Title: Chequamegon Bay in Wisconsin - Tours and Activities | Expedia.ca [Chequamegon Bay Hotels](https://expedia.ca/Chequamegon-Bay-Hotels.0-l6141305-0.Travel-Guide-Filter-Hotels)[Flights to Wisconsin](https://expedia.ca/Destinations-In-Wisconsin.d251.Flight-Destinations)[Things to do in Wisconsin](https://expedia.ca/Things-To-Do-In-Wisconsin.d251.Travel-Guide-Activities)[Chequamegon Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Chequamegon-Bay.d6141305.Car-Rental-Guide)[Wisconsin Vacations](https://expedia.ca/Wisconsin.d251.Destination-Travel-Guides) # Chequamegon Bay Tours and Activities ![Chequamegon Bay](https://mediaim.expedia.com/destination/1/d328119a5dddf118f76475d99a2cc4f9.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chequamegon Bay](https://mediaim.expedia.com/destination/1/a329b11c441da1008d0051723a4e540e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chequamegon Bay](https://mediaim.expedia.com/destination/1/2ceb411b8ff8a9923bfdaf2d6c876b8e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Chequamegon Bay Activities * * * * * * ## Plan a trip to see Chequamegon Bay Price found within the past 48 hours. Click for updated prices. ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $1,034 per person Dec 23 - Dec 28 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) I loved the hotel, however I would request an inside room next time. It was extremely noisy outside. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-28/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=nydeEVrW5r1JKFwu4YZKChEfumVrXsAqvtwDdBaLlFEIcbQRpImV67zBdbB3J5qP) ![The Westin Michigan Avenue Chicago](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Michigan Avenue Chicago Downtown Chicago CA $1,071 per person Dec 21 - Dec 26 found 7 hours ago Roundtrip flight included Vancouver (YVR) to Chicago (ORD) 8.8/10 Excellent! (1,046 reviews) One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done. Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-26/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&dealMarker=eQ41785sc6bOv5L8pbLHThfTZK15qtMfGWBdy4ZZZaKovbIrVZET70s5aYMl2BPq) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,706 per person Dec 23 - Dec 28 found 19 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-28/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=nydeEVrW5r1JKFwu4YZKCkjq4AOtVo1uuRRtBJkzCq-JyHsXoC64nqej2HDCR3YD) ### Popular places to visit #### StageNorth You can enjoy a show at StageNorth during your stay in Washburn. Wander the lakeside in this family-friendly area. [](https://expedia.ca/StageNorth-Washburn.d553248621532652231.Vacation-Attraction) #### Bayfield County Courthouse Find out about the history of Washburn when you take a trip to Bayfield County Courthouse. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Bayfield-County-Courthouse-Washburn.d553248621552322189.Vacation-Attraction) #### Houghton Falls Nature Preserve 4/5(1 review) Explore the great outdoors at Houghton Falls Nature Preserve, a lovely green space in Washburn. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Houghton-Falls-Nature-Preserve-Washburn.d553248621532652230.Vacation-Attraction) #### Ore Dock Park Explore the great outdoors at Ore Dock Park, a lovely green space in Ashland. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Ore-Dock-Park-Ashland.d948538755783020544.Vacation-Attraction) #### Soo Line Locomotive 950 You can spend an afternoon browsing the exhibits at Soo Line Locomotive 950 during your travels in Ashland. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Soo-Line-Locomotive-950-Ashland.d948539242460684288.Vacation-Attraction) #### Ashland Mural Walk Enjoy an outing to Ashland Mural Walk during your stay in Ashland. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Ashland-Mural-Walk-Ashland.d745775197273006080.Vacation-Attraction) * * * ## Best Lodging Options Near Chequamegon Bay ## Check availability on hotels close to Chequamegon Bay [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-16&endDate=2025-10-17) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-16&endDate=2025-10-17) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-16&endDate=2025-10-17) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-16&endDate=2025-10-17)[Oct 16 - Oct 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-16&endDate=2025-10-17) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-17&endDate=2025-10-18) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-17&endDate=2025-10-18) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-17&endDate=2025-10-18) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-17&endDate=2025-10-18)[Oct 