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 Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Windsor family-friendly hotels

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, (1,001 reviews)
  • cleanliness
    Let your family splash into smiles with an indoor pool, hot tub, and fitness center just minutes from Sun Prairie Aquatic Center.
The price is AED 250
AED 263 total
includes taxes & fees
8 Jul - 9 Jul
Days Inn by Wyndham Madison NE/Windsor
Lobby

Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90
2.5 star property
Lodi
8.8 out of 10, Excellent, (1,009 reviews)
The price is AED 279
AED 295 total
includes taxes & fees
8 Jul - 9 Jul
Quality Inn & Suites Lodi I-90
Free buffet breakfast

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, (975 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 AED 371
AED 417 total
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Express Hotel & Suites Madison-Verona by IHG
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, (228 reviews)
  • cleanliness
    Fun-filled family retreat with premium TV channels, streaming services, and daily breakfast just steps from Verona Ice Arena.
The price is AED 312
AED 351 total
includes taxes & fees
2 Aug - 3 Aug
Sleep Inn & Suites Verona - Madison Southwest
Free daily continental breakfast

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, (803 reviews)
  • cleanliness
    Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic center access just minutes away.
The price is AED 239
AED 269 total
includes taxes & fees
8 Jul - 9 Jul
Super 8 by Wyndham Sun Prairie/Madison E
Free daily continental breakfast

AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
3.0 star property
Madison
6.8 out of 10, (308 reviews)
The price is AED 261
AED 302 total
includes taxes & fees
2 Aug - 3 Aug
AmericInn by Wyndham Madison WI
Lobby

Econo Lodge Madison East

Econo Lodge Madison East
2.0 star property
Greater Sandburg
7.6 out of 10, Good, (1,011 reviews)
The price is AED 235
AED 272 total
includes taxes & fees
7 Jul - 8 Jul
Econo Lodge Madison East
Exterior

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,231 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 AED 256
AED 296 total
includes taxes & fees
26 Jul - 27 Jul
AmericInn by Wyndham Madison West
Desk, blackout drapes, free WiFi, bed sheets

Motel 6 Madison, WI - East

Motel 6 Madison, WI - East
2.0 star property
Madison
6.6 out of 10, (1,003 reviews)
The price is AED 209
AED 242 total
includes taxes & fees
20 Jul - 21 Jul
Motel 6 Madison, WI - East
Indoor pool, sun loungers

Best Western East Towne Suites

Best Western East Towne Suites
2.5 star property
Madison
8.0 out of 10, Very Good, (1,002 reviews)
The price is AED 309
AED 356 total
includes taxes & fees
9 Jul - 10 Jul
Best Western East Towne Suites
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

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Best option in east town."
Joshua 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Madison East

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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 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 Angell Park Speedway. Make sure you have lots of time for activities like Barrymore Theatre and Breese Stevens Field.