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

Family friendly Hotels in Windsor, Madison

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Check availability on Windsor Family friendly Hotels

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

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, (1,000 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 P4,177
P4,407 total
includes taxes & fees
Jul 7 - Jul 8
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, (1,006 reviews)
The price is P4,669
P4,925 total
includes taxes & fees
Jul 7 - Jul 8
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 P6,143
P6,911 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Express Hotel & Suites Madison-Verona by IHG
Exterior

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,225 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 P4,727
P5,460 total
includes taxes & fees
Aug 3 - Aug 4
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, (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 P4,960
P5,580 total
includes taxes & fees
Jul 26 - Jul 27
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 P3,993
P4,492 total
includes taxes & fees
Jul 8 - Jul 9
Super 8 by Wyndham Sun Prairie/Madison E
Indoor pool

Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (982 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 P5,167
P5,710 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Inn & Suites Madison North
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 P4,257
P4,917 total
includes taxes & fees
Jul 6 - Jul 7
AmericInn by Wyndham Madison WI
Lobby

Quality Inn Madison West Near University Area

Quality Inn Madison West Near University Area
2.5 star property
Madison
7.6 out of 10, Good, (860 reviews)
The price is P4,177
P4,616 total
includes taxes & fees
Jul 12 - Jul 13
Quality Inn Madison West Near University Area
Exterior

Tru by Hilton Stoughton

Tru by Hilton Stoughton
2.5 star property
Stoughton
8.8 out of 10, Excellent, (489 reviews)
The price is P5,156
P5,852 total
includes taxes & fees
Jul 30 - Jul 31
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

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"I enjoyed the stay very much,"
Wei 1-night trip
Posted 8 hours ago
DoubleTree by Hilton Madison East

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.

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