Title: Book the Best Hotels with POOL in Ashland in 2025 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6170.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6170.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6170.Travel-Guide-Flights)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6170.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d6170.Destination-Travel-Guides) ![Ashland, Wisconsin and Power Plant](https://images.trvl-media.com/place/6170/66cd1456-6362-44bf-bc89-62fce4c16c86.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Ashland, WI from CA $179 - ![](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 Ashland Hotels with a Pool Tonight [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-11-07&endDate=2025-11-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-11-08&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Hotels with a Pool ![2 indoor pools](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/94b5fe3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, fishing](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/3fe3d27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/39527225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/a32c6fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1000) "Very nice hotel. Clean and very helpful courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew A CA $160 CA $179 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/96057bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Lake View (Upper Floor)](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/8ba896be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/925c22b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/ee11c5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Ashland - Lake Superior Ashland 8.8/10 Excellent (913) "Loved the rooms, the lay out, the pool, the breakfast. The property is dated and needs some repair (ie paint) but i will stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcia CA $179 CA $201 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/826b133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/587e24cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/f08d5560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western The Hotel Chequamegon Ashland 8.6/10 Excellent (1001) "The restaurant in lower level of the hotel is fabulous! The chef cooked my salmon perfectly. Beautiful views of the bay. Walkable to the marina. The hotel itself is absolutely beautifully and unique!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KARLA CA $181 CA $203 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Indoor pool, open 6:00 AM to midnight, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/28502afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/d2d182ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/3afc7a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Ashland Ashland 8.0/10 Very good (1001) "Nice updated room, quiet and reasonably priced. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley CA $179 CA $201 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Indoor pool, open 6:00 AM to midnight, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/8e04574c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/cfe634fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/2be086b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/2e3dfa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Hurley Hurley 8.4/10 Very good (889) "Very nice place! Clean and very quiet!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $182 CA $202 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Hurley-Hotels-Days-Inn-By-Wyndham-Hurley.h25374.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/1e194e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/9c4484d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/47a1f45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/76fce137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whitecap Mountains Resort Upson 8.6/10 Excellent (178) "We stayed overnight in September. I could imagine returning during ski season when all facilities would be up and running. Beautiful surrounding area. Nice location and facility. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $161 CA $211 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Upson-Hotels-Whitecap-Mountains-Resort.h103488532.Hotel-Information) ![Family Chalet | Living area](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/4ed62f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/435fc11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/30e79337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/3a3ed37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Davos Chalet Upson 8.8/10 Excellent (94) "Great stay... loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andy CA $185 CA $195 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Upson-Hotels-Davos-Chalet.h108440799.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=2025-11-22&endDate=2025-11-23®ionId=6170&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![The Washburn Inn - On the Lake](//images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg) ### The Washburn Inn - On the Lake 10/10 Excellent "Clean room and quiet hotel." [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![Quality Inn Ashland - Lake Superior](//images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg) ### Quality Inn Ashland - Lake Superior 10/10 Excellent "Right on the lake! Close to everything. Great breakfast selection with hot food." [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![AmericInn by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. " [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Super 8 by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47_y.jpg) ### Super 8 by Wyndham Ashland 10/10 Excellent "We would definetly stay here again. Very friendly staff." [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Days Inn by Wyndham Hurley](//images.trvl-media.com/lodging/1000000/30000/25400/25374/cfe634fe_y.jpg) ### Days Inn by Wyndham Hurley 10/10 Excellent " /a" [](https://expedia.ca/Hurley-Hotels-Days-Inn-By-Wyndham-Hurley.h25374.Hotel-Information) ![Best Western The Hotel Chequamegon](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607_y.jpg) ### Best Western The Hotel Chequamegon 10/10 Excellent "We stay here once a year for the Apple Festival. Wouldn’t stay anywhere else. The location is wonderful, staff is always friendly and helpful. The rooms are so cozy and comfortable. It’s always quiet no matter how many people are around. Actually, everyone is alway so nice and chatty. The Landing is a great restaurant, little pricey, but great. We always get a city view. The breakfast is wonderful, so many choices. You can’t go wrong!! " [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Ashland? > [Super 8 by Wyndham Ashland](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information): Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool, and complimentary wired internet access. [AmericInn by Wyndham Ashland](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information): Hotel, 2-minute walk from Lake Superior. Offers 2 indoor pools, a children's pool, and a private beach. [Quality Inn Ashland - Lake Superior](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information): Hotel, 1-minute walk from Lake Superior. Provides daily, an indoor pool, and free self parking. [Cobblestone Inn & Suites - Ashland](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information): Hotel, 3-minute walk from Lake Superior. Offers daily, an indoor pool, and complimentary wired internet access. [Best Western The Hotel Chequamegon](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information): Offers a sauna, an indoor pool, and continental. ### What is there to see and do in Ashland? > Make a point to visit attractions like Maslowski Beach and Ashland Mural Walk. Discover sights such as Northern Great Lakes Visitor Center, Apostle Islands National Lakeshore, and Lake Superior during your stay. Visitors to Ashland speak highly of the natural attractions, including the beautiful lakeside setting. ### When is the best time to book a hotel with a pool in Ashland? > Taking into account the local weather in Ashland 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 20°F. The snowiest months in Ashland are April, March, January, and December, with each month seeing an average of 20 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Washburn](https://www.expedia.ca/5Star-Washburn-Hotels.s50-0-d10365.Travel-Guide-Filter-Hotels) - [Hotels near Apostle Islands Marina](https://www.expedia.ca/Apostle-Islands-Marina-Hotels.0-l6180520-0.Travel-Guide-Filter-Hotels) - [B&B in Bayfield](https://www.expedia.ca/Bayfield-Bed-And-Breakfast.d77465-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Bayfield](https://www.expedia.ca/Bayfield-Cabins.d77465-aaCabins.Travel-Guide-Accommodation) - [B&B in Bayfield County](https://www.expedia.ca/Bayfield-County-Bed-And-Breakfast.d553248635976430564-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Bayfield County](https://www.expedia.ca/Bayfield-County-Guest-Houses.d553248635976430564-aaGuestHouses.Travel-Guide-Accommodation) - 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