Title: Book the Best Hotels with POOL in Winter in 2025 | 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 Hotels with a Pool in Winter, WI from CA $161 - ![](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 [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-11-02&endDate=2025-11-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/41ee1bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/3c822ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/33891195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/d1dc8d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Ladysmith Ladysmith 8.2/10 Very good (72) "Our stay was convenient and close to our family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $166 CA $186 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.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) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/45000000/44780000/44772200/44772198/7237ae4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northern Lights Inn Park Falls 8.0/10 Very good (178) "Great location, very friendly service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guy [](https://www.expedia.ca/Phillips-Hotels-Northern-Lights-Inn.h44772198.Hotel-Information) ![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/1000000/290000/280900/280853/1b65cdce.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/ca08381e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Hayward by IHG Hayward 9.6/10 Exceptional (633) "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 9 - Nov 10 [](https://www.expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.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) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/21df3344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/645a3ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/5737a992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Ladysmith 8.8/10 Excellent (228) "Nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garry CA $144 CA $161 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Ladysmith-Hotels-Quality-Inn.h22752670.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) ![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/e3700c21.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) ![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 Cable 9.0/10 Wonderful (316) "Great room excellent people to worh with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doyle CA $207 CA $437 total includes taxes & fees Nov 27 - Nov 28 [](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=2025-11-16&endDate=2025-11-17®ionId=3000462138&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Hotel Reviews ![AmericInn by Wyndham Ladysmith](//images.trvl-media.com/lodging/1000000/850000/848400/848383/3c822ae4_y.jpg) ### AmericInn by Wyndham Ladysmith 10/10 Excellent "Very quiet weekend! Was very quiet and comfortable! " [](https://expedia.ca/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) ![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 "Very outstanding food and selection. Location and surroundings were GREAT" [](https://expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winter? > [Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin](https://www.expedia.ca/Winter-Hotels-Northwoods-Experience-Awaiting.h89512974.Hotel-Information): Offers a sauna, an indoor pool, and daily. [5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.](https://www.expedia.ca/Winter-Hotels-Beautiful-3-Bedroom-Lake-Home-Near-Winter.h53817438.Hotel-Information): Offers daily, an indoor pool, and free self parking. [Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake](https://www.expedia.ca/Winter-Hotels-Amazing-Sunsets.h31730117.Hotel-Information): Offers daily, an indoor pool, and free self parking. ### What is there to see and do in Winter? > Surround yourself with nature at Lake Winter and Perch Lake. During your stay, check out sights such as Chequamegon National Forest, Flambeau River, and Ojibwa State Park. ### When is the best time to book a hotel with a pool in Winter? > Taking into account the local weather in Winter can help you maximize your time at the pool during your trip. 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. 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