154
trips planned in the last hour
trips planned in the last hour
out of 5
Trustscore rating
©
Healdsburg trip planner
Create a fully customized day by day
itinerary for free
itinerary for free
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. Plan your holiday in Healdsburg and other destinations, from the rural, to the urban, and everything in between, using our United States trip planning site.
Create a full itinerary — for free!
Plan your trip to Healdsburg
-
Get a personalized tripA full day by day itinerary based on your preferences
-
Customize itRefine your trip. We'll find the
best routes and schedules -
Book itChoose from the best hotels and activities. Up to 50% off
-
Manage itEverything in one place. Everyone on the same page.
Know more
Top Healdsburg tours
Side trips from Healdsburg
Hidden gems in Healdsburg
Wineries in Healdsburg
Nature in Healdsburg
Breweries & Distilleries in Healdsburg
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.
—
2 adults
Adults (12 +) |
-
+
|
Children (2-11) |
-
+
|
Infants (Under 2) |
-
+
|
Close
Places to visit with Healdsburg
San FranciscoTrip planner
Best for: Island, Bridge, Pier / Boardwalk
Yosemite National ParkTrip planner
Best for: World heritage site, Geologic Formation, Waterfall
Los AngelesTrip planner
Best for: Theme Park, Specialty Museum, Historic Walking Area
San DiegoTrip planner
Best for: Specialty Museum, Zoo, Beach
AnaheimTrip planner
Best for: Theme Park, Disney Park / Activity, Ride / Activity
Recently planned trips to Healdsburg
54 days in Plymouth & California
BY A USER FROM UNITED STATES
Plymouth
San Diego
Los Angeles
4 days in Healdsburg
BY A USER FROM UNITED STATES
Russian River Adventures (SOAR Inflatables)
Healdsburg museum and historical society
St. John the Baptist Catholic Church
16 days in United States
BY A USER FROM JAPAN
Seattle
Healdsburg
Fort Bragg
43 days in California
BY A USER FROM UNITED STATES
Sequoia and Kings Canyon National Park
Los Angeles
San Diego
57 days in California
BY A USER FROM UNITED KINGDOM
San Diego
Los Angeles
Sequoia and Kings Canyon National Park
25 days in California
BY A USER FROM KUWAIT
Los Angeles
San Diego
Healdsburg
37 days in United States
BY A USER FROM NEW ZEALAND
Anaheim
Yosemite National Park
Las Vegas
8 days in Sonoma County
BY A USER FROM UNITED STATES
Healdsburg
9 days in California
BY A USER FROM UNITED STATES
San Francisco
Healdsburg
Los Angeles
11 days in California
BY A USER FROM UNITED STATES
San Francisco
St. Helena
Healdsburg
35 days in United States
BY A USER FROM KUWAIT
New York City
Washington DC
New Orleans
32 days in California
BY A USER FROM UNITED STATES
San Francisco
Healdsburg
South Lake Tahoe