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

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 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, (1,002 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 Rp1.218.696
Rp1.285.724 total
includes taxes & fees
1 Jul - 2 Jul
Days Inn by Wyndham Madison NE/Windsor
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, (225 reviews)
  • cleanliness
    Fun-filled family retreat with premium TV channels, streaming services, and daily breakfast just steps from Verona Ice Arena.
The price is Rp1.447.202
Rp1.628.102 total
includes taxes & fees
26 Jul - 27 Jul
Sleep Inn & Suites Verona - Madison Southwest
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, (974 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 Rp1.738.434
Rp1.955.739 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Hotel & Suites Madison-Verona by IHG
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, (1,002 reviews)
The price is Rp1.362.072
Rp1.436.986 total
includes taxes & fees
1 Jul - 2 Jul
Quality Inn & Suites Lodi I-90
Lobby

Tru by Hilton Stoughton

Tru by Hilton Stoughton
2.5 star property
Stoughton
8.8 out of 10, Excellent, (489 reviews)
The price is Rp1.538.604
Rp1.746.315 total
includes taxes & fees
30 Jul - 31 Jul
Tru by Hilton Stoughton
Lobby

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,217 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 Rp1.293.968
Rp1.494.533 total
includes taxes & fees
26 Jul - 27 Jul
AmericInn by Wyndham Madison West
Property amenity

AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
3.0 star property
Madison
6.8 out of 10, (307 reviews)
The price is Rp1.241.995
Rp1.434.656 total
includes taxes & fees
5 Jul - 6 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, (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 Rp1.559.214
Rp1.722.930 total
includes taxes & fees
5 Jul - 6 Jul
Comfort Inn & Suites Madison North
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, (1,003 reviews)
The price is Rp1.433.581
Rp1.655.814 total
includes taxes & fees
1 Jul - 2 Jul
Best Western East Towne Suites
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, (800 reviews)
  • cleanliness
    Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic centre access just minutes away.
The price is Rp1.164.930
Rp1.310.636 total
includes taxes & fees
30 Jun - 1 Jul
Super 8 by Wyndham Sun Prairie/Madison E
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"The location of this hotel is absolutely perfect if you have a child at the University. The staff was incredibly nice. I will absolutely stay here again and would highly recommend it to anyone visiting Madison."
Karen 1-night trip
Posted 4 hours ago
Hampton Inn & Suites Madison / Downtown

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 Barrymore Theatre. Make sure that you have lots of time for activities such as Breese Stevens Field and Orpheum Theater.