Title: Winter Chalets from CA $866 | 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) # Search Chalets in Winter from CA $866 - ![](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 prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Chalets ![Property grounds](https://images.trvl-media.com/lodging/75000000/74720000/74710200/74710197/449f188f.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) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74720000/74710200/74710197/15a089bd.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) ### Chalet in Hayward 9.8/10 Exceptional (20) "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 $464 CA $866 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hayward-Hotels-Available-New-Year-Hot-Tub.h74710197.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=2025-12-22&endDate=2025-12-23®ionId=3000462138&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Chalets.d3000462138-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Chalets.d3000462138-aaChalets.Travel-Guide-Accommodation) ## 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) ![Northern Lights Inn](https://images.trvl-media.com/lodging/45000000/44780000/44772200/44772198/7237ae4a_y.jpg) ### Northern Lights Inn 10/10 Excellent "Everything was great " [](https://expedia.ca/Phillips-Hotels-Northern-Lights-Inn.h44772198.Hotel-Information) ![Executive Custom Log Lodge on Little Round Lake](https://images.trvl-media.com/lodging/54000000/53820000/53814700/53814694/w1206h682x6y0-e4cd60e6_y.jpg) ### Executive Custom Log Lodge on Little Round Lake 10/10 Excellent "The house was an excellent place for our family Thanksgiving get together. VERY spacious and comfortable. It was clean and well equipped. We enjoyed our stay. " [](https://expedia.ca/Hayward-Hotels-Executive-Custom-Log-Lodge-On-Little-Round-Lake.h53814694.Hotel-Information) ![Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!](https://images.trvl-media.com/lodging/21000000/20150000/20143800/20143722/ea1fb32a_y.jpg) ### Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails! 10/10 Excellent "Perfect location and amenities with lakefront privacy. This stay had all of the things needed for a relaxing, comfortable and enjoyable stay. Landings for Lake Chippewa, downtown and great dining options were all within a 20 minute drive. Ample firewood was provided, quick communication from the owner and all in all a perfect getaway. Highly recommend this property! " [](https://expedia.ca/Hayward-Hotels-Very-Private-Cabin-On-Upper-Twin-Lakelarge-Lotgreat-Views.h20143722.Hotel-Information) ![Modern Cabin located between Grindstone and Lac Courte Oreilles](https://images.trvl-media.com/lodging/74000000/73980000/73977700/73977614/05a04408_y.jpg) ### Modern Cabin located between Grindstone and Lac Courte Oreilles 10/10 Excellent "Very cozy cabin. Already stocked with everything you need. Hosts had great suggestions for local supper clubs!" [](https://expedia.ca/Hayward-Hotels-Modern-Cabin-Located-Between-Grindstone-And-Lac-Courte-Oreilles.h73977614.Hotel-Information) ![Cozy Cabin on Secluded Peninsula](https://images.trvl-media.com/lodging/86000000/85480000/85471500/85471498/451f9cb4_y.jpg) ### Cozy Cabin on Secluded Peninsula 10/10 Excellent "Property and cabin were as advertised, host communicated well and was friendly and helpful!" [](https://expedia.ca/Hayward-Hotels-Osprey-Cabin.h85471498.Hotel-Information) ![AmericInn by Wyndham Ladysmith](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/3c822ae4_y.jpg) ### AmericInn by Wyndham Ladysmith 10/10 Excellent "Great stay. Clean room and comfy bed for a tired traveler!! " [](https://expedia.ca/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) ![5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.](https://images.trvl-media.com/lodging/54000000/53820000/53817500/53817438/w4026h3024x2y0-727608df_y.jpg) ### 5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis. 10/10 Excellent "We rent someplace in the Winter area every year in October for a weeklong grouse hunt. This cabin was by far our favorite. It was exceptionally cleaned, well kept, well stocked, and well laid out. Chris was a fantastic and accommodating host and made sure everything was set for our arrival. I would highly recommend this property for any group. It is a great combination of multiple comfortable living spaces in a peaceful quiet setting." [](https://expedia.ca/Winter-Hotels-Beautiful-3-Bedroom-Lake-Home-Near-Winter.h53817438.Hotel-Information) ![Hayward Lakefront - Gorgeous Cabin, Four Seasons of Fun for up to 21 guests](https://images.trvl-media.com/lodging/35000000/34090000/34084700/34084617/a431dbd7_y.jpg) ### Hayward Lakefront - Gorgeous Cabin, Four Seasons of Fun for up to 21 guests 10/10 Excellent "Cabin was cozy and clean. Lots of space with open loft, two bathrooms and stocked kitchen. Location worked great for us as we utilized the ATV/UTV trails. Very peaceful and comfortable.We have stayed here before and enjoy the cabin." [](https://expedia.ca/Hayward-Hotels-Hayward-Lakefront-Gorgeous-Cabin.h34084617.Hotel-Information) ## Find out more about Winter ## Winter Chalets information | Number of reviews | 19 | | ----------------- | --------- | | Accommodation | 4 Chalets | | Lowest Price | CA $866 | | Highest Price | CA $866 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Hayward ](https://www.expedia.ca/4Star-Hayward-Hotels.s40-0-d7773.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northwoods Beach ](https://www.expedia.ca/4Star-Northwoods-Beach-Hayward-Hotels.s40-n553248635975849216-0.Travel-Guide-Filter-Hotels) - [Hotels near American Birkebeiner Trail ](https://www.expedia.ca/American-Birkebeiner-Trail-Hotels.0-l553248621561861926-0.Travel-Guide-Filter-Hotels) - [Hotels near Chequamegon National Forest ](https://www.expedia.ca/Chequamegon-National-Forest-Hotels.0-l6094008-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Clam Lake ](https://www.expedia.ca/Clam-Lake-Cabins.d3000461537-aaCabins.Travel-Guide-Accommodation) - 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