Title: Book the Best Chequamegon Bay FAMILY FRIENDLY Hotels - Kid-Friendly Hotels in Chequamegon Bay, WI | Expedia.ca [Chequamegon Bay Travel Guide](https://expedia.ca/Chequamegon-Bay.dx6141305)[Hotels in Chequamegon Bay](https://expedia.ca/Chequamegon-Bay-Hotels.d6141305.Travel-Guide-Hotels)[Vacation Rentals in Chequamegon Bay](https://expedia.ca/Chequamegon-Bay-Vacation-Rentals.d6141305.Travel-Guide-VacationRentals)[Flights to Chequamegon Bay](https://expedia.ca/Cheap-Flights-To-Chequamegon-Bay.d6141305.Travel-Guide-Flights)[Chequamegon Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Chequamegon-Bay.d6141305.Car-Rental-Guide)[Chequamegon Bay Vacation Packages](https://expedia.ca/Chequamegon-Bay.d6141305.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/d328119a5dddf118f76475d99a2cc4f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Chequamegon Bay, WI ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check availability on Chequamegon Bay Family Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-06&endDate=2025-10-07&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-07&endDate=2025-10-08&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chequamegon Bay Family Hotels ![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) ![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) ![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 (895) "Wonderful stay!! Beautiful views and great breakfast. " CA $186 CA $209 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Room, 1 King Bed, Accessible Benched Tub, Non Smoking](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/15c117bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/1c3f86fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/4cbc0f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/3545a3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Ashland Ashland 9.4/10 Exceptional (709) "Very clean, great breakfasts, friendly staff" CA $218 CA $245 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/39527225.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) ![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 (1001) "Excellent for families! " CA $159 CA $178 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.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=2025-10-21&endDate=2025-10-22®ionId=6141305&adults=2&travelerType=family_friendly&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 "Very clean, safe room, excellent sleeping/matress, very good customer service!" [](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 "The beds were super comfortable, staff was friendly, and was by far our favorite place to stay during our vacation. Just to give you some info, there were some men by the back door drinking and they left beer cans and trash by the little shed in the back. We picked it all up and threw it away. We were treated so well, we just didn't understand why people can't use the garbage. Just letting you know. Especially in such a beautiful place. Thank you again, you made our vacation wonderful!" [](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 "Favorite place to stay on the bay!!" [](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 "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) ![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) ## 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 Marina](https://www.expedia.ca/Apostle-Islands-Marina-Hotels.0-l6180520-0.Travel-Guide-Filter-Hotels) - [Farmstay in Ashland](https://www.expedia.ca/Ashland-Agritourism.d6170-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Ashland](https://www.expedia.ca/Ashland-Bed-And-Breakfast.d6170-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Ashland](https://www.expedia.ca/Ashland-Hotels-Cheap-Hotels.0-0-d6170-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Ashland](https://www.expedia.ca/Ashland-Hotels-Couples-Resorts-Hotels.0-0-d6170-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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