TOP Family Friendly Hotels in Windsor for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

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Our top choices for Windsor family-friendly hotels

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

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

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

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

1. 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$184

includes taxes & fees

1 Nov - 2 Nov

A large building with a central fountain and flower planters.

A modern bathroom with a white sink, mirror, and toilet. There are three white towels hanging on the wall.

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

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

2. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

S$166

includes taxes & fees

1 Nov - 2 Nov

A modern bathroom with a large bathtub, a walk-in shower, and a window providing natural light.

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

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

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

3. Holiday Inn Windsor Wine Country by IHG

Windsor

S$185

includes taxes & fees

2 Nov - 3 Nov

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

A swimming pool with lounge chairs and a sunshade, surrounded by large windows.

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

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

4. Hilton Garden Inn Sonoma County Airport

Santa Rosa

S$154

includes taxes & fees

1 Nov - 2 Nov

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

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

5. 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$199

includes taxes & fees

1 Nov - 2 Nov

A geodesic dome interior with prayer flags, storage bins, and a ladder.

A spacious living room with a large window, a sofa, a coffee table, and a plant.

A bar area with a wooden counter, bar stools, and a wine display.

A modern kitchen with a large island, bar stools, and a view of a pool.

6. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Santa Rosa

Splashes of family fun with an outdoor pool, fire pit, and spacious rooms make this Santa Rosa retreat a kid-approved getaway.

S$157

includes taxes & fees

26 Oct - 27 Oct

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

A modern hotel entrance with a large archway, a well-lit driveway, and a sign reading "The Lodge."

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.

7. 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$191

includes taxes & fees

1 Nov - 2 Nov

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

A hotel sign with illuminated text and a leaf design, surrounded by outdoor seating and a covered area.

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

8. Hotel Trio Healdsburg

Healdsburg

S$248

includes taxes & fees

2 Nov - 3 Nov

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Choose what matters most at family-friendly hotels in Windsor

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Top Windsor Hotel Reviews

The Inn at the Tides

8/10 Good

"Property is beautiful & the rooms were clean & comfortable. We were there on a hot day & there are no fans or AC in the room, which made it a bit uncomfortable ... & there's a fog horn (??) or some other type of noise that happens every 30 seconds or so, all day & night, & that is quite annoying, especially with the windows open ... but otherwise, pool & hot tub were great & dinner at the restaurant on property (not the one across the street) was truly exceptional."

DoubleTree by Hilton Sonoma - Wine Country

8/10 Good

"There seems to a plumbing issue going on with the property. Granted that it's 3 stories but the drainage does not seem to work very well when the shower is running and toilet is very slow flushing. The water pipes rattled a bit as well when turned on. AC unit was ok, not great. The bed was comfortable and the room itself was very quiet."

Hotel La Rose

10/10 Excellent

"The Rose Hotel is very charming and the rooms are excellent. We stayed at the Carriage house and we loved it."

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent

"Nice to stay in for a weekend in wine country"

WorldMark Windsor

10/10 Excellent

"We enjoyed our stay. Having two bedrooms, kitchen, living room and patio was terrific."

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent

"Nice stay. Clean, comfortable, and great breakfast!"

Frequently asked questions

What's Windsor like for family-friendly holidays?

The welcoming destination of Windsor is a good choice if you've been thinking about a trip with your children. The recreation options, festivals and restaurants are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Santa Rosa, CA (STS-Sonoma County), which is located 2.6 mi (4.2 km) from the city centre.

What's the best family accommodation in Windsor?

Hampton Inn & Suites Windsor - Sonoma Wine Country is a hotel with an outdoor pool and free parking, and it's a top choice on Expedia for families.

How many hotels that welcome families should I expect to find in Windsor?

Expedia has 7 family-friendly hotels and other accommodation options in Windsor.

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

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are February and December, with an average of 9°C. Average annual precipitation for Windsor is 715 mm.

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

Powell's Sweet Shoppe - Windsor and Charles M. Schulz Museum are interesting attractions that you and your family may enjoy exploring while you are staying in Windsor. Make sure that you have lots of time for activities such as Railroad Square Historic District and Redwood Empire Ice Arena.

Room 1

Change your mind

Treat yourself

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Check availability on Windsor Family friendly Hotels

Our top choices for Windsor family-friendly hotels

1. Hampton Inn & Suites Windsor - Sonoma Wine Country

2. Holiday Inn Express® Windsor Sonoma Wine Country by IHG

3. Holiday Inn Windsor Wine Country by IHG

4. Hilton Garden Inn Sonoma County Airport

5. Hampton Inn & Suites Santa Rosa Sonoma Wine Country

6. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel