Title: Book the Best Hotels with POOL in Winter in 2026 | 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 Hotels with a Pool in Winter, WI from CA $153 - ![](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 Hotels with a Pool Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter hotels with a pool ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/4e6c456a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/602af787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/163a28a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/bcd30cdc.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 (643) "Very outstanding food and selection. Location and surroundings were GREAT" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $155 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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/1d44f40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/b06fb281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/4c98b0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/34301138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Ladysmith [](https://www.expedia.ca/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) Ladysmith 8.2/10 Very good (76) "Clean room. Adequate accommodations. It’s a decent place to stay. Staff is nice and the facilities are clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rai CA $152 CA $170 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/2b33d00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/bc7019b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/8c496f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/bdcb60c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Ladysmith [](https://www.expedia.ca/Ladysmith-Hotels-Quality-Inn.h22752670.Hotel-Information) Ladysmith 8.6/10 Excellent (239) "Yes everything was well done" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ken CA $140 CA $156 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Ladysmith-Hotels-Quality-Inn.h22752670.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/45000000/44780000/44772200/44772198/3ae83996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/45000000/44780000/44772200/44772198/bb87ec73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/45000000/44780000/44772200/44772198/c9d572cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44780000/44772200/44772198/6beec9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northern Lights Inn [](https://www.expedia.ca/Phillips-Hotels-Northern-Lights-Inn.h44772198.Hotel-Information) Park Falls 8.0/10 Very good (190) "Park Falls has few hotel options, but Northern Lights is always my top option. Convenient location on Hwy 13, right next to the bowling alley and a Kwik Trip! Nothing fancy, but always comfy and friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany CA $139 CA $153 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Phillips-Hotels-Northern-Lights-Inn.h44772198.Hotel-Information) ![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 | Sundeck](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/97a36370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, Lake View, Lakeside | Living area](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/d37de89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/87ac838f.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 $204 CA $430 total includes taxes & fees Dec 22 - Dec 23 [](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=2026-01-04&endDate=2026-01-05®ionId=3000462138&adults=2&amenities=POOL&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) ![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) ## Frequently asked questions ### What are some accommodations with pools in Winter? ### What is there to see and do in Winter? ### When is the best time to book a hotel with a pool in Winter? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [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) - [Farmstay in Clam Lake ](https://www.expedia.ca/Clam-Lake-Agritourism.d3000461537-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Clam Lake ](https://www.expedia.ca/Clam-Lake-Bed-And-Breakfast.d3000461537-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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