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

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, (1,005 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 ₹6,626
₹6,991 total
includes taxes & fees
9 Aug - 10 Aug
Days Inn by Wyndham Madison NE/Windsor
Indoor pool

Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (998 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 ₹8,436
₹9,322 total
includes taxes & fees
23 Aug - 24 Aug
Comfort Inn & Suites Madison North
Exterior

Cambria Hotel Madison East

Cambria Hotel Madison East
3.0 star property
Madison
8.6 out of 10, Excellent, (1,001 reviews)
The price is ₹10,000
₹11,550 total
includes taxes & fees
26 Jul - 27 Jul
Cambria Hotel Madison East
Reception

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1,043 reviews)
  • cleanliness
    Family holiday fun with heated indoor pool and prime location near botanical gardens.
The price is ₹10,294
₹11,890 total
includes taxes & fees
6 Aug - 7 Aug
DoubleTree by Hilton Madison East
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, (1,009 reviews)
The price is ₹8,588
₹9,920 total
includes taxes & fees
11 Aug - 12 Aug
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, (810 reviews)
  • cleanliness
    Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic centre access just minutes away.
The price is ₹6,833
₹7,688 total
includes taxes & fees
10 Aug - 11 Aug
Super 8 by Wyndham Sun Prairie/Madison E
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, (1,000 reviews)
The price is ₹7,314
₹7,717 total
includes taxes & fees
11 Aug - 12 Aug
Quality Inn & Suites Lodi I-90
Premium bedding, pillow-top beds, desk, laptop workspace

PrimeStay Extended Suites by IHG

PrimeStay Extended Suites by IHG
3.0 star property
Greater Sandburg
8.4 out of 10, Very good, (301 reviews)
  • cleanliness
    Experience the family getaway ideal with a refreshing indoor pool, premium entertainment, and nearby gardens for an enriching stay.
The price is ₹7,170
₹8,282 total
includes taxes & fees
2 Aug - 3 Aug
PrimeStay Extended Suites by IHG
Lobby

Econo Lodge Madison East

Econo Lodge Madison East
2.0 star property
Greater Sandburg
7.6 out of 10, Good, (1,016 reviews)
The price is ₹5,851
₹6,758 total
includes taxes & fees
13 Aug - 14 Aug
Econo Lodge Madison East
Free daily buffet breakfast

Comfort Suites Cottage Grove – Madison

Comfort Suites Cottage Grove – Madison
2.5 star property
Village of Cottage Grove
9.6 out of 10, Exceptional, (499 reviews)
The price is ₹11,646
₹13,219 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Suites Cottage Grove – Madison
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

Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West

10/10 Excellent
"Property was well-maintained and quiet. Staff was very friendly and welcoming! Hallways need an update but rooms were fresh and newly remodeled. Beds were comfortable."
Rochell 2-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Middleton - Madison 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 Barrymore Theatre. Make sure that you have lots of time for activities such as Breese Stevens Field and Orpheum Theater.