Title: Book the Best Windsor FAMILY FRIENDLY Hotels from CA $93 - 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 $93 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-27&endDate=2025-10-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=180667&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Top Windsor Family Hotels ![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 (997) "Needed a place to stay while on a lengthy motorcycle trip and this place served the function nicely. Too bad about the undrinkable coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $88 CA $93 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Days-Inn-By-Wyndham-Madison-NEWindsor.h79658.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/d6e92708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/2350be58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/651a6bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9100/9095/f218dba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western East Towne Suites Madison 8.2/10 Very good (1012) "Nice place, breakfast was good with the usual " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $119 CA $137 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Madison-Hotels-Best-Western-East-Towne-Suites.h9095.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) ![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) ![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) ![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 (1201) "Very good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann CA $105 CA $121 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Madison-Hotels-AmericInn-By-Wyndham-Madison-West.h18880.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/c933b5b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/ec9ae9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/8acb1001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Madison West/Middleton WI West Madison 8.0/10 Very good (1046) "nice hotel and very clean: stores and food a close drive; very quiet location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $98 CA $113 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41700/41637/c51db9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41700/41637/c831241b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41700/41637/826e6abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/1000000/50000/41700/41637/00b7de5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Madison South Madison 9.2/10 Wonderful (97) "Wonderful stay would recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce Edward CA $130 CA $150 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Fairfield-By-Marriott-Inn-Suites-Madison-South.h41637.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/a90c37bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/04ffcca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/2a40cb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/812ff6ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Madison East Madison 9.4/10 Exceptional (1004) "We had a great stay at the hotel, clean and good service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos CA $135 CA $156 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/8e172a9e.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) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1010000/1000700/1000697/768c0137.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara CA $98 CA $103 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lodi-Hotels-Quality-Inn-Suites.h1000697.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64400/64399/a73aab09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/70000/64400/64399/3787f2fa.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 (109) "Clean room, kind staff, great location, nice breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shauna CA $119 CA $134 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Rodeway-Inn.h64399.Hotel-Information) ![In-room safe, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/27700/27686/5d7a370d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27686/4285c916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/27700/27686/791bd7bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27700/27686/a9d11ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Madison East Madison 7.4/10 Good (1010) "Staff was very friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betsy CA $83 CA $95 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Madison-Hotels-Econo-Lodge-Madison.h27686.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Non Smoking, Jetted Tub (Living Room;with Sofabed)](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/97d0e30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/21e073b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (with Sofabed)](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/3bcade53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Premier Park Hotel Downtown Madison 9.6/10 Exceptional (1030) "Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony CA $143 CA $165 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.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=2025-11-10&endDate=2025-11-11®ionId=180667&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![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 "We had a great stay at the hotel, clean and good service" [](https://expedia.ca/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.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 "Excellent stay on Club level, with generous hospitality. Only negative: got ‘stung’ by confusing parking checkout. " [](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.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 "What I didn't Like is only 1 Microwave people have to wait in line" [](https://expedia.ca/Madison-Hotels-Motel-6-Madison.h1719.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 "All good" [](https://expedia.ca/Madison-Hotels-Quality-Inn-Madison-West-Near-University-Area.h1863907.Hotel-Information) ![Best Western Premier Park Hotel](//images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333_y.jpg) ### Best Western Premier Park Hotel 10/10 Excellent "Beautiful hotel! Shower was great and nice to have coffee in the lobby!" [](https://expedia.ca/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.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 "Breakfast potatoes were terrible Who has potatoes with rosemary for breakfast disgusting no those are not breakfast potatoes however everything else was very nice." [](https://expedia.ca/Madison-Hotels-Country-Inn-Suites-By-Radisson.h1105512.Hotel-Information) ![Baymont by Wyndham Madison West/Middleton WI West](//images.trvl-media.com/lodging/1000000/50000/40100/40004/75db6fc0_y.jpg) ### Baymont by Wyndham Madison West/Middleton WI West 10/10 Excellent "We asked for 8:30 pickup but didn’t make rounds until actually 8:45. The desk should have said the driver is here at quarter to the hour. Then we would have gone and hour early so we wouldn’t feel rushed at the airport. " [](https://expedia.ca/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.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 "Well maintained hotel and very clean. Staff were very friendly." [](https://expedia.ca/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information) ![Hampton Inn & Suites Madison / Downtown](//images.trvl-media.com/lodging/7000000/6850000/6842700/6842611/13390bcb_y.jpg) ### Hampton Inn & Suites Madison / Downtown 10/10 Excellent "-" [](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Madison-Downtown.h6842611.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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