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) ![](https://mediaim.expedia.com/destination/9/16bbee3aafd4b982e0b72d33fececf5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Ashland, WI ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-09-24&endDate=2025-09-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-09-25&endDate=2025-09-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Hotels with a Pool ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/8ffb5d06.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 (1016) "Nice updated room, quiet and reasonably priced. " CA $148 CA $166 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191.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 (887) "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!" CA $237 CA $265 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e.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) ![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) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1005) "Excellent for families! " CA $192 CA $215 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.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) ![Fireplace](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/f08d5560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/e33ed132.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) ### Best Western The Hotel Chequamegon Ashland 8.6/10 Excellent (1009) "The view was amazing and the building had great character " CA $248 CA $277 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.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=2025-10-08&endDate=2025-10-09®ionId=6170&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![AmericInn by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "It is a hidden gem with exceptional staff. They are doing their best to stay afloat like too many places are. The building is aged yet they do their best with what they can. The necessity of fresh linens and towels. The renovation of their breakfast area was a hidden gem with still fresh waffle toppings, resl whipped cresm and homemade biscuits & gravy! Staff are keeping the area top-notch. " [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![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 "Forgetting I left my lights on, my battery naturally died. The staff immediately helped me and the manager went home to locate jumper cables - hospitality personified. I’m grateful to the Washburn Inn folks for their wonderful service that went above and beyond. " [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.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 "Easy on and easy off. No Kleenex, sink drain not working" [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.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 "Great staff" [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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 "Nice room. Quiet " [](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 "Easy check in, friendly staff even with the construction." [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Ashland? > [AmericInn by Wyndham Ashland](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information): Hotel, 2-minute walk from Lake Superior. Features 2 indoor pools, a children's pool, and a private beach. [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. Offers daily, an indoor pool, and complimentary wired internet access. [Cobblestone Inn & Suites - Ashland](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information): Hotel, 1-minute walk from Lake Superior. Features daily, an indoor pool, and free self parking. [Quality Inn Ashland - Lake Superior](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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): Provides a sauna, an indoor pool, and daily. ### 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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