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
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Windsor family-friendly hotels

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.
A living room with a red sofa, patterned chairs, a glass coffee table, and a fireplace.
A modern bathroom with a white bathtub, shower, and sink.
A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.

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$2,062
NT$2,176 total
includes taxes & fees
Oct 18 - Oct 19
Days Inn by Wyndham Madison NE/Windsor
A hotel room with a bed, desk, chair, and a large painting on the wall.
A Whirlpool washer and dryer set in a laundry room with a Pepsi sign on the wall.
A motel with a Super 8 sign and a Topp's Mideaway sign.
A bathroom with a white bathtub, a toilet, and a shower curtain.

2. Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North
Windsor
NT$2,011
NT$2,263 total
includes taxes & fees
Oct 29 - Oct 30
Super 8 by Wyndham Windsor/Madison North
A modern hotel room with a bed, a desk, a chair, and a sofa.
An indoor swimming pool with blue and white tiled walls, a clear pool, and lounge chairs along the sides.
A snack and beverage vending area with multiple shelves stocked with various snacks and a refrigerated section with bottled drinks.
A compact hotel bathroom with a sink, mirror, and a small refrigerator.

3. Holiday Inn Express Deforest (Madison Area) by IHG

Holiday Inn Express Deforest (Madison Area) by IHG
De Forest
NT$3,097
NT$3,422 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Deforest (Madison Area) by IHG
An indoor swimming pool with a fountain, lounge chairs, and a sunshade.
A hotel room with a blue sofa, a brown ottoman, a white bathtub, and a large mirror.
A hotel room with a sofa, ottoman, desk, lamp, TV, and a large window with curtains.
A lobby with a staircase, blue sofa, red chairs, a fireplace, and a reception desk.

4. 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$2,784
NT$3,076 total
includes taxes & fees
Nov 3 - Nov 4
Comfort Inn & Suites Madison North
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.
A hotel room with a grey sofa, a small ottoman, a desk with a mirror, a flat-screen TV, and a cityscape artwork on the wall.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.

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$3,377
NT$3,900 total
includes taxes & fees
Oct 31 - Nov 1
DoubleTree by Hilton Madison East
A spacious lobby with a high ceiling, a large chandelier, and a reception desk.
A hotel room with a flat-screen TV mounted on the wall, a kitchenette with a microwave and refrigerator, a desk with a chair, and a green upholstered chair.
A lobby with a fireplace, two armchairs, and two small tables.
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.

6. La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center
Madison
  • Family vacation adventures with an indoor pool and midnight hot tub relaxation in Madison's stylish hotel suburb.
NT$2,557
NT$2,954 total
includes taxes & fees
Oct 18 - Oct 19
La Quinta Inn & Suites by Wyndham Madison American Center
An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.
A hotel room with a desk, computer, printer, and a large mirror.

7. Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East
Madison
NT$3,132
NT$3,617 total
includes taxes & fees
Oct 29 - Oct 30
Fairfield Inn & Suites by Marriott Madison East
A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.
An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.
A modern bar area with a long counter, bar stools, and a television mounted above the bar.
An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.

8. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
NT$2,686
NT$3,103 total
includes taxes & fees
Nov 9 - Nov 10
Cambria Hotel Madison East
An indoor swimming pool with a basketball hoop, lounge chairs, and a palm tree decoration.
A breakfast setting with two plates of eggs, bacon, and toast, a bowl of fruit, and a glass of orange juice.
A bathroom with a black countertop, white sink, and a white toilet. There is a framed picture on the wall and a glass shower enclosure.
A Holiday Inn hotel with a glass entrance canopy, brick facade, and green lighting.

9. Holiday Inn Madison at The American Center by IHG

Holiday Inn Madison at The American Center by IHG
Madison
NT$2,394
NT$2,765 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Madison at The American Center by IHG
An outdoor patio area with wicker furniture, a central fire pit, and a building with a brick facade in the background.
A multi-story hotel with a prominent 'Courtyard' sign, featuring a brick facade, multiple balconies, and a well-lit entrance area.
A hotel room with a large bed, a sitting area with a red sofa, a small table, and a bathtub.
A modern hotel lobby with a bar area, seating, and a large screen displaying a video.

10. Courtyard by Marriott Madison East

Courtyard by Marriott Madison East
Madison
NT$3,276
NT$3,783 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Madison 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
"Honestly, this place is an amazing stay all around."
Lon 2-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"Was nice and good location"
Jenn 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Madison Downtown
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"Parking is nice. Clean room and facility"
Scott 2-night trip
Posted 5 hours ago
Hampton Inn & Suites Madison-West
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"All over great location."
John 2-night trip
Posted 6 hours ago
Baymont by Wyndham Madison West/Middleton WI West
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"The shower curtain is about 1-2 in above the ground. It's right over the lip to outside the tub. Water from the shower dripped on the curtain and onto the floor and created a puddle"
Frank 4-night trip
Posted 7 hours ago
AmericInn by Wyndham Madison West
The Edgewater

The Edgewater

10/10 Excellent
"We've stayed at the Edgewater a couple times & it is definitely our first choice whenever we visit Madison. Beautiful location, clean and luxurious hotel, great food, and a very friendly staff. What's not to love?"
Mary 1-night trip
Posted 8 hours ago
The Edgewater
Best Western West Towne Suites

Best Western West Towne Suites

8/10 Good
"Good value, beds were comfortable, good hot shower. Bad insulation tough as we could hear every step and movement going on right above us"
Sylvia 2-night trip
Posted 11 hours ago
Best Western West Towne Suites
Days Inn & Suites by Wyndham Madison

Days Inn & Suites by Wyndham Madison

10/10 Excellent
"The staff are very friendly and accommodating."
melissa 1-night trip
Posted 12 hours ago
Days Inn & Suites by Wyndham Madison

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.

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