The Best Family Hotels in Healdsburg, CA from ￥19,307 in 2026 | Expedia

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Check availability on Healdsburg Family Hotels

Tonight

Oct 21 - Oct 22

Tomorrow

Oct 22 - Oct 23

This weekend

Oct 23 - Oct 25

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Our top choices for Healdsburg family-friendly hotels

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

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

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.

1. Hotel Healdsburg

Healdsburg

￥78,982

￥100,049 total

includes taxes & fees

Nov 3 - Nov 4

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

A two-story building with a central entrance, large windows, and a balcony.

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

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

2. Liora Estate

Healdsburg

￥56,506

￥76,692 total

includes taxes & fees

Nov 19 - Nov 20

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

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

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.

3. H2Hotel

Healdsburg

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

￥56,839

￥72,481 total

includes taxes & fees

Nov 16 - Nov 17

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

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

A modern living room with a sectional sofa, two wooden ottomans, a small coffee table, and a balcony with wicker chairs.

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.

4. Harmon Guest House

Healdsburg

￥49,585

￥64,052 total

includes taxes & fees

Nov 18 - Nov 19

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.

5. Hotel Trio Healdsburg

Healdsburg

￥23,584

￥30,714 total

includes taxes & fees

Nov 2 - Nov 3

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 view of the Healdsburg Inn on the Plaza, featuring a modern interior with a staircase, seating area, and decorative lighting.

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

Healdsburg

￥45,586

￥52,968 total

includes taxes & fees

Nov 18 - Nov 19

A poolside area with lounge chairs, a table with a bottle and a glass, and a tray with fruits and a muffin.

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

A modern living room with a sofa, dining table, and chairs, large windows with a view of a garden, and a ceiling fan.

A rooftop terrace with wicker chairs and a railing overlooking a vineyard.

7. Appellation Healdsburg

Healdsburg

￥58,049

￥78,486 total

includes taxes & fees

Nov 16 - Nov 17

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

An outdoor dining area with tables and chairs under trees, string lights, and a view of the landscape.

8. Montage Healdsburg

Healdsburg

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

￥117,602

￥149,093 total

includes taxes & fees

Nov 16 - Nov 17

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

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

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

A courtyard with a stone balustrade and arches covered in ivy.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

￥18,835

￥21,885 total

includes taxes & fees

Nov 15 - Nov 16

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

￥23,584

￥30,714 total

includes taxes & fees

Nov 2 - Nov 3

A large building with a central fountain and flower planters.

A swimming pool with a fence, lounge chairs, and a building with columns.

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.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

￥16,936

￥19,307 total

includes taxes & fees

Nov 19 - Nov 20

A covered outdoor seating area with two lounge chairs and a stone fireplace.

A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

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

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

Hilton Garden Inn Sonoma County Airport

Santa Rosa

￥18,041

￥20,566 total

includes taxes & fees

Nov 13 - Nov 14

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

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

A breakfast buffet with various pastries and baked goods displayed on a wooden counter.

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

￥49,585

￥64,052 total

includes taxes & fees

Nov 18 - Nov 19

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

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.

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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

￥19,988

￥22,826 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 row of cabins with a well-lit pathway leading to them, surrounded by greenery.

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.

Cottages on River Road

Guerneville

￥13,820

￥16,706 total

includes taxes & fees

Nov 17 - Nov 18

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

A conference room with a long table, multiple chairs, a projector screen, and a presentation screen.

A conference room with multiple tables and chairs, equipped with a projector screen and ceiling-mounted lighting.

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

￥18,835

￥21,472 total

includes taxes & fees

Nov 19 - Nov 20

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

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

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.

H2Hotel

Healdsburg

￥56,839

￥72,481 total

includes taxes & fees

Nov 16 - Nov 17

A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".

A modern hotel dining area with a long table, multiple chairs, and a patterned carpet.

