TOP Family Friendly Hotels in Healdsburg for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels | Expedia Singapore

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Check availability on Healdsburg Family friendly Hotels

Tonight

23 Sept - 24 Sept

Tomorrow

24 Sept - 25 Sept

This weekend

25 Sept - 27 Sept

Next weekend

Our top choices for Healdsburg family-friendly hotels

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

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

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

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

1. Dry Creek Inn MOD Collection by Sonesta

Healdsburg

Splash into family fun with an outdoor pool, bicycle rentals, and premium entertainment at this freshly remodeled Healdsburg hotel.

S$201

includes taxes & fees

25 Oct - 26 Oct

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 lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.

2. H2Hotel

Healdsburg

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

S$546

includes taxes & fees

27 Sept - 28 Sept

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

A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

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.

3. 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.

S$215

includes taxes & fees

25 Oct - 26 Oct

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 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.

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

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

Healdsburg

S$477

includes taxes & fees

1 Oct - 2 Oct

A large, two-story house with a balcony, surrounded by a vineyard.

A loft-style room with a large window, a bench, two armchairs, and a small table.

A tiered stone fountain in an outdoor seating area with wicker furniture and potted plants.

A spacious living room with a fireplace, a flat-screen TV, a comfortable sofa, a small round table, and a balcony with a view of greenery.

5. Geyserville Inn

Geyserville

Family fun flourishes in wine country with ziplining and an outdoor pool that everyone will love at this picturesque inn.

S$252

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

6. Appellation Healdsburg

Healdsburg

S$552

includes taxes & fees

22 Oct - 23 Oct

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

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

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

A reception desk with a wooden panel design and a white countertop. A sign above reads "WELCOME TO THE GOLDEN STATE".

7. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

Family holiday memories unfold at this modern hotel, just minutes from Sonoma attractions and Safari West wildlife.

S$217

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

8. Vinarosa Resort & Spa

Santa Rosa

Family fun awaits at the perfect California retreat with indoor and outdoor pools, hot tub, and a peaceful resort setting.

S$508

includes taxes & fees

25 Oct - 26 Oct

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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 courtyard with a stone balustrade and arches covered in ivy.

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.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

S$201

includes taxes & fees

25 Oct - 26 Oct

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

A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

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

S$215

includes taxes & fees

25 Oct - 26 Oct

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 lobby with a central reception desk, a seating area with a patterned sofa, and a bookshelf filled with books.

H2Hotel

Healdsburg

S$546

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.

A loft-style room with a large window, a bench, two armchairs, and a small table.

A large, two-story house with a balcony, surrounded by a vineyard.

A spacious living room with a fireplace, a flat-screen TV, a comfortable sofa, a small round table, and a balcony with a view of greenery.

Geyserville Inn

Geyserville

S$252

includes taxes & fees

28 Sept - 29 Sept

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

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

Appellation Healdsburg

Healdsburg

S$552

includes taxes & fees

22 Oct - 23 Oct

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

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

A reception desk with a wooden and white design, a wall sign reading "WELCOME TO THE GOLDEN STATE," and a display of snacks and beverages.

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

S$217

includes taxes & fees

4 Oct - 5 Oct

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

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

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

S$508

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

Montage Healdsburg

Healdsburg

S$1,379

includes taxes & fees

25 Oct - 26 Oct

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 courtyard with a stone balustrade and arches covered in ivy.

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.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg

S$201

includes taxes & fees

25 Oct - 26 Oct

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

A spacious hotel lobby with a seating area, a dining section, and a large window providing natural light.

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

S$215

includes taxes & fees

25 Oct - 26 Oct

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 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.

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

S$477

includes taxes & fees

1 Oct - 2 Oct

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

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

A reception desk with a wooden and white design, a wall sign reading "WELCOME TO THE GOLDEN STATE," and a display of snacks and beverages.

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

S$217

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

Montage Healdsburg

Healdsburg

S$1,379

includes taxes & fees

25 Oct - 26 Oct

A multi-story hotel with a stone facade, a 'Lobby' sign, and a '100' sign indicating the building's address.

Extended Stay America Suites Santa Rosa North

Santa Rosa

S$160

includes taxes & fees

30 Sept - 1 Oct

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

"Our room was quite small a king bed and daybed which was not conducive to seating. Bathroom extremely small with pedestal sink with no space at all for any toiletries! But the location of this hotel was better than perfect!"

H2Hotel

H2Hotel

10/10 Excellent

"We LOVED our stay here! The architecture was beautiful, the room was fascinating and comfortable and modern, the complimentary wine was delicious, and the balcony in the evenings and mornings was delightful. The town itself is charming and quaint, with so much to explore and experience. HIGHLY recommend!"

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

8/10 Good

"Convenient location. Staff was great. Rooms need to to be freshened up a bit. Also sound proofing is bad. If you are in a room that has an adjoining room, you can hear everything from the other room. Was pricey for the level of accommodations."

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

10/10 Excellent

"I was very impressed by the property in relation to its price. The room was good sized, quiet and had a great shower. I would for sure stay there again."

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 holidays?

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

What's the best family accommodation in 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 child-friendly holiday include Montage Healdsburg and H2Hotel.

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

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are December and January, with an average of 9°C. Average annual precipitation for Healdsburg is 777 mm.

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

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

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