Title: Book the Best Winter FAMILY FRIENDLY Hotels from CA $169 - Kid-Friendly Hotels in Winter, WI | Expedia.ca

[Winter Travel Guide](https://expedia.ca/Winter.dx3000462138)[Hotels in Winter](https://expedia.ca/Winter-Hotels.d3000462138.Travel-Guide-Hotels)[Vacation Rentals in Winter](https://expedia.ca/Winter-Vacation-Rentals.d3000462138.Travel-Guide-VacationRentals)[Flights to Winter](https://expedia.ca/Cheap-Flights-To-Winter.d3000462138.Travel-Guide-Flights)[Winter Car Rentals](https://expedia.ca/Car-Rentals-In-Winter.d3000462138.Car-Rental-Guide)[Winter Vacation Packages](https://expedia.ca/Winter.d3000462138.Destination-Travel-Guides)

![Old red barn next to a snow covered forest in a  Wisconsin](https://images.trvl-media.com/place/3000462138/6dca08ca-5573-4d68-9c1e-f16f49c61630.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Family Hotels in Winter, WI from CA $169

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## Check availability on Winter Family Hotels

Tonight

[Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly)

Tomorrow

[Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly)

## Our top choices for Winter family-friendly hotels

![Property amenity](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/w4599h3063x0y0-77a2d29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/0bddde6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/1b65cdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/9d43ad0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Hayward by IHG

[](https://www.expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information)

Hayward

9.6/10

Exceptional

(642)

"Very outstanding food and selection. Location and surroundings were GREAT"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

CA $154

CA $169 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/b79ed87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo | Private kitchen](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/a47bd9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/6f590308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo, Lake View, Lakeside | Terrace/patio](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/0ff28579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Telemark Northwoods Lodging

[](https://www.expedia.ca/Hayward-Hotels-Telemark-Vacation-Condominiums.h35263087.Hotel-Information)

Cable

9.0/10

Wonderful

(316)

"Colors of the trees were beautiful, staff helpful, trails plentiful and walkable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kenneth

CA $203

CA $429 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Hayward-Hotels-Telemark-Vacation-Condominiums.h35263087.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-03&regionId=3000462138&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true)

## Top Winter Hotel Reviews

![Holiday Inn Express & Suites Hayward by IHG](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/2970951b_y.jpg)

### Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent

"Amazing stay with pretty lake views, and wonderful with two young kids. Big, open common spaces with activities/games for adults and kids. Pool was great, hot tub jets were not working but it was hot and circulating, sauna was hot and spacious but the benches could use fixing. Room was recently renovated, two queen beds and a pull out couch - microwave and mini fridge too. Overall a great property for our two nights. "

[](https://expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information)

![Timber Inn Motel](https://images.trvl-media.com/lodging/13000000/12660000/12651000/12650901/b33293f8_y.jpg)

### Timber Inn Motel

10/10 Excellent

"Old but clean and comfy. Great view. New owners were trying hard, just purchased this week. Oh and very good coffee. "

[](https://expedia.ca/Phillips-Hotels-Timber-Inn-Motel.h12650901.Hotel-Information)

## Frequently asked questions

### What's Winter like for family-friendly vacations?

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

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

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