The Best Family Hotels in Healdsburg, CA from NT$3,858 in 2026 | Expedia

A garden pathway lined with white roses leading to a building with a stone facade and a window.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Healdsburg Family Hotels

Tonight

Oct 11 - Oct 12

Tomorrow

Oct 12 - Oct 13

Next weekend

Oct 16 - Oct 18

In two weeks

Oct 23 - Oct 25

Our top choices for Healdsburg family-friendly hotels

A person walking on a pathway with a pool and lounge chairs in the background.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

1. Hotel Trio Healdsburg

Healdsburg

NT$4,757

NT$6,195 total

includes taxes & fees

Nov 2 - Nov 3

A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.

A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.

A library with wooden bookshelves, a central fireplace, and four armchairs.

A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.

2. Liora Estate

Healdsburg

NT$12,738

NT$17,027 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

A hotel room with a bed, a desk, a chair, a television, and a window with blinds.

A modern hotel with a central courtyard, large windows, and a well-maintained lawn.

A modern reception area with a curved desk, seating, and a skylight.

3. Hotel Healdsburg

Healdsburg

NT$14,643

NT$18,683 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.

A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

4. H2Hotel

Healdsburg

Family-friendly adventures await with an outdoor pool, stunning kids amenities, and stylish spaces just steps from Healdsburg Plaza.

NT$12,977

NT$16,377 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor dining area of a restaurant with a modern design, featuring glass walls and a cozy seating arrangement.

A modern building with multiple balconies and a staircase leading to an upper level.

A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.

A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

5. Harmon Guest House

Healdsburg

NT$11,239

NT$14,357 total

includes taxes & fees

Nov 5 - Nov 6

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.

A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

6. Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Adventure awaits at this Sonoma retreat with an outdoor pool, kid-friendly activities, and thoughtfully designed rooms.

NT$4,032

NT$4,604 total

includes taxes & fees

Nov 1 - Nov 2

A modern interior with a staircase, a large window with reflections, and a seating area.

A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.

A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.

7. Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg

NT$9,802

NT$11,389 total

includes taxes & fees

Nov 3 - Nov 4

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.

A spacious living area with a large sofa, a coffee table, and a dining table. There is a large window offering a view of the outdoors.

A modern bar area with a large fireplace, seating, and a view of the outdoors.

8. Montage Healdsburg

Healdsburg

Exciting family vacations await with outdoor pools, kids' club, and a dedicated children's pool in scenic Healdsburg wine country.

NT$22,859

NT$28,983 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Choose what matters most at family-friendly hotels in Healdsburg

Pool

Breakfast included

4 stars

All-inclusive

5 stars

Family-friendly hotels with pools in Healdsburg

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

Hotel Trio Healdsburg

Healdsburg

NT$4,757

NT$6,195 total

includes taxes & fees

Nov 2 - Nov 3

A multi-story hotel with a central archway, balconies, and a parking area.

A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

A kitchen with a white countertop, wooden stools, and a large mirror above the sink.

A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

NT$3,927

NT$4,563 total

includes taxes & fees

Oct 25 - Oct 26

A modern outdoor seating area with a wooden table and chairs, a sofa, and a view of a green landscape.

A modern building with multiple balconies and a staircase leading to an upper level.

A modern lounge area with a wooden ceiling, a large window, and a seating arrangement including sofas and ottomans.

A modern outdoor seating area with three wooden benches and a central table, set against a backdrop of vertical wooden slats and a cityscape view.

Harmon Guest House

Healdsburg

NT$11,239

NT$14,357 total

includes taxes & fees

Nov 5 - Nov 6

A multi-story building with a central entrance, large windows, and a covered walkway.

A hotel room with two beds, a desk, a chair, a lamp, and a large window.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

A hotel room with a desk, chair, sofa, and a standing lamp.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

NT$3,384

NT$3,858 total

includes taxes & fees

Nov 8 - Nov 9

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.

A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

NT$4,032

NT$4,604 total

includes taxes & fees

Nov 1 - Nov 2

A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.

Cottages on River Road

Guerneville

NT$3,132

NT$3,762 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

A breakfast bar with various food items and a waffle batter station.

A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

Hilton Garden Inn Sonoma County Airport

Santa Rosa

NT$3,528

NT$4,022 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

A modern reception area with a curved desk, seating, and a skylight.

A poolside area with lounge chairs, a table, and a potted plant.

A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.

Hotel Healdsburg

Healdsburg

NT$14,643

NT$18,683 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.

A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

H2Hotel

Healdsburg

NT$12,977

NT$16,377 total

includes taxes & fees

Nov 2 - Nov 3

A modern living room with a brown leather sofa, a coffee table with a bottle and glasses, and a large abstract painting on the wall.

A pool area with lounge chairs, umbrellas, and a clear view of the surrounding forest.

A hotel room with a large bed, a desk, a chair, a TV, and a bathroom.

A living room with a brown leather sofa, a wooden coffee table with a candle and a plant, a window with blinds, and a colorful abstract painting on the wall.

Fairview Inn and Suites

Healdsburg

NT$4,430

NT$5,139 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Family-friendly hotels with free breakfast in Healdsburg

A hotel with a modern design, featuring a prominent entrance, multiple balconies, and a well-maintained outdoor area with trees and seating.

A modern cafe with wooden chairs and tables, large windows, and a view of the outdoors.

A modern hotel lobby with a reception desk, large windows, a green vertical garden, and a marble wall.

Hotel Trio Healdsburg

Healdsburg

NT$4,757

NT$6,195 total

includes taxes & fees

Nov 2 - Nov 3

A multi-story hotel with a central archway, balconies, and a parking area.

A modern living room with a flat-screen TV, fireplace, and a dining area with bar stools.

A kitchen with a white countertop, wooden stools, and a large mirror above the sink.

A kitchen with a wooden table, two stools, a large mirror, and white cabinetry.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

NT$3,927

NT$4,563 total

includes taxes & fees

Oct 25 - Oct 26

A modern interior with a staircase, a large window with reflections, and a seating area.

A room with two patterned armchairs, a glass coffee table, a window with a view of trees, and a brown leather bag on the floor.

A bedroom with a bed, a window with curtains, a bedside table, and a wall-mounted thermostat.

A hotel room with a large bed, a window with a view of greenery, a door leading to an outdoor balcony, and a framed botanical print on the wall.

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg

NT$9,802

NT$11,389 total

includes taxes & fees

Nov 3 - Nov 4

A row of cabins with outdoor seating areas, surrounded by a well-maintained garden and a forested backdrop.

A courtyard with a fire pit surrounded by blue chairs, a stone pathway, and a lawn leading to a house.

A swimming pool with a curved edge, surrounded by a deck with lounge chairs and a covered seating area.

A bedroom with a wooden dresser, a bed, a nightstand, a framed picture, a round mirror, and a bathroom visible through an open door.

Cottages on River Road

Guerneville

NT$3,132

NT$3,762 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

A modern reception area with a curved desk, seating, and a skylight.

A poolside area with lounge chairs, a table, and a potted plant.

A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.

Hotel Healdsburg

Healdsburg

NT$14,643

NT$18,683 total

includes taxes & fees

Nov 10 - Nov 11

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

A hotel with a prominent entrance, a well-lit facade, and a landscaped front garden.

A covered outdoor seating area with a sofa and two round tables, surrounded by greenery and a stone wall.

A modern hotel lobby with a fireplace, a flat-screen TV, a sofa set, and a coffee table.

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

NT$4,032

NT$4,604 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story building with a central entrance, large windows, and a covered walkway.

A hotel room with two beds, a desk, a chair, a lamp, and a large window.

A modern kitchen with a breakfast bar, a coffee station, and a sign indicating breakfast service.

A hotel room with a desk, chair, sofa, and a standing lamp.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

NT$3,384

NT$3,858 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor patio with stone walls, wooden pergola, and multiple tables and chairs under beige umbrellas.

A spacious lobby with a large fireplace, a sofa, a coffee table, and a bookshelf.

A breakfast bar with various food items and a waffle batter station.

A Hilton Garden Inn with a modern design, featuring a prominent entrance and a well-lit facade.

Hilton Garden Inn Sonoma County Airport

Santa Rosa

NT$3,528

NT$4,022 total

includes taxes & fees

Nov 1 - Nov 2

An aerial view of a resort with a large swimming pool surrounded by sun loungers and a vineyard.

A vineyard with rows of grapevines, a modern building with a patio area, and a sunset in the background.

A dining area with a long wooden table set for a meal, large windows offering a view of trees, and hanging spherical lights.

A modern bar area with a large fireplace, seating, and a view of the outdoors.

