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
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

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, (1,011 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 ฿2,283
฿2,408 total
includes taxes & fees
3 Aug - 4 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, (1,000 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 ฿2,968
฿3,279 total
includes taxes & fees
9 Aug - 10 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, (1,006 reviews)
The price is ฿3,476
฿4,015 total
includes taxes & fees
2 Aug - 3 Aug
Cambria Hotel Madison East
Indoor pool

Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
2.5 star property
Sun Prairie
8.4 out of 10, Very good, (1,008 reviews)
  • cleanliness
    Family-friendly paradise with indoor pool, fitness centre, and free breakfast offers a fun, clean getaway for everyone.
The price is ฿2,464
฿2,772 total
includes taxes & fees
23 Aug - 24 Aug
Quality Inn & Suites Sun Prairie Madison East
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, (811 reviews)
  • cleanliness
    Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic centre access just minutes away.
The price is ฿2,186
฿2,460 total
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Sun Prairie/Madison E
Reception

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1,053 reviews)
  • cleanliness
    Family holiday fun with heated indoor pool and prime location near botanical gardens.
The price is ฿3,675
฿4,245 total
includes taxes & fees
2 Aug - 3 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, (1,017 reviews)
The price is ฿2,859
฿3,302 total
includes taxes & fees
23 Aug - 24 Aug
Best Western East Towne Suites
Lobby sitting area

Comfort Inn & Suites Madison - Airport

Comfort Inn & Suites Madison - Airport
2.5 star property
Greater Sandburg
7.2 out of 10, Good, (1,000 reviews)
The price is ฿2,540
฿2,933 total
includes taxes & fees
29 Aug - 30 Aug
Comfort Inn & Suites Madison - Airport
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 ฿2,551
฿2,692 total
includes taxes & fees
2 Aug - 3 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 ฿2,497
฿2,885 total
includes taxes & fees
2 Aug - 3 Aug
PrimeStay Extended Suites by IHG
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

10/10 Excellent
"The young front desk receptionist is great. Very professional, polite and kind!! Great breakfast"
Rhonda 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 Barrymore Theatre. Make sure that you have lots of time for activities such as Breese Stevens Field and Orpheum Theater.