Curated Experiences

In the past 150 years, Healdsburg has morphed from the pioneer outpost it was during Harmon Heald’s days, to a sleepy town of prune and grape growers, to an acclaimed destination as the jewel of Sonoma County’s wine country.

Today, visitors can stroll the charming town while browsing boutiques, tasting rooms, art galleries and restaurants helmed by dedicated chefs. Or they can venture further afield along stunning country roads to dozens of wineries, both legendary and yet-to-be discovered.

Curated Experiences

North Sonoma Wine + Design Tour

with Bohemian Highway

At many boutique Healdsburg wineries, the surrounding built and natural environments are a visual expression of the wines crafted on site. Explore the convergence of three prime winegrowing regions (Russian River Valley, Dry Creek Valley and Alexander Valley) in this unique excursion. Bohemian Highway will take you to several of the region’s most elite, design-forward wineries, where you’ll explore the history, design origins, and architectural elements behind these inspiring venues.

Guests will be given an insider tour, taste some great wines, and enjoy a seated, chef-prepared lunch. At the end of the tour, you’ll receive a signed copy of Heather Herbert’s book, The New Architecture of Wine.


  • Bespoke itinerary curation
  • Private tour in a luxury SUV with a local wine expert
  • Wine tasting at two appointment-only premium wineries not open to the general public
  • Chef-prepared seasonal lunch
  • Signed copy The New Architecture of Wine ( $60 value)

This private experience is for 2-6 guests, Cost for 2 is $1280, +$565 for each additional guest. For groups larger than 6, please inquire for customized pricing. Experience lasts roughly 5.5 hours. Extra winery visits or additional transportation hours can be added on to your tour for an additional cost. Gratuity is not included in your package price and at your discretion.

Curated Experiences

Pro Cycling Experiences

with Pete Stetina

Harmon Guest House and Pro Cyclist Pete Stetina have teamed up to offer hotel guests who are passionate about cycling one-of-a kind Sonoma County adventures on two wheels. From curated rides to the ultimate private riding experience, you’ll be treated to an inside view into the best riding Sonoma County has to offer. So gather your team, saddle up, and “clip in”!

Take a ride

Curated Experiences

Dry Creek Peach Excursion

with Brian and Gayle Sullivan

Spring is almost here, and the fruit trees of Healdsburg’s scenic orchards will soon showcase the bright pink hues of their annual blossoms. Add a visit to Dry Creek Peach to your stay between late-February and mid-March to be surrounded by the vibrant colors and discover the inner workings of a local operating peach farm.

A photographer’s dream, this private excursion will include a tour of the farm with owners Brian and Gayle Sullivan, a tasting of fresh peach Bellinis, and a jar of Dry Creek Peach Jam to take home as a memento. Elevate your day trip with a private lunch catered by Spoonbar, sister property h2hotel’s signature restaurant, for a tranquil dining experience among the peach trees. You can also book a summer experience from mid-June to mid-August to explore the farm with a peach tour, peach brandy, and Bellini tasting.

The private experience is $200 for two to four guests. As an upgrade, lunch from Spoonbar is available for groups with a minimum of $500. Lunch for more than four guests will be $100 per person. Email us at to arrange your visit.

Curated Experiences

A Tour Through Healdsburg’s Architectural History

With Holly Hood
Director of the Healdsburg Museum

Since the days of Harmon Heald, Healdsburg has been a desirable destination to visit and settle. From the early Italian immigrants who came to farm prunes and later wine, to land entrepreneurs, architects, and mafia...Healdsburg has a storied past. Holly Hood, Director of the Healdsburg Museum, will guide you on a private walking tour of Healdsburg’s historic homes and businesses, including a stop for some notable wine tasting.

Each tour is customized to the guest’s interest and available for 2-10 guests. Please contact the front desk to assist with arranging your experience.