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 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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$2,106
NT$2,221 total
includes taxes & fees
Oct 11 - Oct 12
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$2,769
NT$3,060 total
includes taxes & fees
Oct 26 - Oct 27
Comfort Inn & Suites Madison North

3. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
NT$2,942
NT$3,398 total
includes taxes & fees
Oct 25 - Oct 26
Cambria Hotel Madison East

4. 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$2,220
NT$2,497 total
includes taxes & fees
Oct 28 - Oct 29
Quality Inn & Suites Sun Prairie Madison East

5. 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$3,177
NT$3,669 total
includes taxes & fees
Oct 4 - Oct 5
DoubleTree by Hilton Madison East

6. Best Western East Towne Suites

Best Western East Towne Suites
Madison
NT$2,834
NT$3,273 total
includes taxes & fees
Oct 4 - Oct 5
Best Western East Towne Suites

7. 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$2,191
NT$2,465 total
includes taxes & fees
Oct 11 - Oct 12
Super 8 by Wyndham Sun Prairie/Madison E

8. AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
Madison
NT$2,477
NT$2,861 total
includes taxes & fees
Oct 4 - Oct 5
AmericInn by Wyndham Madison WI

9. Econo Lodge Madison East

Econo Lodge Madison East
Greater Sandburg
NT$1,961
NT$2,265 total
includes taxes & fees
Oct 4 - Oct 5
Econo Lodge Madison East

10. Motel 6 Madison, WI - East

Motel 6 Madison, WI - East
Madison
NT$1,591
NT$1,838 total
includes taxes & fees
Oct 4 - Oct 5
Motel 6 Madison, WI - East
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
"Great experience, just a little bit walk to U of W."
Yunfei 1-night trip
Posted 5 hours ago
The Madison Concourse Hotel and Governor's Club
The Edgewater

The Edgewater

10/10 Excellent
"What a lovely hotel. Our room was so comfortable. The staff was great. Location is ideal"
Lesa 1-night trip
Posted 9 hours ago
The Edgewater
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Na"
Rebecca 1-night trip
Posted 11 hours ago
AmericInn by Wyndham Madison West
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

8/10 Good
"Very clean and friendly staff. Our room had a musty smell though and I was not a fan of the sliding bathroom door. Overall very happy with our stay. A great breakfast."
Laura 1-night trip
Posted 11 hours ago
Best Western Plus InnTowner Madison
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"Rooms were good, price was reasonable. Free breakfast was great, attendants for the dining room kept everything filled and ready and clean."
Jason 3-night trip
Posted 13 hours ago
Baymont by Wyndham Madison West/Middleton WI West
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"As always terrific staff and great rooms."
Edwin 1-night trip
Posted 20 hours ago
Hampton Inn & Suites Madison-West
Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Perfection loved the room and location"
Jeffrey 1-night trip
Posted 1 day ago
Best Western Premier Park Hotel
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

10/10 Excellent
"This is a mid-level hotel. Has a nice pool area, its clean, continental breakfast is included and its well-located with regard to everything in town. The price is right for this hotel. I would highly recommend it."
Lyndon 1-night trip
Posted 2 weeks 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 The Sylvee.

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