Windsor Hotel Guide - Family Friendly Hotels in Windsor, Madison

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Check availability on Windsor Family Friendly Hotels

Our top choices for Windsor family-friendly hotels

Indoor pool

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 centre just minutes from Sun Prairie Aquatic Centre.
"The bedroom perfect. The swimming pool perfect. The breakfast was poor. "
Mexico
Matias
The price is €61
includes taxes & fees
24 May - 25 May
Days Inn by Wyndham Madison NE/Windsor
Indoor pool

Sleep Inn & Suites Verona - Madison Southwest

Sleep Inn & Suites Verona - Madison Southwest
2.0 star property
Verona
9.0 out of 10, Wonderful, (203 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 €78
includes taxes & fees
14 Jun - 15 Jun
Sleep Inn & Suites Verona - Madison Southwest
Free buffet breakfast

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 €69
includes taxes & fees
24 May - 25 May
Quality Inn & Suites Lodi I-90
Lobby

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West
3.0 star property
Madison
8.8 out of 10, Excellent, (1,195 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 €63
includes taxes & fees
24 May - 25 May
AmericInn by Wyndham Madison West
Lobby

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 €75
includes taxes & fees
26 May - 27 May
Tru by Hilton Stoughton
Exterior

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 €104
includes taxes & fees
4 Jun - 5 Jun
Holiday Inn Express Hotel & Suites Madison-Verona by IHG
Whirlpool room, 1 King Bed, Non Smoking

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 centre 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 €58
includes taxes & fees
21 May - 22 May
Super 8 by Wyndham Sun Prairie/Madison E
Indoor pool

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 €78
includes taxes & fees
14 Jun - 15 Jun
Comfort Inn & Suites Madison North
Lobby

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, (836 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 €61
includes taxes & fees
26 May - 27 May
Quality Inn Madison West Near University Area
Exterior

Cannery Square Short Term Rentals

Cannery Square Short Term Rentals
Sun Prairie
9.6 out of 10, Exceptional, (50 reviews)
  • cleanliness
    Family-friendly apartment in city centre Sun Prairie features park views, laundry, and a full kitchen.
"Our family had a wonderful time!"
United States
Lori S.
Cannery Square Short Term Rentals
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.
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Choose what matters most at family-friendly hotels in Windsor

Breakfast included
Pool

Top Windsor Hotel Reviews

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"Our room was very clean. My only complaint is that we could hear noise from the highway. But it didn't keep us awake at night. Overall a good budget-friendly hotel."
Danielle 4-night trip
Posted 6 hours ago
AmericInn by Wyndham Madison West

Frequently asked questions

What's Windsor like for family-friendly holidays?
The budget-friendly destination of Windsor is a great choice if you've been thinking about a holiday with the children. The golf, sporting events and libraries are just some of the things that make this an attractive spot for a family holiday. Arrange a flight 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 The Sylvee.