©

Healdsburg trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Healdsburg

Trip Planner USA  /  California  /  Sonoma County  /  Healdsburg
The quaint city of Healdsburg is one of northern California's wine capitals, serving as the meeting point for three of Sonoma's most important wine-producing regions. The city of about 11,000 boasts a small-town feel, and most of its activity centers on the 19th-century town square. A foodie's paradise, there is plenty of opportunity to sample the wine, cheese, and olive oil that comes from the region. Downtown is home to a wealth of shopping opportunities, including art galleries, bookstores, antique shops, and clothing boutiques. Sightsee in the rolling hills, vineyards, and orchards that surround Healdsburg, which can be explored by car or bicycle. Healdsburg is in Sonoma County. Add Healdsburg and other United States destinations to your travel plans using our United States trip app .
Create a full itinerary — for free!

Plan your trip to Healdsburg

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Healdsburg

Embracing the region's winemaking heritage, Healdsburg provides a large number of hotels and bed and breakfasts, located both in the center and the city's scenic outskirts. To stay close to some of the town's most popular restaurants and bars, book a room near the town plaza. Those planning a longer holiday should consider booking a vacation rental in one of the residential neighborhoods, which is a more budget-friendly option.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
teens
- +
Children (2-11)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
teens
- +
Children (2-11)
- +
Close

Recently planned trips to Healdsburg

27 days in California BY A USER FROM AUSTRALIA August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 60 days in Canada & United States BY A USER FROM CANADA September, culture, outdoors, relaxing, romantic, beaches, wildlife, slow & easy, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 34 days in United States BY A USER FROM UNITED KINGDOM October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 36 days in California BY A USER FROM UNITED STATES June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 60 days in California BY A USER FROM BRAZIL May, popular PREFERENCES: May ATTRACTION STYLE: Popular PACE: Medium 60 days in California BY A USER FROM BRAZIL February, popular PREFERENCES: February ATTRACTION STYLE: Popular PACE: Medium 60 days in United States BY A USER FROM ISRAEL May, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 13 days in California BY A USER FROM INDIA June, kids, culture, outdoors, relaxing, romantic, beaches, museums, wildlife, hidden gems PREFERENCES: June, kids, culture, outdoors, relaxing, romantic, beaches, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 1 day in Healdsburg BY A USER FROM UNITED STATES June, romantic, museums, shopping, popular PREFERENCES: June, romantic, museums, shopping ATTRACTION STYLE: Popular PACE: Medium 31 days in West Coast BY A USER FROM UNITED KINGDOM June, popular PREFERENCES: June ATTRACTION STYLE: Popular PACE: Medium 3 days in Sonoma County BY A USER FROM UNITED STATES May, teens, popular PREFERENCES: May, teens ATTRACTION STYLE: Popular PACE: Medium 14 days in West Coast BY A USER FROM AUSTRALIA April, popular PREFERENCES: April ATTRACTION STYLE: Popular PACE: Medium
View more plans