Montage Healdsburg

Healdsburg

NT$22,859

NT$28,983 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with dark cabinets, stainless steel appliances, a microwave, and a dishwasher.

A hotel corridor with a patterned carpet, red upholstered seating, and large windows with curtains.

A gym with treadmills, weight machines, and a mirrored wall.

A hotel room with a bed, a TV, a desk, a chair, a table, and a dining area with a table set for two.

Holiday Inn Windsor Wine Country by IHG

Windsor

NT$3,927

NT$4,477 total

includes taxes & fees

Nov 10 - Nov 11

View all properties

4-star family-friendly hotels in Healdsburg

A dining area with a table and chairs, a chandelier, wicker baskets on shelves, and a view through large windows.

A bar with three hanging wicker light fixtures, shelves stocked with liquor bottles, and a marble countertop.

A room with a fireplace, wooden paneling, a chandelier, and a large abstract painting.

A room with a wooden door, a white robe hanging, a dining table with breakfast, and a view through a glass door.

Liora Estate

Healdsburg

NT$12,738

NT$17,027 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with wicker chairs and tables, large windows with curtains, and a chandelier.

A modern reception area with a curved desk, seating, and a skylight.

A poolside area with lounge chairs, a table, and a potted plant.

A spacious lounge area with multiple seating options, a bar with a variety of bottles, and large windows providing natural light.

Hotel Healdsburg

Healdsburg

NT$14,643

NT$18,683 total

includes taxes & fees

Nov 10 - Nov 11

A restaurant interior with a long wooden counter, hanging pendant lights, and a view of the outdoors.

A modern multi-story house with large windows, a balcony, and a view of the surrounding greenery.

A modern outdoor patio with a wooden ceiling, a dining area with chairs and a table, and a view of vineyards in the background.

A vineyard with rows of grapevines, a building with the number 45, and outdoor seating areas.

Appellation Healdsburg

Healdsburg

NT$11,709

NT$15,831 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool area with lounge chairs, a glass wall with plants, and a modern interior design.

A bar with a sign indicating it's open, patio seating, and a Spoonbar sign.

A modern living room with a sectional sofa, a coffee table, and a bookshelf filled with colorful vases.

A modern interior with a bar area, wooden ceiling, and a wall decorated with sunflowers.

H2Hotel

Healdsburg

NT$12,977

NT$16,377 total

includes taxes & fees

Nov 2 - Nov 3

A fountain surrounded by a brick pathway, with a building featuring a tiled roof and ivy-covered walls in the background.

A spacious living room with a high ceiling, wooden beams, a large window, and a view of the outdoors.

A resort with a large pool surrounded by lounge chairs and umbrellas, set in a landscaped area with buildings in the background.

A spacious dining area with high ceilings, chandeliers, and large windows offering views of the outdoors.

Vinarosa Resort & Spa

Santa Rosa

NT$9,539

NT$12,959 total

includes taxes & fees

Nov 1 - Nov 2

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Top Healdsburg Hotel Reviews

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

8/10 Good

"Room was very nice, only complaint was noise from the hallway came into the room as if the door was open."

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

8/10 Good

"Clean hotel , comfortable rooms"

Calderwood Inn

Calderwood Inn

10/10 Excellent

"Very pleasant stay. So comfortable on the porch and our private patio."

Frequently asked questions

What's Healdsburg like for family-friendly vacations?

The walkable destination of Healdsburg is a good choice if you've been thinking about a trip with your kids. The biking trails, art scene, and cafes are just a few things that make this an attractive family vacation spot. Fly into Santa Rosa, CA (STS-Sonoma County), which is located 7.7 mi (12.5 km) from the city center.

What's the best place to stay for a family trip to Healdsburg?

Dry Creek Inn MOD Collection by Sonesta is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other choices for your kid-friendly vacation include Montage Healdsburg and H2Hotel.

When's the best time to book a family-friendly vacation in Healdsburg?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are December and January with an average of 49°F. Average annual precipitation for Healdsburg is 31 inches.

What's there to see and do with your family in Healdsburg?

While you are vacationing in Healdsburg, you and the family might want to see interesting spots such as SingleThread Farm at Dry Creek and Charles M. Schulz Museum. Make sure you have lots of time for activities like Railroad Square Historic District and Rio Theatre.

Explore a world of travel with Expedia

Book Family Hotels in Healdsburg on Expedia.com