A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

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Check availability on Windsor Family friendly Hotels

Our top choices for Windsor family-friendly hotels

Free buffet breakfast

Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90
2.5 star property
Lodi
8.8 out of 10, Excellent, (1,008 reviews)
The price is S$104
includes taxes & fees
14 Jul - 15 Jul
Quality Inn & Suites Lodi I-90
Exterior

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Holiday Inn Express Hotel & Suites Madison-Verona by IHG
2.5 star property
Verona
9.4 out of 10, Exceptional, (978 reviews)
  • cleanliness
    Splash and play in Madison-Verona—enjoy the indoor pool, hot tub, and family-friendly amenities just minutes from local attractions.
The price is S$137
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Express Hotel & Suites Madison-Verona by IHG
Free daily buffet breakfast

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,247 reviews)
  • cleanliness
    Families splash into adventure at AmericInn Madison West, where the indoor pool and hot tub create a perfect playground for every age.
The price is S$113
includes taxes & fees
16 Jul - 17 Jul
AmericInn by Wyndham Madison West
Free daily continental breakfast

Sleep Inn & Suites Verona - Madison Southwest

Sleep Inn & Suites Verona - Madison Southwest
2.0 star property
Verona
9.0 out of 10, Wonderful, (235 reviews)
  • cleanliness
    Fun-filled family retreat with premium TV channels, streaming services, and daily breakfast just steps from Verona Ice Arena.
The price is S$117
includes taxes & fees
9 Aug - 10 Aug
Sleep Inn & Suites Verona - Madison Southwest
Combined shower/bathtub, free toiletries, hair dryer, towels

Super 8 by Wyndham Sun Prairie/Madison E

Super 8 by Wyndham Sun Prairie/Madison E
2.0 star property
Sun Prairie
8.0 out of 10, Very good, (806 reviews)
  • cleanliness
    Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic centre access just minutes away.
The price is S$97
includes taxes & fees
13 Jul - 14 Jul
Super 8 by Wyndham Sun Prairie/Madison E
Indoor pool, pool loungers

Best Western East Towne Suites

Best Western East Towne Suites
2.5 star property
Madison
8.0 out of 10, Very good, (1,012 reviews)
The price is S$119
includes taxes & fees
14 Jul - 15 Jul
Best Western East Towne Suites
Indoor pool

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
2.0 star property
Windsor
7.2 out of 10, Good, (1,006 reviews)
  • cleanliness
    Let your family splash into smiles with an indoor pool, hot tub, and fitness centre just minutes from Sun Prairie Aquatic Centre.
The price is S$93
includes taxes & fees
15 Jul - 16 Jul
Days Inn by Wyndham Madison NE/Windsor
Property amenity

AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
3.0 star property
Madison
6.8 out of 10, (311 reviews)
The price is S$107
includes taxes & fees
12 Jul - 13 Jul
AmericInn by Wyndham Madison WI
Indoor pool

Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (989 reviews)
  • cleanliness
    Family-friendly retreat with an indoor pool paradise and hot tub for relaxation after a day of splashing with the kids.
The price is S$123
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn & Suites Madison North
Lobby

Tru by Hilton Stoughton

Tru by Hilton Stoughton
2.5 star property
Stoughton
8.8 out of 10, Excellent, (491 reviews)
The price is S$131
includes taxes & fees
9 Aug - 10 Aug
Tru by Hilton Stoughton
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.
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Choose what matters most at family-friendly hotels in Windsor

Breakfast included
Pool

Top Windsor Hotel Reviews

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

8/10 Good
"Comfortable bed and nice breakfast. The bathtub did not drain well and there was a wet spot on the carpet, but it was otherwise clean and restful. Attendant could have been friendlier."
Karen 1-night trip
Posted less than an hour ago
Baymont by Wyndham Madison West/Middleton WI West

Frequently asked questions

What's Windsor like for family-friendly holidays?
If you've been thinking about a trip with your children, the budget-friendly destination of Windsor is a good choice. The golf, sporting events and cheese shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Dane County Regional Airport (MSN), which is located 5.6 mi (9.1 km) from the city centre.
What's the best family accommodation in Windsor?
Days Inn by Wyndham Madison NE/Windsor 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 holiday in Windsor?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, December, March and November, with each month seeing an average of 22 cm of snowfall.
What's there to see and do with your family in Windsor?
While you and your family are staying in Windsor, you may want to visit some family-friendly attractions such as Mousehouse Cheesehaus, East Towne Mall and Angell Park Speedway. Make sure that you have lots of time for activities such as Barrymore Theatre and Breese Stevens Field.

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