17 - Oct 18](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=2025-10-17&endDate=2025-10-18) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025)[Oct 17 - Oct 19](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=17%2F10%2F2025&endDate=19%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025)[Oct 24 - Oct 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6141305&startDate=24%2F10%2F2025&endDate=26%2F10%2F2025) ![The Washburn Inn - On the Lake](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Washburn Inn - On the Lake 123 Harbor View Drive, Washburn, WI [](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?impolicy=resizecrop&rw=340&ch=150) ### AmericInn by Wyndham Ashland 3009 Lakeshore Drive East, Ashland, WI [](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?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Ashland 1610 Lake Shore Dr W, Ashland, WI [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Cobblestone Inn & Suites - Ashland](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/15c117bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cobblestone Inn & Suites - Ashland 818 Main Street W., Ashland, WI [](https://expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information) ![Best Western The Hotel Chequamegon](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western The Hotel Chequamegon 101 Lake Shore Dr W, Ashland, WI [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.](https://images.trvl-media.com/lodging/35000000/34330000/34327300/34327217/709fc43e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay. Ashland [](https://expedia.ca/Ashland-Hotels-River-Rock-Cottage-Is-Located-On-The-Shore-Of-Lake-Superior-On-Chequamegon-Bay.h34327217.Hotel-Information) ![Quality Inn Ashland - Lake Superior](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Ashland - Lake Superior 30600 Us Highway 2, Ashland, WI [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Blue Wave Inn](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/198db952_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue Wave Inn 2521 Lake Shore Dr W, Ashland, WI [](https://expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) ![Mission Springs Resort](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mission Springs Resort 30175 Mission Springs Road, Ashland, WI [](https://expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) [See all 674 properties in Chequamegon Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6141305) 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. ### Things to do near Chequamegon Bay Chequamegon Bay, Wisconsin, is a haven for outdoor enthusiasts seeking adventure and stunning scenery. Enjoy activities such as fishing, golfing at the Chequamegon Bay Golf Course, and exploring the picturesque hiking trails. The area also boasts excellent picnic shelters and fantastic birding destinations, making it perfect for nature lovers. Whether you're looking to relax by the water or embark on an outdoor adventure, Chequamegon Bay offers an unforgettable experience. **Recreation** The [Northern Great Lakes Visitor Center](https://www.expedia.ca/Northern-Great-Lakes-Visitor-Center-Hotels.0-l6323162-0.Travel-Guide-Filter-Hotels) offers a tranquil environment for relaxation, with scenic views and nature trails to explore. For a more active experience, the [Chequamegon Bay Golf Course](https://www.expedia.ca/Chequamegon-Bay-Golf-Course-Hotels.0-l6323167-0.Travel-Guide-Filter-Hotels) and [Apostle Highlands Golf Course](https://www.expedia.ca/Apostle-Highlands-Golf-Course-Hotels.0-l6180518-0.Travel-Guide-Filter-Hotels) provide stunning landscapes and invigorating outdoor sports opportunities, perfect for golfers of all skill levels. **Adventure** [Mount Ashwabay Ski and Recreation Area](https://www.expedia.ca/Mount-Ashwabay-Ski-And-Recreation-Area-Hotels.0-l6283760-0.Travel-Guide-Filter-Hotels) offers thrilling skiing experiences, located 12.9km from Chequamegon Bay, perfect for winter adventurers. For a unique aquatic adventure, [Dreamcatcher Sailing Day Trips](https://www.expedia.ca/Dreamcatcher-Sailing-Day-Trips-Hotels.0-l553248621552322191-0.Travel-Guide-Filter-Hotels), 14.5km away, provides exhilarating sailing experiences. Lastly, the [Whitecap Mountains](https://www.expedia.ca/Whitecap-Mountains-Hotels.0-l553248635030581492-0.Travel-Guide-Filter-Hotels) ski