Title: Book the Best Hotels with POOL in Ashland in 2026 | 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 $136 - ![](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 [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-12-24&endDate=2025-12-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-12-25&endDate=2025-12-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashland hotels with a pool ![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) ![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) ![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) ### Quality Inn Ashland - Lake Superior [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) Ashland 8.8/10 Excellent (925) "Lake Superior Shore, comfortable bed, a great breakfast and coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $122 CA $136 total includes taxes & fees Dec 29 - Dec 30 [](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) ![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) ![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 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) Ashland 7.8/10 Good (1001) "Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $138 CA $155 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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 [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) Ashland 8.6/10 Excellent (1003) "Matt at the front desk made us feel welcome after a long trip!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard CA $146 CA $164 total includes taxes & fees Dec 30 - Dec 31 [](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) ![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/1000000/460000/459600/459528/23163c47.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) ### Super 8 by Wyndham Ashland [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) Ashland 8.0/10 Very good (1001) "We would definetly stay here again. Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $123 CA $138 total includes taxes & fees Dec 29 - Dec 30 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/2be086b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25400/25374/8097f2f4.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) ### Days Inn by Wyndham Hurley [](https://www.expedia.ca/Hurley-Hotels-Days-Inn-By-Wyndham-Hurley.h25374.Hotel-Information) Hurley 8.4/10 Very good (895) "Great location and a nice stop for our fall color viewing trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gina CA $206 CA $228 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/Hurley-Hotels-Days-Inn-By-Wyndham-Hurley.h25374.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/51fb6a68.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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/435fc11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Davos Chalet [](https://www.expedia.ca/Upson-Hotels-Davos-Chalet.h108440799.Hotel-Information) Upson 8.8/10 Excellent (95) "Beautiful property and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allen CA $193 CA $204 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Upson-Hotels-Davos-Chalet.h108440799.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/27c92375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/b73e9c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/f40eb867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/c77c119c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Iss-Gatewaynext-Scenic-Marinasfireplacejacuzzicorner-W-4-Windows.h53620159.Hotel-Information) Bayfield 9.8/10 Exceptional (229) "Location was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy g. CA $135 CA $253 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Bayfield-Hotels-Apostle-Iss-Gatewaynext-Scenic-Marinasfireplacejacuzzicorner-W-4-Windows.h53620159.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=2026-01-08&endDate=2026-01-09®ionId=6170&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland Hotel Reviews ![Best Western The Hotel Chequamegon](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607_y.jpg) ### Best Western The Hotel Chequamegon 10/10 Excellent "Matt at the front desk made us feel welcome after a long trip!" [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Quality Inn Ashland - Lake Superior](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg) ### Quality Inn Ashland - Lake Superior 10/10 Excellent "Yes, very good. The biscuit gravy was amazing. It was a good hot breakfast " [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![The Washburn Inn - On the Lake](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg) ### The Washburn Inn - On the Lake 10/10 Excellent "As someone who has worked in hotels for the last 10 years on and off, this room was so well cleaned in comparison to others ive had to check and have stayed in. I will be coming back " [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![AmericInn by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "Staff was super friendly and patient" [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Super 8 by Wyndham Ashland](https://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](https://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) ## Frequently asked questions ### What are the best hotels in Ashland with outdoor pools? > Another great option is the [Super 8 by Wyndham Ashland](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information), which also features an inviting outdoor pool and has a solid traveller rating of 8.0\. Guests enjoy the comfortable rooms and the delightful continental breakfast, complemented by the hotel's convenient location. With free parking and WiFi, as well as a helpful staff, this hotel offers excellent value for families looking to enjoy Ashland's beautiful surroundings. > > > Both hotels prioritize comfort and convenience, making them ideal for families looking to relax and explore the great outdoors. ### How much does a hotel with outdoor pool in Ashland cost? ### What are some of the best Ashland hotels with outdoor pools and scenic views? > This hotel offers a delightful outdoor pool surrounded by sun loungers, great for relaxing after a day of adventure. Guests can enjoy a complimentary continental breakfast each morning, which is often described as excellent, providing a great start to the day. Additionally, the hotel's location boasts beautiful views of Lake Superior, making it an ideal spot for families looking to soak in nature while enjoying quality amenities. ### Are there hotels with outdoor pools that are close to Lake Superior? > This hotel offers a refreshing outdoor pool area equipped with sun loungers, making it an ideal spot for families to relax after a day of exploring. You'll also appreciate the complimentary continental breakfast, which has been described as delicious, ensuring everyone starts their day off right. Additionally, the convenient location provides easy access to beautiful Lake Superior, allowing for plenty of outdoor adventures. ### Is it cheaper to book flights and a hotel in Ashland as a package? ### How can I save on a hotel in Ashland with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - 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