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 $140 ![](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 [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-27&endDate=2025-10-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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) ## 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/d1dc8d16.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) ![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) ### AmericInn by Wyndham Ladysmith Ladysmith 8.2/10 Very good (69) "The rooms were clean and I liked that the parking lot wasn’t congested the way it’s set up. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $150 CA $167 total includes taxes & fees Nov 16 - Nov 17 [](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) ![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) ![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) ![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) ### Quality Inn Ladysmith 8.8/10 Excellent (228) "Nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garry CA $145 CA $162 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Ladysmith-Hotels-Quality-Inn.h22752670.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/1000000/290000/280900/280853/9d43ad0f.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/1b65cdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Hayward by IHG Hayward 9.6/10 Exceptional (630) "A fantastic breakfast room with lots of options was laid out and maintained by friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela 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) ![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) ![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) ### Northern Lights Inn Park Falls 7.8/10 Good (177) "Great location, very friendly service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guy CA $128 CA $140 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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 | 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 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) "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 $184 CA $201 total includes taxes & fees Oct 27 - Oct 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=2025-11-09&endDate=2025-11-10®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 "The rooms were clean and I liked that the parking lot wasn’t congested the way it’s set up. " [](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 "Everything was amazing and the hotel was beautiful!" [](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): Features 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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