Find Family Hotels in Healdsburg, CA

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Our top choices for Healdsburg family-friendly hotels

In-room safe, desk, laptop workspace, blackout drapes
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta
3.0 star property
Healdsburg
8.0 out of 10, Very Good, (1005)
"Clean room, staff was very friendly and checking in was easy"
United States
Benjamin
The price is NT$4,488
NT$5,215 total
includes taxes & fees
Dec 16 - Dec 17
Dry Creek Inn MOD Collection by Sonesta
Free daily buffet breakfast
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.6 out of 10, Exceptional, (445)
"Great stay easy in and out.... "
United States
Craig
The price is NT$3,094
NT$3,590 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Exterior
Geyserville Inn

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1004)
"Such a lovely place!"
United States
Jennifer
The price is NT$3,968
NT$4,950 total
includes taxes & fees
Dec 16 - Dec 17
Geyserville Inn
Property amenity
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
Santa Rosa
8.4 out of 10, Very Good, (2118)
"Nice room and breakfast "
United States
lei
The price is NT$2,845
NT$3,306 total
includes taxes & fees
Jan 4 - 2026/1/5
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Exterior
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1004)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is NT$3,419
NT$3,904 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites Windsor - Sonoma Wine Country
Exterior
Vinarosa Resort & Spa

Vinarosa Resort & Spa

Vinarosa Resort & Spa
4.0 star property
Santa Rosa
9.4 out of 10, Exceptional, (805)
"Amazing place"
United States
Robert
The price is NT$6,757
NT$9,526 total
includes taxes & fees
Dec 28 - Dec 29
Vinarosa Resort & Spa
Outdoor pool, sun loungers
H2Hotel

H2Hotel

H2Hotel
4.0 star property
Healdsburg
9.4 out of 10, Exceptional, (705)
"The room was beautiful and so clean. Loved the location "
United States
arleen
The price is NT$7,212
NT$9,649 total
includes taxes & fees
Jan 14 - 2026/1/15
H2Hotel
Front of property
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn
3.5 star property
Healdsburg
8.6 out of 10, Excellent, (564)
"Clean room, nice people, Janine was very helpful in answering our questions. "
United States
Paul
Healdsburg Inn on the Plaza, A Four Sisters Inn
Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (115)
"Clean room, kind and helpful staff. Nice ambiance in vineyard. "
United States
Arthur
The price is NT$19,964
NT$25,321 total
includes taxes & fees
Jan 5 - 2026/1/6
Montage Healdsburg
Villa, 6 Bedrooms | Exterior
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
3.5 star property
Geyserville
The price is NT$18,546
NT$37,279 total
includes taxes & fees
Dec 18 - Dec 19
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
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

Family-friendly hotels with pools in Healdsburg

Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (115)
The price is NT$19,964
NT$25,321 total
includes taxes & fees
Jan 5 - 2026/1/6
Montage Healdsburg
View all properties

Family-friendly hotels with free breakfast in Healdsburg

Aerial view
Montage Healdsburg

Montage Healdsburg

Montage Healdsburg
5.0 star property
Healdsburg
9.6 out of 10, Exceptional, (115)
The price is NT$19,964
NT$25,321 total
includes taxes & fees
Jan 5 - 2026/1/6
Montage Healdsburg
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

10/10 Excellent
"Clean room, nice people, Janine was very helpful in answering our questions. "
Paul 1-night trip
Posted 3 days ago
Healdsburg Inn on the Plaza, A Four Sisters Inn

Explore a world of travel with Expedia

Frequently asked questions

What's Healdsburg like for family-friendly vacations?
If you've been thinking about a trip with your kids, the walkable destination of Healdsburg is a good choice. 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?
Montage Healdsburg is a hotel with 2 outdoor pools and a kids' club, and it's a top choice on Expedia for families. Other choices for your kid-friendly vacation include H2Hotel and Dry Creek Inn MOD Collection by Sonesta.
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 Raven Performing Arts Theater. Make sure you have lots of time for activities like Luther Burbank Center for the Arts and Charles M. Schulz Museum.