A modern waiting area with a blue cushioned bench, wooden storage compartments, and artwork on the walls.

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

￥18,041

￥20,927 total

includes taxes & fees

Nov 21 - Nov 22

View all properties

Family-friendly hotels with free breakfast in Healdsburg

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

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

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

A courtyard with a stone balustrade and arches covered in ivy.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

￥18,835

￥21,885 total

includes taxes & fees

Nov 15 - Nov 16

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

￥23,584

￥30,714 total

includes taxes & fees

Nov 2 - Nov 3

A large building with a central fountain and flower planters.

A swimming pool with a fence, lounge chairs, and a building with columns.

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.

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

￥16,936

￥19,307 total

includes taxes & fees

Nov 19 - Nov 20

A covered outdoor seating area with two lounge chairs and a stone fireplace.

A hotel shop with shelves of snacks, a refrigerated section, and a display of bottled beverages.

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

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

Hilton Garden Inn Sonoma County Airport

Santa Rosa

￥18,041

￥20,566 total

includes taxes & fees

Nov 13 - Nov 14

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

A row of cabins with a well-lit pathway leading to them, surrounded by greenery.

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.

Cottages on River Road

Guerneville

￥13,820

￥16,706 total

includes taxes & fees

Nov 17 - Nov 18

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

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

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

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

Hotel Healdsburg

Healdsburg

￥78,982

￥100,049 total

includes taxes & fees

Nov 3 - Nov 4

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

A conference room with a long table, multiple chairs, a projector screen, and a presentation screen.

A conference room with multiple tables and chairs, equipped with a projector screen and ceiling-mounted lighting.

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

￥18,835

￥21,472 total

includes taxes & fees

Nov 19 - Nov 20

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

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.

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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

￥19,988

￥22,826 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 view of the Healdsburg Inn on the Plaza, featuring a modern interior with a staircase, seating area, and decorative lighting.

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg

￥45,586

￥52,968 total

includes taxes & fees

Nov 18 - Nov 19

A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

A modern breakfast area with a central table, coffee machines, and a sign that reads "Happy Breakfast Starts Here".

A modern hotel dining area with a long table, multiple chairs, and a patterned carpet.

A modern waiting area with a blue cushioned bench, wooden storage compartments, and artwork on the walls.

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

￥18,041

￥20,927 total

includes taxes & fees

Nov 21 - Nov 22

View all properties

4-star family-friendly hotels in Healdsburg

A two-story building with a central entrance, large windows, and a balcony.

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

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

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

Liora Estate

Healdsburg

￥56,506

￥76,692 total

includes taxes & fees

Nov 19 - Nov 20

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

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

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.

H2Hotel

Healdsburg

￥56,839

￥72,481 total

includes taxes & fees

Nov 16 - Nov 17

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

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

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

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

Hotel Healdsburg

Healdsburg

￥78,982

￥100,049 total

includes taxes & fees

Nov 3 - Nov 4

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

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and buildings.

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

Appellation Healdsburg

Healdsburg

￥58,049

￥78,486 total

includes taxes & fees

Nov 16 - Nov 17

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

A bar setting with a glass of red wine on a tiled surface.

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

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

Vinarosa Resort & Spa

Santa Rosa

￥30,694

￥45,292 total

includes taxes & fees

Nov 19 - Nov 20

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.

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Top Healdsburg Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good

"Basic stay. Room was clean, location is convenient and great price for the area. But, rooms need renovation- we had an issue with turning the water on in the shower. Maintenance was there quickly and told us you had to hold it a certain way to make it work..not great. Other than that stay was fine."

Calderwood Inn

Calderwood Inn

10/10 Excellent

"Lovely relaxing property with nice gardens and the ease of a good breakfast in the morning. Spacious room with sitting area. Nice people"

Fairview Inn and Suites

Fairview Inn and Suites

10/10 Excellent

"Owner manager was extremely helpful"

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.

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