resort, 43.5km from the bay, is ideal for outdoor skiing fun. **Nightlife** Experience the vibrant nightlife at [StageNorth](https://www.expedia.ca/StageNorth-Hotels.0-l553248621532652231-0.Travel-Guide-Filter-Hotels), a charming theatre just 6.4km from Chequamegon Bay, perfect for culture and romance. For a thrilling evening, visit [Legendary Waters Casino](https://www.expedia.ca/Legendary-Waters-Casino-Hotels.0-l6281709-0.Travel-Guide-Filter-Hotels) or Bad River Casino, both offering exciting gaming and a lively atmosphere, located 13 and 16.1km away, respectively. ### Find the best attractions near Chequamegon Bay Chequamegon Bay offers a perfect blend of outdoor adventure and scenic beauty, making it an ideal vacation spot for Canadian travellers. Explore the rich culture at local history museums, relax on beautiful beaches, or visit nature reserves. Key attractions include the Chequamegon National Forest, the picturesque end of Chequamegon Bay, and Leech Lake, ensuring a memorable experience for those seeking both relaxation and exploration. - **[Bayfield County Courthouse:](https://www.expedia.ca/Bayfield-County-Courthouse-Hotels.0-l553248621552322189-0.Travel-Guide-Filter-Hotels)** Located 6.4km from Chequamegon Bay, this historic civic building boasts stunning architecture and rich local history. Visitors can admire its impressive facade and learn about the area's governance and culture, making it a charming stop for history enthusiasts. - **[Madeline Island Museum:](https://www.expedia.ca/Madeline-Island-Museum-Hotels.0-l553248621532652238-0.Travel-Guide-Filter-Hotels)** Situated 11.3km away, this museum offers an engaging glimpse into the heritage of Madeline Island and the surrounding area. With captivating exhibits and artifacts, it's a delightful spot for those interested in local history and culture. - **[Houghton Falls Nature Preserve:](https://www.expedia.ca/Houghton-Falls-Nature-Preserve-Hotels.0-l553248621532652230-0.Travel-Guide-Filter-Hotels)** Just 9.7km from Chequamegon Bay, this family-friendly nature preserve features scenic trails, beautiful waterfalls, and friendly locals. It's perfect for a relaxing day outdoors, blending nature with cultural experiences. ### Best time to go to Chequamegon Bay The best time to visit Chequamegon Bay is dependant on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of July, visitor numbers are moderately high and weather is mostly sunny. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is very cloudy with no rain. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 15.8°F (-9.0°C) | No Rain (Dry) | Very Cloudy | Moderately Low | Slightly Low | | February | 16.3°F (-8.7°C) | No Rain (Dry) | Mostly Cloudy | Average | Average | | March | 27.9°F (-2.3°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 36.9°F (2.7°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 48.4°F (9.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 58.6°F (14.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | July | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 59.7°F (15.4°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 46.8°F (8.2°C) | Light Rain | Mostly Sunny | Average | Average | | November | 34.2°F (1.2°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | | December | 22.6°F (-5.2°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | ### Booking tips and Expedia advantages for Chequamegon Bay When planning your trip to Chequamegon Bay, consider visiting free attractions like the Apostle Islands Marina. To save on accommodation, travel during the cheaper months of November to January, and aim for Tuesday bookings, as Saturday tends to be more expensive. Use Expedia to compare prices by applying filters for your budget and preferred lodging type. For additional savings, consider bundling your hotel, flights, and activities into a package on Expedia for the best deals. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Chequamegon Bay are November to January, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Chequamegon Bay is Tuesday. The most expensive day to stay around Chequamegon Bay is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your options based on your budget, desired location, and the type of accommodation you prefer. For the best prices and deals, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save some money by combining your Chequamegon Bay hotel reservation with your flights and activities through an Expedia package.