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

Tonight
12 Sep - 13 Sep
Tomorrow
13 Sep - 14 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

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 centre just minutes from Sun Prairie Aquatic Centre.
฿2,304
฿2,431 total
includes taxes & fees
4 Oct - 5 Oct
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.
฿2,756
฿3,045 total
includes taxes & fees
4 Oct - 5 Oct
Comfort Inn & Suites Madison North

3. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
  • Family holiday fun with heated indoor pool and prime location near botanical gardens.
฿3,225
฿3,725 total
includes taxes & fees
20 Sept - 21 Sept
DoubleTree by Hilton 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 centre, and free breakfast offers a fun, clean getaway for everyone.
฿2,247
฿2,528 total
includes taxes & fees
11 Oct - 12 Oct
Quality Inn & Suites Sun Prairie Madison East

5. Best Western East Towne Suites

Best Western East Towne Suites
Madison
฿2,949
฿3,407 total
includes taxes & fees
14 Sept - 15 Sept
Best Western East Towne Suites

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 centre access just minutes away.
฿2,347
฿2,640 total
includes taxes & fees
11 Oct - 12 Oct
Super 8 by Wyndham Sun Prairie/Madison E

7. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
฿3,343
฿3,861 total
includes taxes & fees
4 Oct - 5 Oct
Cambria Hotel Madison East

8. AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
Madison
฿2,578
฿2,977 total
includes taxes & fees
13 Sept - 14 Sept
AmericInn by Wyndham Madison WI

9. Econo Lodge Madison East

Econo Lodge Madison East
Greater Sandburg
฿2,041
฿2,357 total
includes taxes & fees
16 Sept - 17 Sept
Econo Lodge Madison East

10. Motel 6 Madison, WI - East

Motel 6 Madison, WI - East
Madison
฿1,483
฿1,713 total
includes taxes & fees
4 Oct - 5 Oct
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

8/10 Good
"Great location for Ironman weekend. Check in was lengthy and didn’t have parking on our card, kind of annoying. Room temp is hard to get comfortable. Nice to have Starbucks in the building."
Tracy 1-night trip
Posted 10 hours ago
The Madison Concourse Hotel and Governor's Club
Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Clean room"
Fernando 2-night trip
Posted 10 hours ago
Best Western Premier Park Hotel
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

8/10 Good
"Good location"
Clara 1-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Excellent hotel"
Humberto 3-night trip
Posted 16 hours ago
DoubleTree by Hilton Madison East
The Edgewater

The Edgewater

10/10 Excellent
"The Edgewater is a bit unusual in that you enter on the 6th floor & your room can either be up or down. Because it includes two buildings, it can also be a bit confusing how to navigate the physical space. Staff is very helpful in this regard. We appreciated the amenities & the lake view was great. We particularly enjoyed the opportunity to eat on an outside patio at the Statehouse & the food was excellent. The bluegrass concert on the patio was icing on the cake."
jim 2-night trip
Posted 17 hours ago
The Edgewater
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

8/10 Good
"Location was great for the Taste of Madison! Staff was friendly and let me check in early. However, room 410 smelled like someone had a dog in it before our stay. It was the only thing that ruined our trip."
Brittany 1-night trip
Posted 18 hours ago
DoubleTree by Hilton Madison Downtown
Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Holiday Inn Hotel & Suites Madison West - Middleton by IHG

10/10 Excellent
"Great place"
Shumira 1-night trip
Posted 1 day ago
Holiday Inn Hotel & Suites Madison West - Middleton by IHG
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

8/10 Good
"Business friendly"
Maira 4-night trip
Posted 5 days ago
Days Inn by Wyndham Madison NE/Windsor

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.

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