Family friendly Hotels in Windsor, Madison

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Family friendly Hotels

Our top choices for Windsor family-friendly hotels

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, (1,008 reviews)
  • cleanliness
    Let your family splash into smiles with an indoor pool, hot tub, and fitness center just minutes from Sun Prairie Aquatic Center.
"The bedroom perfect. The swimming pool perfect. The breakfast was poor. "
Mexico
Matias
The price is P4,145
P4,373 total
includes taxes & fees
May 24 - May 25
Days Inn by Wyndham Madison NE/Windsor

Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90
2.5 star property
Lodi
8.8 out of 10, Excellent, (1,000 reviews)
"Good value for stay overnight on a family trip."
United States
Ruth
The price is P4,692
P4,950 total
includes taxes & fees
May 24 - May 25
Quality Inn & Suites Lodi I-90

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,201 reviews)
  • cleanliness
    Families splash into adventure at AmericInn Madison West, where the indoor pool and hot tub create a perfect playground for every age.
"Good for families/pets."
United States
Jennifer
The price is P4,408
P5,091 total
includes taxes & fees
Jun 1 - Jun 2
AmericInn by Wyndham Madison West

Sleep Inn & Suites Verona - Madison Southwest

Sleep Inn & Suites Verona - Madison Southwest
2.0 star property
Verona
9.0 out of 10, Wonderful, (201 reviews)
  • cleanliness
    Fun-filled family retreat with premium TV channels, streaming services, and daily breakfast just steps from Verona Ice Arena.
"Beds were very comfy & room was very nice! Couldn't use the pool because a kid threw up in it earlier...has a nice small fitness room. Only complaint i had was the breakfast. It was ok but the eggs & potatoes both had pepper on them - which i can't have so only had a waffle. Would be nice if they didn't have pepper on the food"
United States
Patty
The price is P4,985
P5,608 total
includes taxes & fees
Jun 14 - Jun 15
Sleep Inn & Suites Verona - Madison Southwest

Tru by Hilton Stoughton

Tru by Hilton Stoughton
2.5 star property
Stoughton
8.8 out of 10, Excellent, (476 reviews)
"The hotel was really clean and family friendly."
United States
Toni
The price is P4,706
P5,341 total
includes taxes & fees
May 26 - May 27
Tru by Hilton Stoughton

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Holiday Inn Express Hotel & Suites Madison-Verona by IHG
2.5 star property
Verona
9.4 out of 10, Exceptional, (962 reviews)
  • cleanliness
    Splash and play in Madison-Verona—enjoy the indoor pool, hot tub, and family-friendly amenities just minutes from local attractions.
"Great option for families."
United States
Heather
The price is P6,605
P7,431 total
includes taxes & fees
Jun 4 - Jun 5
Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Super 8 by Wyndham Sun Prairie/Madison E

Super 8 by Wyndham Sun Prairie/Madison E
2.0 star property
Sun Prairie
7.8 out of 10, Good, (788 reviews)
  • cleanliness
    Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic center access just minutes away.
"Staff was pleasant and helpful. The room was clean and comfortable. All the amenities we needed. Breakfast was decent. The location is excellent with plenty to do nearby and within walking distance. "
United States
Ariel
The price is P3,556
P4,000 total
includes taxes & fees
May 20 - May 21
Super 8 by Wyndham Sun Prairie/Madison E

Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (957 reviews)
  • cleanliness
    Family-friendly retreat with an indoor pool paradise and hot tub for relaxation after a day of splashing with the kids.
"Pool was very family friendly."
United States
Martin
The price is P5,195
P5,740 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Inn & Suites Madison North

Econo Lodge Madison East

Econo Lodge Madison East
2.0 star property
Greater Sandburg
7.4 out of 10, Good, (1,004 reviews)
"Very pet friendly. No issues, not a 5 star but clean, safe and reasonable."
United States
Renee
The price is P3,950
P4,562 total
includes taxes & fees
May 27 - May 28
Econo Lodge Madison East

Quality Inn Madison West Near University Area

Quality Inn Madison West Near University Area
2.5 star property
Madison
7.6 out of 10, Good, (835 reviews)
"pretty good hotel for simply needing a place to sleep the night. They're also pet friendly too which is nice if you have pets"
United States
Amaan
The price is P3,935
P4,349 total
includes taxes & fees
May 25 - May 26
Quality Inn Madison West Near University Area
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.

Choose what matters most at family-friendly hotels in Windsor

Top Windsor Hotel Reviews

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.

Explore a world of travel with Expedia