Title: TOP Hotels with Pools in Chequamegon Bay, WI for 2025 - Chequamegon Bay Hotels with a Pool | Expedia.co.uk [Chequamegon Bay Travel Guide](https://expedia.co.uk/Chequamegon-Bay.dx6141305)[Hotels in Chequamegon Bay](https://expedia.co.uk/Chequamegon-Bay-Hotels.d6141305.Travel-Guide-Hotels)[Holiday Rentals in Chequamegon Bay](https://expedia.co.uk/Chequamegon-Bay-Holiday-Rentals.d6141305.Travel-Guide-HolidayRentals)[Flights to Chequamegon Bay](https://expedia.co.uk/Cheap-Flights-To-Chequamegon-Bay.d6141305.Travel-Guide-Flights)[Chequamegon Bay Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chequamegon-Bay.d6141305.Car-Hire-Guide)[Chequamegon Bay Holidays](https://expedia.co.uk/Chequamegon-Bay.d6141305.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/d328119a5dddf118f76475d99a2cc4f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Chequamegon Bay, WI ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![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 Chequamegon Bay Hotels with Pool Tonight [19 Sept - 20 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6141305&startDate=2025-09-19&endDate=2025-09-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6141305&startDate=2025-09-20&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6141305&startDate=2025-09-19&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6141305&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chequamegon Bay Hotels with Pool ## Our top choices for Chequamegon Bay hotels with a pool ![Indoor pool, open 6:00 AM to midnight, pool 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) ![Studio Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/3afc7a2a.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) ### Super 8 by Wyndham Ashland Ashland 8.0/10 Very good (1011) "Room was surprisingly nice and staff were friendly. " £119 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Indoor pool, pool 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) | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/8ba896be.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) ![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) ### Quality Inn Ashland - Lake Superior Ashland 8.8/10 Excellent (884) "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!" £143 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/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) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/39527225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1002) "Excellent for families! " £116 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/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) ![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 (1007) "The view was amazing and the building had great character " £149 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/7c78635f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/ada3163b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach views ](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/7b847f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/3b6c9970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Washburn Inn - On the Lake Washburn 8.6/10 Excellent (1024) "Cozy and hosts were very friendly " £103 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.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.co.uk/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05®ionId=6141305&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chequamegon Bay 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 "It was very clean and well maintained. When we had to ask the front desk for special consideration for an emergency that came up, they did everything they could to accommodate us." [](https://expedia.co.uk/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.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 "Everything was very good!" [](https://expedia.co.uk/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.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 "Construction was a inconvenience, but understandable " [](https://expedia.co.uk/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Apostle Islands](https://www.expedia.co.uk/5Star-Apostle-Islands-Hotels.s50-0-d553248635083916478.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Bayfield](https://www.expedia.co.uk/5Star-Bayfield-Hotels.s50-0-d77465.Travel-Guide-Filter-Hotels) - [Cottages in Apostle Islands](https://www.expedia.co.uk/Apostle-Islands-Cottages.d553248635083916478-aaCottages.Travel-Guide-Accommodation) - [Cheap Hotels in Apostle Islands](https://www.expedia.co.uk/Apostle-Islands-Hotels-Budget-Hotels.0-0-d553248635083916478-tBudgetHotels.Travel-Guide-Filter-Hotels) - 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