Title: Book the Best Hotels with POOL in Herbster in 2025 | Expedia.ca [Herbster Travel Guide](https://expedia.ca/Herbster.dx3000461764)[Hotels in Herbster](https://expedia.ca/Herbster-Hotels.d3000461764.Travel-Guide-Hotels)[Vacation Rentals in Herbster](https://expedia.ca/Herbster-Vacation-Rentals.d3000461764.Travel-Guide-VacationRentals)[Herbster Car Rentals](https://expedia.ca/Car-Rentals-In-Herbster.d3000461764.Car-Rental-Guide)[Herbster Vacation Packages](https://expedia.ca/Herbster.d3000461764.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 Herbster, 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 Herbster Hotels with a Pool Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=3000461764&startDate=2025-10-22&endDate=2025-10-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=3000461764&startDate=2025-10-23&endDate=2025-10-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000461764&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000461764&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Herbster 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) ![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) ![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) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1009) "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 16 - Nov 17 [](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) ![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 Ashland 8.8/10 Excellent (905) "Wonderful stay!! Beautiful views and great breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Billi CA $179 CA $200 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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) ![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 Ashland 8.0/10 Very good (1018) "We would definetly stay here again. Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $162 CA $181 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.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) ![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 (1012) "Grand" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $195 CA $218 total includes taxes & fees Nov 2 - Nov 3 [](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=2025-11-05&endDate=2025-11-06®ionId=3000461764&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Herbster 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 "Staff was friendly and kind. The hotel needs a total update. Carpets need to be trashed! Bathrooms could use a facelift. Great location!! " [](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 "Very large room and so comfortable. " [](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 "Convenient stop on our road trip. Didn’t realize that Ashland has a lot of cool things." [](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 "The breakfast was good and hot and staff was super friendly. Our room was clean and comfortable." [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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 accommodations with pools in Herbster? > [Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.](https://www.expedia.ca/Herbster-Hotels-Waterfront-Guesthouse-At-Cliffs-Edge-Of-Lake-Superiors-South-Shore.h34192330.Hotel-Information): Hotel, 3-minute walk from Lake Superior. Features daily, an indoor pool, and complimentary wired internet access. [Lake Superior Direct Lakefront! Now Booking Off-season Dates and 2026!](https://www.expedia.ca/Herbster-Hotels-Lake-Superior-Lakefront-And-Private-Large-Group-Getaway.h61371194.Hotel-Information): Hotel, 2-minute walk from Lake Superior. Features 2 indoor pools, a children's pool, and a private beach. [Beachfront and Lakehouse With All of the Comforts!](https://www.expedia.ca/Herbster-Hotels-Beachfront-And-Lakehouse-With-All-Of-The-Comforts.h72587016.Hotel-Information): Hotel, 1-minute walk from Lake Superior. Provides daily, an indoor pool, and free self parking. [Woodland Escape | Charming Cabin Steps to the Lake](https://www.expedia.ca/Herbster-Hotels-This-Cabin-Is-A-2-Bedroom.h83647506.Hotel-Information): Hotel, 3-minute walk from Lake Superior. Offers daily, an indoor pool, and complimentary wired internet access. ### What is there to see and do in Herbster? > Surround yourself with nature at Lake Superior. Discover sights such as Bark Bay Slough State Natural Area and Flag River State Wildlife Area during your stay. ### When is the best time to book a hotel with a pool in Herbster? > Taking into account the local weather in Herbster is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 21°F. The snowiest months in Herbster are March, April, January, and December, with each month seeing an average of 14 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 Cruises](https://www.expedia.ca/Apostle-Islands-Cruises-Hotels.0-l553248621552334722-0.Travel-Guide-Filter-Hotels) - [Hotels near Apostle Islands Mainland Sea Caves](https://www.expedia.ca/Apostle-Islands-Mainland-Sea-Caves-Hotels.0-l553248621552322190-0.Travel-Guide-Filter-Hotels) - [Hotels near Apostle Islands Marina](https://www.expedia.ca/Apostle-Islands-Marina-Hotels.0-l6180520-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bayfield](https://www.expedia.ca/Bayfield-Agritourism.d77465-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bayfield](https://www.expedia.ca/Bayfield-Apart-Hotels.d77465-aaApartHotels.Travel-Guide-Accommodation) - 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