Title: Book the Best Windsor FAMILY FRIENDLY Hotels from CA $95 - Kid-Friendly Hotels in Windsor, WI | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d180667.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d180667.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d180667.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d180667.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d180667.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c709fbe10e401697c692bae65fdcfcc1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Joel Holland # Find Family Hotels in Windsor, WI from CA $95 ![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 Windsor Family Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-04&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-05&endDate=2025-10-06&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Family Hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/70000/64400/64399/eb709262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/70000/64400/64399/07f161f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64400/64399/a73aab09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64400/64399/e2254397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Verona - Madison Southwest Verona 9.0/10 Wonderful (87) "Nice place" CA $107 CA $120 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Madison-Hotels-Rodeway-Inn.h64399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/159b50d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/3be88b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/dd141413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/7bf31e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Madison NE/Windsor Windsor 7.2/10 Good (975) "It was a nice place to stay@" CA $90 CA $95 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Madison-Hotels-Days-Inn-By-Wyndham-Madison-NEWindsor.h79658.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1509300/1509271/9df5d288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1510000/1509300/1509271/49a0a12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1510000/1509300/1509271/219187a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1509300/1509271/c1e9d9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Madison North De Forest 8.8/10 Excellent (884) "Wonderful place. Will stay there again. " CA $134 CA $148 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/De-Forest-Hotels-Comfort-Inn-Suites-Madison-North.h1509271.Hotel-Information) ![Arcade](https://images.trvl-media.com/lodging/3000000/2790000/2784600/2784518/c72969d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking | View from room](https://images.trvl-media.com/lodging/3000000/2790000/2784600/2784518/36a6f0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2790000/2784600/2784518/b6190460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2790000/2784600/2784518/09820b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Madison - Monona Madison 9.2/10 Wonderful (1000) "Very friendly staff" CA $142 CA $164 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Madison-Hotels-Sleep-Inn-And-Suites-Madison.h2784518.Hotel-Information) ![Whirlpool room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/124100/124023/d5210d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/124100/124023/bda426bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/130000/124100/124023/ad7e497f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/124100/124023/29b63e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Sun Prairie/Madison E Sun Prairie 7.8/10 Good (715) "Staff is very friendly and accommodating!" CA $91 CA $102 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Madison-Hotels-Super-8-By-Wyndham-Sun-PrairieMadison-E.h124023.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/ab6d47c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/3a6c8836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, down comforters, desk](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/6f7d79d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/f6ecf1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Madison West, WI Middleton 8.8/10 Excellent (1004) "Great place clean, updated, spacious, and breakfast included." CA $117 CA $133 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/430000/421400/421320/f7058c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/421400/421320/7bfbeeb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/421400/421320/34bc8782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/430000/421400/421320/5cc059f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Sun Prairie Madison East Sun Prairie 8.4/10 Very good (879) "Nice, clean, and quiet stay and area" CA $95 CA $107 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Quality-Inn-Suites-Sun-Prairie-Madison-East.h421320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/9c3e1c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/f3a97e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/62f152cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/869e0db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Madison West - Middleton by IHG Middleton 9.6/10 Exceptional (579) "Stayed at this hotel while visiting Madison. It was close to route that got us to our destinations. The restaurant down the street was very good and walkable!" CA $133 CA $150 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Madison-Hotels-Holiday-Inn-Express-And-Suites-Madison-West-Middleton.h51477790.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/b8e3941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/52b304f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/a9b65214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/8e172a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Lodi I-90 Lodi 8.8/10 Excellent (1006) "Wonderful stay!" CA $98 CA $103 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lodi-Hotels-Quality-Inn-Suites.h1000697.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/4be65267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/c31603e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/bc6fb99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18900/18880/21a782e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Madison West Madison 8.8/10 Excellent (1194) "Great location to get to campus and good value for the nights stay and breakfast." CA $109 CA $126 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-West.h18880.