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
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

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.
Rp1.124.642
Rp1.186.497 total
includes taxes & fees
7 Sept - 8 Sept
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.
Rp1.504.350
Rp1.662.306 total
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Madison North

3. Best Western East Towne Suites

Best Western East Towne Suites
Madison
Rp1.515.117
Rp1.749.959 total
includes taxes & fees
6 Sept - 7 Sept
Best Western East Towne Suites

4. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
Rp1.748.829
Rp2.019.897 total
includes taxes & fees
23 Aug - 24 Aug
Cambria Hotel 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 centre, and free breakfast offers a fun, clean getaway for everyone.
Rp1.240.224
Rp1.395.252 total
includes taxes & fees
13 Sept - 14 Sept
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 centre access just minutes away.
Rp1.179.882
Rp1.327.367 total
includes taxes & fees
30 Aug - 31 Aug
Super 8 by Wyndham Sun Prairie/Madison E

7. 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.
Rp1.744.438
Rp2.014.825 total
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Madison East

8. Econo Lodge Madison East

Econo Lodge Madison East
Greater Sandburg
Rp1.083.882
Rp1.251.812 total
includes taxes & fees
23 Aug - 24 Aug
Econo Lodge Madison East

9. AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
Madison
Rp1.271.055
Rp1.468.238 total
includes taxes & fees
7 Sept - 8 Sept
AmericInn by Wyndham Madison WI

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.
Rp1.859.208
Rp2.147.385 total
includes taxes & fees
7 Sept - 8 Sept
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

Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"The information we read about the food offered in The Post restaurant/bar was that they accommodated for dietary needs/restrictions. However, when we asked the staff directly, they informed us that they don't really offer much in the line of gluten-free options, much less safe handling gluten-free items so as to prevent cross-contact. Substitutions were not offered for wheat bread/brioche/wheat tortillas. Also, no GF beer options .... especially when the renowned Alt Brewery is right in Madison!"
janet 1-night trip
Posted 4 hours ago
Best Western Premier Park Hotel
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Front desk staff was friendly and welcoming."
Rebekah 1-night trip
Posted 9 hours ago
AmericInn by Wyndham Madison West
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"We had a premier room on the top floor with access to the Governor’s Club. Always satisfied with our stays here. So close to many dining options, in a variety of price ranges. The room was clean and staff helpful. Very walkable area, but lots of unhoused individuals on the streets."
Susan 3-night trip
Posted 13 hours ago
The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

8/10 Good
"I liked the pool, hot tub, and breakfast"
Steve 2-night trip
Posted 14 hours ago
Baymont by Wyndham Madison West/Middleton WI West
The Edgewater

The Edgewater

10/10 Excellent
"Excellent hotel, great experience"
Rupendra 1-night trip
Posted 1 day ago
The Edgewater
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

8/10 Good
"Breakfast could be allot better eggs was too soft and watery like it was made with water"
Cedric 1-night trip
Posted 1 day ago
Motel 6 Madison, WI - East
Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

8/10 Good
"Room was clean and quiet, beds were excellent. Nice parking, breakfast ok. Hot stuff wasn't hot nor was it cooked very well."
MARLIN 1-night trip
Posted 2 days ago
Comfort Suites Madison West - Middleton

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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