning a trip to Healdsburg, California and searching for the ideal place to stay? Nestled in the heart of Sonoma wine country, Healdsburg is a picturesque town brimming with charm. As a Luxury Blogger for The JetSetting Fashionista, I’ve had the pleasure of exploring nearly every hotel in the area. I’m excited to share my expertise to help you discover the best accommodations Healdsburg has to offer.
As a Fora Pro Advisor, I’d be delighted to assist in planning your visit to this enchanting wine country destination I’m fortunate to call home.
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Where to stay in Healdsburg
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Things to do in Healdsburg

If you're visiting the Healdsburg area, make sure wine tasting is at the top of your list! You haven't truly experienced Healdsburg until you've tasted the incredible wines grown here. Be sure to see The Top Healdsburg Wineries here on The JetSetting Fashionista.
Healdsburg offers excellent cycling opportunities, with scenic routes through vineyards, rolling hills and the picturesque Russian River. Whether you're a casual rider or a seasoned cyclist, there are numerous bike trails and guided tours available to explore the area.
Healdsburg is a great destination for hiking, offering a variety of trails that showcase the area's natural beauty. Popular spots include Healdsburg Ridge Open Space and Riverfront Regional Park, where visitors can enjoy lush landscapes, wildlife and breathtaking views.
If you're like me, exploring the shopping scene is a must when visiting a new place. Healdsburg offers a wide variety of local businesses with truly unique and amazing products to discover. Check out The Essential Healdsburg Shopping Guide here.
Craving something sweet? A summer favorite in California is definitely enjoying some ice cream on those hot, sunny days. See The Best Ice Cream Shops in Healdsburg for some delicious options to try.
Healdsburg hotel guide:
Harmon Guest House: Harmon Guest House is a chic, eco-friendly boutique hotel that offers guests a comfortable and luxurious stay with a focus on sustainability. The hotel is conveniently located near Healdsburg’s vibrant downtown area, offering easy access to wine tasting rooms, restaurants and shops, making it an ideal choice for those seeking a peaceful getaway in Sonoma County.
H2 Hotel: H2 Hotel offers a perfect blend of style, comfort and sustainability. With sleek, contemporary design, the hotel features spacious rooms, a relaxing outdoor pool and a rooftop deck with stunning views of the surrounding wine country. Guests can enjoy a complimentary breakfast and convenient access to downtown Healdsburg's wine-tasting rooms and restaurants.
Madrona: Madrona Hotel is a historic and charming boutique property set on a lush 10-acre estate. This elegant Victorian-era mansion offers a unique blend of old-world charm and modern luxury, with beautifully designed rooms, many featuring stunning vineyard views. The hotel is home to a renowned fine-dining restaurant, a spa and expansive gardens perfect for relaxation.
Places to eat & drink in Healdsburg

Arandas Mexican Restaurant: Offering authentic Mexican cuisine in a warm and inviting atmosphere and a local favorite in the Healdsburg area. Their homemade salsas and freshly made tortillas add an authentic touch to every meal. Whether you're craving a casual lunch or a refreshing margarita, Arandas is a go-to spot for delicious Mexican food in the heart of wine country.
Dry Creek Kitchen: A sophisticated dining destination renowned for its farm-to-table approach and world-class wines. Led by acclaimed chef Charlie Palmer, the restaurant offers a refined menu that seamlessly blends seasonal ingredients with innovative culinary techniques.
Hazel Hill: This beautiful and upscale farm-to-table restaurant located at Montage Healdsburg Hotel offers seasonal, California-influenced French cuisine for breakfast, weekend brunch, lunch, happy hour and dinner. While enjoying delicious food and an exquisite selection of wine, guests are immersed in views of wine country as far as the eye can see. I highly recommend this lovely spot!
SingleThread Restaurant: A three-Michelin-starred restaurant offering an unforgettable farm-to-table dining experience. Known for its exquisite 11-course tasting menu, it combines Japanese and Californian influences, highlighting fresh, seasonal ingredients from its own farm.
The Matheson Healdsburg: A tri-level restaurant that reflects the spirit of Healdsburg. The fabulous Chef Dustin Valette and partner Craig Ramsey are the ones behind this hot spot. You’re in great hands at the Matheson with their delicious menu made from locally sourced products, craft cocktails, sushi bar, rooftop dining and garden lounge.
Troubadour Bread & Bistro: Stop by for the best bread and sandwiches here in Healdsburg! Locally sourced and fresh bread all the time awaits at this favorite local food spot.
Little Saint Healdsburg: Little Saint in Healdsburg is a plant-based restaurant celebrating seasonal, locally sourced ingredients. With its creative dishes and welcoming ambiance, it’s a vibrant spot for sustainable, flavorful dining in wine country.
Harmon Guest House Rooftop Bar: The rooftop bar at Harmon Guest House offers stunning views of Healdsburg and the surrounding wine country. It's a chic spot to enjoy craft cocktails, local wines and small bites in a stylish, open-air setting.
Valette Restaurant: Another MUST visit when visiting Healdsburg is Valette Restaurant by Chef Dustin Valette (also Chef/Owner of The Matheson). This is one of my go-to spots for amazing service, delicious food, a lively setting and always surprises and delights me and guests I send there.
Need to know
Vibrant wine country: Healdsburg is situated at the center of Sonoma County’s renowned wine country, offering access to world-class wineries, vineyards and tasting rooms. It’s perfect for wine enthusiasts looking to explore the local wine scene.
Charming small town atmosphere: The town offers a quaint, walkable downtown filled with boutique shops, fine dining, cafes and art galleries, creating a warm, welcoming atmosphere with a sense of community.
Luxurious accommodations: From boutique hotels to high-end resorts, Healdsburg offers a range of accommodations that provide both comfort and style, many with scenic vineyard views and excellent amenities like spas, pools and fine dining.
Culinary delights: In addition to exceptional wine, Healdsburg boasts a thriving culinary scene, from Michelin-starred restaurants to farm-to-table dining experiences, ensuring an unforgettable gastronomic adventure.

Travel Advisor
Emily Martin

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For more inspiration and insider recommendations, visit our Healdsburg page.