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=180667&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![AmericInn by Wyndham Madison West](//images.trvl-media.com/lodging/1000000/20000/18900/18880/4be65267_y.jpg) ### AmericInn by Wyndham Madison West 10/10 Excellent "Our second AmericInn in two weeks. Reasonably priced, Clean, comfortable, great breakfast, and unexpected happy hour with popcorn and nachos. Will continue to patronize AnericInn. " [](https://expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-West.h18880.Hotel-Information) ![DoubleTree by Hilton Madison East](//images.trvl-media.com/lodging/1000000/10000/3200/3157/a90c37bb_y.jpg) ### DoubleTree by Hilton Madison East 10/10 Excellent "Very nice" [](https://expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Madison American Center](//images.trvl-media.com/lodging/1000000/70000/66500/66424/d7e153c1_y.jpg) ### La Quinta Inn & Suites by Wyndham Madison American Center 10/10 Excellent "Bathtub was older and was a bit sunken in the middle, but overall the room was nice and clean." [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ![Country Inn & Suites by Radisson, Madison West, WI](//images.trvl-media.com/lodging/2000000/1110000/1105600/1105512/ab6d47c8_y.jpg) ### Country Inn & Suites by Radisson, Madison West, WI 10/10 Excellent "Great place clean, updated, spacious, and breakfast included." [](https://expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Quality Inn Madison West Near University Area](//images.trvl-media.com/lodging/2000000/1870000/1864000/1863907/e7c07df7_y.jpg) ### Quality Inn Madison West Near University Area 10/10 Excellent "Great stay. Nice staff and nice room!" [](https://expedia.ca/Madison-Hotels-Quality-Inn-Madison-West-Near-University-Area.h1863907.Hotel-Information) ![The Madison Concourse Hotel and Governor's Club](//images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "Very comfy bed & pillows. Excellent shower. Only complaint: should offer free coffee in the lobby for guests. No 'free' breakfast, but restaurant on site. All in all, we would defintely return." [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ![Best Western West Towne Suites](//images.trvl-media.com/lodging/1000000/30000/25600/25566/5ae91cd1_y.jpg) ### Best Western West Towne Suites 10/10 Excellent "Bathroom fan needs attention otherwise okay" [](https://expedia.ca/Madison-Hotels-Best-Western-West-Towne-Suites.h25566.Hotel-Information) ![Motel 6 Madison, WI - East](//images.trvl-media.com/lodging/1000000/10000/1800/1719/b06e2cee_y.jpg) ### Motel 6 Madison, WI - East 10/10 Excellent "Nice " [](https://expedia.ca/Madison-Hotels-Motel-6-Madison.h1719.Hotel-Information) ![Econo Lodge Madison East](//images.trvl-media.com/lodging/1000000/30000/27700/27686/5d7a370d_y.jpg) ### Econo Lodge Madison East 10/10 Excellent "It was my 1st time staying somewhere as a solo young woman, and i couldn’t have been more satisfied with my stay! Here’s my story- I booked about 1 week in advance and was surprised it was only around $75 for 1 night, as i’m used to booking a hotel with my bf at Hiltons. I was worried to stay so close to the airport because i’m sensitive to loud sounds during the night. When i arrived, i was even more concerned bc the traffic outside was very loud off the main road; inside the lobby i could still hear some road noise. Then, walking upstairs to my room i could hear someone’s tv through their door so i was expecting to be disappointed… but as soon as i got into my room, it was completely silent!! I was so relieved! The A/C and fan sounds made it even better. And the window shades are extremely sound deadening too! Overall i was extremely impressed my the stay. I did submit a request when booking to have a room away from the road (i was in an upstairs room in the building separate from the lobby), so i don’t know if i was there bc of the request or just happened to get that good room (facing the back lot and trees). The only thing weird/wrong was, both the shower and sink faucet knobs are opposite to what it says for hot/cold, just push it the opposite way and you’ve got it. Thank you!!!" [](https://expedia.ca/Madison-Hotels-Econo-Lodge-Madison.h27686.Hotel-Information) ## Frequently asked questions ### What's Windsor like for family-friendly vacations? > If you've been thinking about a trip with your kids, the budget-friendly destination of Windsor is a good choice. The golfing, sporting events, and cheese shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Dane County Regional Airport (MSN), which is located 5.6 mi (9.1 km) from the city center. ### What's the best place to stay for a family vacation to Windsor? > [Days Inn by Wyndham Madison NE/Windsor](https://www.expedia.ca/Madison-Hotels-Days-Inn-By-Wyndham-Madison-NEWindsor.h79658.Hotel-Information) is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. ### When's the best time to book a family-friendly vacation in Windsor? > The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, December, March, and November, with each month seeing an average of 9 inches of snowfall. ### What's there to see and do with your family in Windsor? > While you and your family are staying in Windsor, you might want to visit some family-friendly attractions such as Mousehouse Cheesehaus, East Towne Mall, and Barrymore Theatre. 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[Token Creek Hotels](https://www.expedia.ca/Token-Creek-Madison-Hotels.0-n6338152-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-All-Inclusive-Hotel.0-0-d6059846-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Historic-Hotel.0-0-d6059846-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6059846-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Hotels-With-Tennis-Courts.0-0-d6059846-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Flights from Dane County Regional](https://www.expedia.ca/lp/airports/msn/flights-from-dane-county-regional-airport) - [Air Canada Halifax (YHZ) to Madison (MSN) flights](https://www.expedia.ca/lp/flight-routes/air-canada-from-stanfield-intl-to-dane-county-regional/ac/yhz/msn) - 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