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

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Windsor family-friendly hotels

1. Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
Windsor
  • Let your family splash into smiles with an indoor pool, hot tub, and fitness center just minutes from Sun Prairie Aquatic Center.
NT$2,098
NT$2,213 total
includes taxes & fees
Sep 13 - Sep 14
Days Inn by Wyndham Madison NE/Windsor

2. Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
De Forest
  • Family-friendly retreat with an indoor pool paradise and hot tub for relaxation after a day of splashing with the kids.
NT$2,634
NT$2,910 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Madison North

3. Best Western East Towne Suites

Best Western East Towne Suites
Madison
NT$2,689
NT$3,106 total
includes taxes & fees
Sep 9 - Sep 10
Best Western East Towne Suites

4. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
  • Family vacation fun with heated indoor pool and prime location near botanical gardens.
NT$3,087
NT$3,566 total
includes taxes & fees
Oct 4 - Oct 5
DoubleTree by Hilton Madison East

5. Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
Sun Prairie
  • Family-friendly paradise with indoor pool, fitness center, and free breakfast offers a fun, clean getaway for everyone.
NT$2,195
NT$2,469 total
includes taxes & fees
Oct 6 - Oct 7
Quality Inn & Suites Sun Prairie Madison East

6. Super 8 by Wyndham Sun Prairie/Madison E

Super 8 by Wyndham Sun Prairie/Madison E
Sun Prairie
  • Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic center access just minutes away.
NT$2,088
NT$2,349 total
includes taxes & fees
Sep 10 - Sep 11
Super 8 by Wyndham Sun Prairie/Madison E

7. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
NT$3,200
NT$3,696 total
includes taxes & fees
Oct 4 - Oct 5
Cambria Hotel Madison East

8. AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
Madison
NT$2,436
NT$2,814 total
includes taxes & fees
Sep 13 - Sep 14
AmericInn by Wyndham Madison WI

9. Econo Lodge Madison East

Econo Lodge Madison East
Greater Sandburg
NT$1,918
NT$2,215 total
includes taxes & fees
Sep 21 - Sep 22
Econo Lodge Madison East

10. PrimeStay Extended Suites by IHG

PrimeStay Extended Suites by IHG
Greater Sandburg
  • Experience the family getaway ideal with a refreshing indoor pool, premium entertainment, and nearby gardens for an enriching stay.
NT$3,281
NT$3,790 total
includes taxes & fees
Sep 20 - Sep 21
PrimeStay Extended Suites by IHG
View all properties

Choose what matters most at family-friendly hotels in Windsor

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Would definitely stay there again!"
Joy 1-night trip
Posted less than an hour ago
The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"No complaints."
Marie 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Madison East
AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

8/10 Good
"Central location so easy to get from place to place. Good breakfast and staff. Worked fine for our purpose."
Angela 2-night trip
Posted 4 hours ago
AmericInn by Wyndham Madison South
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

8/10 Good
"Been here many times."
Wade 1-night trip
Posted 6 hours ago
Super 8 by Wyndham Madison South
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

8/10 Good
"Business friendly"
Maira 4-night trip
Posted 12 hours ago
Days Inn by Wyndham Madison NE/Windsor

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

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