top of page

Harvest Season Delights: Exploring Healdsburg, Sonoma County CA

SEPT 30th, 2023


Nestled in the heart of Sonoma County, Healdsburg beckons travelers year-round with its charming vineyards, delightful eateries, and scenic landscapes. But for those seeking an extra dash of magic, there's no better time to visit than during the vibrant harvest season. During my recent trip to Healdsburg, I had the incredible opportunity to witness the wine country in all its glory, vineyards buzzed with activity and the air was filled with the sweet scent of ripening grapes.

From boutique inns that wrap you in luxury to local eateries that tickle your taste buds with fresh flavors, Healdsburg offers a myriad of options to pamper your senses. In this blog, we'll explore some of the most delightful accommodations and culinary hotspots that left me with unforgettable memories. Allow me to guide you through the best places to stay, sip, and savor in Healdsburg, ensuring your trip is nothing short of remarkable.


If you're looking to splurge on a little "treat-your-self" holiday, Healdsburg is not short of their luxurious resorts. One of my absolute favorite chains, Montage, resides here and is 100% worth a visit.

Nestled amidst the picturesque vineyards and rolling hills of Sonoma County, Montage Healdsburg stands as a beacon of luxury and serenity. As I embarked on my journey to Healdsburg, I was fortunate to stay a night in this gem, I completely immersed myself into their wellness retreat, allowing me to forget about the stresses I had as I completely laid back and relaxed.

This exquisite resort is nestled on 258 acres of pristine land, Montage Healdsburg boasts breathtaking views of vineyards and the Mayacamas Mountains, offering a sense of seclusion and connection to the landscape that's truly unparalleled. From the moment you step onto the property, you are transported to a world where time slows down, and relaxation becomes the top priority.

As I became more involved with touring the city, I moved over to the charming Calderwood Inn, a historic gem that gracefully stands near the center of town making it very convenient to enjoy the town's restaurants and tasting rooms.

Calderwood Inn is a delightful haven where the elegance of the past seamlessly merges with contemporary comforts.

This bed and breakfast is a sanctuary for travelers seeking more than just a place to rest their heads. It's a home away from home with freshly made breakfast daily and cookies next to the fireplace. With its Victorian architecture and lush gardens, Calderwood Inn offers a serene escape from the hustle and bustle of everyday life.

During my stay at Calderwood Inn, I was captivated not only by the warm hospitality but also by the attention to detail. The cozy rooms provide an ambiance that transports you back in time, while modern amenities ensure your comfort.


One of the highlights of my trip was exploring the numerous vineyards in and around Healdsburg. I had the pleasure to attend a tasting with picnic in the vineyards of Limerick Lane Cellars and sip in the tasting rooms of Ernest Vineyards. Both offer a warm and inviting atmosphere for visitors. The guided tours and tastings gave me a deeper appreciation for the winemaking process. I even found a couple bottles of red wine that I throughly enjoyed.

Limerick Lane, a sprawling 53-acre estate situated in the northeastern reaches of Sonoma County's Russian River Valley, offers a unique twist in a region celebrated for its Pinot Noir and Chardonnay. Here, the focus is on the cultivation and production of exceptional Zinfandel and Rhone-style wines. I tried the five course tasting with a picnic, this romantic experience takes place adjust their vineyards. If you're lucky, you may even get to try a couple grapes strait off the vines.

This estate occupies a precise intersection within Sonoma County, where elements like soil composition, water levels, rocky terrain, abundant sunshine, brisk winds, and the embracing coastal fog harmoniously converge. Amidst this complex tapestry of natural factors, the grapevines have evolved, adapting perfectly to their environment. It's this exact synergy that breathes life into our wines, and without the careful balance of each of these elements, these exceptional vintages would cease to exist.

In the heart of town, Ernest Vineyard's newly opened tasting room takes guests on a journey of wine exploration through their exquisite wines. Their vineyards, nestled among the rolling hills and vine-covered landscapes, embodies the very essence of terroir – the unique combination of soil, climate, and winemaking philosophy that imparts a distinct character to every vintage.

Ernest Vineyards tasting room is beautifully designed and very chic. It is a hidden gem in the world of California wines, and during my visit, I was captivated by the winery's dedication to expressing the true spirit of the Russian River Valley and the Sonoma Coast. With a commitment to showcasing the subtleties of these extraordinary vineyards, Ernest Vineyards has mastered the art of crafting wines that are not just beverages. Each sip tells a story of the land, the climate, and the visionaries behind the bottle. I truly fell in love with their blend and if I could, I would fill my home with one of their Edaphos Wines so I can share them with my friends and family.


No trip is complete without me fully dedicated to trying all the cuisines a town has to offer. I wanted to try a variety as well as also enjoying the many farm to table options Healdsburg has to offer. Below are three of my favorites and must-visit for any trip.

Dry Creek Kitchen is a renowned restaurant of Chef Charlie Palmer. It's celebrated for its exceptional cuisine and its commitment to sourcing ingredients locally. The restaurant offers a diverse menu that highlights seasonal and regional flavors, with a particular emphasis on Sonoma County's produce and wines. The dining experience at Dry Creek Kitchen is characterized by a blend of rustic charm and modern sophistication, making it a top choice for both locals and visitors looking for a taste of wine country culinary excellence. I went with their three course pre-fix autumn menu and ordered Steel Cut Fruits, a delightful mushroom pasta, and the chef surprised me with a variety of desserts because I couldn't choose a favorite.

Little Saint is a heartwarming destination that celebrates the simple joys of life – from nourishing food to soulful music, inspiring art, and meaningful conversations. Here, they not only savor the finest in plant-based cuisine but also embrace responsibility to the environment and local community. With a 100% plant-based menu, they offer a delightful testament to the harmony between nature and food, showcasing the best of farm-to-table delights.

Lo and behold is a friendly kitchen and bar for a relaxed evening with friends. Offering a vast cocktail menu with rotating seasonal options and a menu complete with shareable plates and stand alone options, lo and behold is a great destination for an afternoon cocktail and quick bite or spot for dressed down date night.

A Trip to Remember

Visiting Healdsburg during harvest season was a truly remarkable experience. It allowed me to witness the beauty of winemaking , to taste the essence of the land, and to connect with the people who pour their passion into winemaking. If you have the chance to plan a trip to Healdsburg during this magical time, I wholeheartedly recommend it. The memories I made and the beauty of Sonoma will stay with you long after your journey ends.

I hope this itinerary helps you to get started on planning your trip to Healdsburg. If you'd like more details on my trip, follow along on my journeys through my Instagram @chennytien


Screenshot 2023-07-24 at 10.22.49 PM.png

Hi, thanks for stopping by!

In my blog you will find all the must see, do, and eat in the countries and destinations I visit. Make sure to subscribe if you'd like to keep up to date on all of my itineraries around the world.

Let the posts
come to you.

Thanks for submitting!

  • Facebook
  • Instagram
  • Twitter
  • Pinterest
bottom of page