Title: Book the Best Chequamegon Bay Hotels with FREE PARKING in 2025 | 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 Hotels with Free Parking in Chequamegon Bay, 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 Chequamegon Bay Hotels with Free Parking Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chequamegon Bay Hotels with Free Parking ![Boating](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/d1efddee.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) ![Beach views ](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/7b847f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Washburn Inn - On the Lake Washburn 8.6/10 Excellent (1006) "Quick one night stay but great for taking an evening walk then heading to the islands!" CA $138 CA $155 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.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) ![Lake view](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/4cbc0f04.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) ![Lobby](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/2d508523.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) ![Water view](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/198db952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/c9a290d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/52adc64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/5acfd4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Wave Inn Ashland 9.8/10 Exceptional (558) "Clean, quiet, and friendly. Great view on the lake" CA $113 CA $127 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) ![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) ![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) ### Super 8 by Wyndham Ashland Ashland 8.0/10 Very good (1003) "Good stay for overnight in a busy resort area." CA $164 CA $183 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191.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) ![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 (895) "Wonderful stay!! Beautiful views and great breakfast. " CA $186 CA $208 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Basic Cottage, Non Smoking | View from room](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/c97a6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms, Non Smoking | View from property](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/d5177e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/7e4e3b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Springs Resort Ashland 9.4/10 Exceptional (64) "The accomodations were lovely and quaint! Everything was clean and comfy." CA $220 CA $233 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) ![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) ![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) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1000) "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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607.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) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/587e24cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/826b133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western The Hotel Chequamegon Ashland 8.6/10 Excellent (1003) "The view was amazing and the building had great character " CA $194 CA $217 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820746/bf8b0b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820746/12c02e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820746/847f797a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820746/f9b8f9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Apartment on Main Street Ashland 9.8/10 Exceptional (20) "Lovely place to stay. Had everything we needed and was very clean" CA $160 CA $288 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Ashland-Hotels-South-Apartment-On-Main-Street.h87820746.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/2f211eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/344ff3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/41ef8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87830000/87820800/87820705/dc9de102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Apartment with Lake Superior Views Ashland 10/10 Exceptional (37) "We loved our stay! Great spaces and superb location near water. " CA $223 CA $381 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Ashland-Hotels-North-Apartment-With-Lake-Superior-Views.h87820705.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=2025-10-19&endDate=2025-10-20®ionId=6141305&adults=2&amenities=FREE_PARKING&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) ![Mission Springs Resort](//images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4_y.jpg) ### Mission Springs Resort 10/10 Excellent "Our cottage was roomy, immaculately clean, with a terrific location. It's also reasonably priced compared to area competition. I recommend it enthusiastically." [](https://expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.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." 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