Title: Book the Best Winter FAMILY FRIENDLY Hotels from CA $192 - 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) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Winter, WI from CA $192 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Family Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Winter Family 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/ca08381e.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/0bddde6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Hayward by IHG Hayward 9.6/10 Exceptional (628) "The hotel is centrally located in Hayward. The staff is friendly and the breakfast is very good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $178 CA $195 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24040000/24032400/24032359/0f9c028d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/25000000/24040000/24032400/24032359/01674cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/25000000/24040000/24032400/24032359/900b40e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/25000000/24040000/24032400/24032359/ddcfaeee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage Hayward 8.8/10 Excellent (27) "Absolutely wonderful stay, very cabin like and rustic. Wished the TV worked for the kids at night, other than that, it was a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal CA $140 CA $192 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hayward-Hotels-2-Bedroom-Lakeside-Cabin-Family-Fishing-Resort-Hayward-WI-Chippewa-Flowage.h24032359.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106270000/106269500/106269497/c14cd695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106270000/106269500/106269497/91a2fc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106270000/106269500/106269497/396264db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106270000/106269500/106269497/14334afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Garden Wisconsin Concrete Park | 3 Beds, comfortable and clean Phillips 10/10 Exceptional (4) "Super clean, friendly and great communication with property owner! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly P. CA $258 CA $330 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Phillips-Hotels-Rock-Garden-Rental-3-Beds.h106269497.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104825000/104824915/dd946e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/105000000/104830000/104825000/104824915/268d0a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104830000/104825000/104824915/3a111056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/105000000/104830000/104825000/104824915/40526629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Cabin on LCO - The Sunset Escape Hayward 9.6/10 Exceptional (4) "We loved the house. It was exactly as pictured and described. The view was amazing. We sat on the dock one of the evenings we were there and watched the sunset. Beautiful! The house was very clean and well stocked with things we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerri S. CA $290 CA $768 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Hayward-Hotels-Lakefront-Cabin-On-LCO-The-Sunset-Escape.h104824915.Hotel-Information) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74720000/74710200/74710197/44d00c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74720000/74710200/74710197/7e9f05db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74720000/74710200/74710197/5b60656a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74720000/74710200/74710197/aa031aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Available Christmas!-Hot Tub, EV, 2 Kings Hayward 9.8/10 Exceptional (19) "My husband and our four children had a wonderful stay at Acorn Shores! The hosts were incredibly informative and very responsive to any questions we had! We enjoyed use of the canoe, kayaks, and hot tub. The amenities were perfect and we'd highly recommend this property for your next vacation get away. Thanks again for a great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mercedes S. CA $436 CA $829 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hayward-Hotels-Available-New-Year-Hot-Tub.h74710197.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/e6913d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/21928d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/fd33f8b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/230c1db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Available Labor Day-King Bed, Pacman, EV Hayward 9.6/10 Exceptional (10) "Beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy R. CA $301 CA $522 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/78000000/77870000/77865800/77865770/07395b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77870000/77865800/77865770/83f41139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77870000/77865800/77865770/d0241704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/78000000/77870000/77865800/77865770/e99d0f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake House & Cottage-2 Docks, Firepits, Kitchens Hayward 9.8/10 Exceptional (18) "The house was perfect for a weekend get away up north!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobbi B. CA $965 CA $1,195 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hayward-Hotels-Hygge-Lake-Cottage-15-Min-To-HaywardSleeps-16.h77865770.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119690000/119684400/119684329/fc116697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119690000/119684400/119684329/65e9f020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119690000/119684400/119684329/e7f412fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119690000/119684400/119684329/50d1492a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lunar Lodge on Windfall Lake Exeland CA $382 CA $891 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Exeland-Hotels-Lunar-Lodge-On-Windfall-Lake.h119684329.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/72000000/71520000/71512900/71512891/8b35a78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71520000/71512900/71512891/5bb0ad4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71520000/71512900/71512891/656b56f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71520000/71512900/71512891/4046ad58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seclusion, Avail Christmas-Hot Tub, WIFI, 2 Kings Ojibwa 10/10 Exceptional (43) "We had a great time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan H. CA $541 CA $647 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ojibwa-Hotels-Secluded-Winter-Cabin-WFull-Coffee-Bar.h71512891.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=2025-11-02&endDate=2025-11-03®ionId=3000462138&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Hotel Reviews ![Holiday Inn Express & Suites Hayward by IHG](//images.trvl-media.com/lodging/1000000/290000/280900/280853/2970951b_y.jpg) ### Holiday Inn Express & Suites Hayward by IHG 10/10 Excellent "Everything was amazing and the hotel was beautiful!" [](https://expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information) ![Timber Inn Motel](//images.trvl-media.com/lodging/13000000/12660000/12651000/12650901/0dbac819_y.jpg) ### Timber Inn Motel 10/10 Excellent "Easy Check-in" [](https://expedia.ca/Phillips-Hotels-Timber-Inn-Motel.h12650901.Hotel-Information) ![AmeriVu Inn](//images.trvl-media.com/lodging/1000000/460000/459900/459801/de29951e_y.jpg) ### AmeriVu Inn 10/10 Excellent "All of hat is need for quick stop" [](https://expedia.ca/Phillips-Hotels-AmeriVu-Inn.h459801.Hotel-Information) ## Frequently asked questions ### What's Winter like for family-friendly vacations? > The destination of Winter is a great choice if you've been thinking about a vacation with your kids. There are some entertaining activities you and the family might enjoy. ### When's the best time to book a family-friendly vacation in Winter? > The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 18°F. The snowiest months in Winter are April, March, January, and February, with each month seeing an average of 10 inches of snowfall. ### What's there to see and do with your family in Winter? > While you and the family are vacationing in Winter, you might want to check out some of the attractions here such as Winter Public Library, Lake Winter, and Perch Lake. 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