Title: Book the Best Ashland FAMILY FRIENDLY Hotels from CA $174 - Kid-Friendly Hotels in Ashland, WI | 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) ![](https://mediaim.expedia.com/destination/9/16bbee3aafd4b982e0b72d33fececf5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Ashland, WI from CA $174 ![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 Ashland Family Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-09-29&endDate=2025-09-30&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-09-30&endDate=2025-10-01&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6170&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland Family Hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/435fc11c.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) ![Living room](https://images.trvl-media.com/lodging/109000000/108450000/108440800/108440799/3a3ed37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Davos Chalet Upson 8.8/10 Excellent (72) "Stayed while under construction during offseason reasonable rate for nice quiet place to stay on our way back from Yellowstone to Michigan. " CA $165 CA $174 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Upson-Hotels-Davos-Chalet.h108440799.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17280000/17270400/17270312/b658fa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/18000000/17280000/17270400/17270312/1a001adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Extra Room | Coffee and/or coffee maker](https://images.trvl-media.com/lodging/18000000/17280000/17270400/17270312/1495bccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/18000000/17280000/17270400/17270312/1b9f6b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedars Motel Ironwood 9.4/10 Exceptional (324) "Super clean, well maintained, old timey motel!! " CA $168 CA $189 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ironwood-Hotels-Cedars-Motel.h17270312.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/76fce137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/9c4484d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/1e194e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 King Bed](https://images.trvl-media.com/lodging/104000000/103490000/103488600/103488532/1868159d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whitecap Mountains Resort Upson 8.6/10 Excellent (164) "Staff was friendly and helpful if you had question about the area" CA $175 CA $226 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Upson-Hotels-Whitecap-Mountains-Resort.h103488532.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) ![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) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1007) "Excellent for families! " CA $194 CA $217 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.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) ![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) ![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) ### Cobblestone Inn & Suites - Ashland Ashland 9.4/10 Exceptional (705) "Very clean, great breakfasts, friendly staff" CA $218 CA $244 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.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) ![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) ![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 (892) "Wonderful stay!! Beautiful views and great breakfast. " CA $224 CA $251 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/82293543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Private Bathroom, Lake View (King Room / Kitchenette)](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/80807d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Private Bathroom, Lake View (Guest House) | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/c32e087b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom, Lake View | Lounge](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/011d7219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagull Bay Motel Bayfield 8.8/10 Excellent (256) "We loved our stay! " CA $180 CA $205 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bayfield-Hotels-Seagull-Bay-Motel.h13279507.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/d5166699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/ac073691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/09dd5516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/413219ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen's View B&B- Betty's Room, Lake Views, Sauna, Pool, Garden, Bayfield, WI Bayfield 10/10 Exceptional (1) "What a wonderful place to spend our 30th wedding anniversary! Gorgeous woodworking throughout the home, beautiful landscaped grounds to walk around in, breath-taking views of Lake Superior from the wrap-around front porch, as well as amazing food for breakfast! The shower in Betty's Room was like a waterfall paradise! So wonderful! We both enjoyed our stay at this property and would highly recommend it! Thank you!" CA $600 CA $699 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Bayfield-Hotels-Queens-View-BB-Bettys-Room.h112082922.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/3130b3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/05a10cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/b195f065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/ef339bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen's View B&B- Bill's East, Balcony Lake Views, Sauna, Pool, Bayfield, WI Bayfield CA $560 CA $652 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Bayfield-Hotels-Queens-View-BB-Bills-East.h112204886.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=2025-10-13&endDate=2025-10-14®ionId=6170&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Ashland 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 "Lovely place, well kept… only complaint is there is no elevator… we are retired and stayed for three nights. Good thing we are in pretty good shape so we could take our luggage up the stairs. " [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.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 "Very nice! Right on the water with room acc as to enjoy it. Have already recommended this to others who like to travel the area!" [](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) ![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 "Easy on and easy off. No Kleenex, sink drain not working" [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Days Inn by Wyndham Hurley](//images.trvl-media.com/lodging/1000000/30000/25400/25374/cfe634fe_y.jpg) ### Days Inn by Wyndham Hurley 10/10 Excellent "Nice room. Quiet " [](https://expedia.ca/Hurley-Hotels-Days-Inn-By-Wyndham-Hurley.h25374.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) ## Frequently asked questions ### What's Ashland like for family-friendly vacations? > If you've been thinking about a vacation with your kids, Ashland is a good choice. The excursions, lake views, and hiking trails are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Ironwood, MI (IWD-Gogebic County), which is located 35.9 mi (57.7 km) from the city center. ### When's the best time to book a family-friendly vacation in Ashland? > The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 20°F. The snowiest months in Ashland are April, March, January, and December, with each month seeing an average of 20 inches of snowfall. ### What's there to see and do with your family in Ashland? > Northern Great Lakes Visitor Center, Ashland Mural Walk, and Mount Ashwabay Ski and Recreation Area are interesting attractions you and your family will enjoy exploring while you are staying in Ashland. 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