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 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
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 modern bathroom with a white bathtub, shower, and sink.
A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.
A living room with a red sofa, patterned chairs, a glass coffee table, and a fireplace.

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$2,078
NT$2,192 total
includes taxes & fees
Nov 1 - Nov 2
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 lobby with a large welcome sign, leather armchairs, a leather sofa, a clock, and a TV on a stand.
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$2,026
NT$2,280 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.
A modern hotel room with a wooden desk, an orange chair, a flat-screen TV, and a wall-mounted mirror.
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$2,927
NT$3,235 total
includes taxes & fees
Nov 15 - Nov 16
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 bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.
A hotel room with a sofa, ottoman, desk, lamp, TV, and a large window with curtains.
A hotel room with a blue sofa, a brown ottoman, a white bathtub, and a large mirror.

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$2,676
NT$2,957 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn & Suites Madison North
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
A modern building with a glass facade, a covered entrance, and a flagpole.
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.

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$3,402
NT$3,929 total
includes taxes & fees
Oct 30 - Oct 31
DoubleTree by Hilton Madison East
A spacious lobby with a high ceiling, a large chandelier, and a reception desk.
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.
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.

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$2,576
NT$2,976 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Madison American Center
A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.
An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.
An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.
A spacious lobby with a stone wall, large windows, and comfortable seating areas.

7. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
NT$2,706
NT$3,126 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 hotel corridor with striped chairs, potted plants, and a framed picture on the wall.
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 breakfast setting with two plates of eggs, bacon, and toast, a bowl of fruit, and a glass of orange juice.

8. Holiday Inn Madison at The American Center by IHG

Holiday Inn Madison at The American Center by IHG
Madison
NT$2,412
NT$2,786 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Madison at The American Center by IHG
An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.
A hotel room with a desk, computer, printer, and a large mirror.
A hotel lobby with multiple seating areas, a bar, and a fireplace.
A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.

9. Fairfield Inn & Suites by Marriott Madison East

Fairfield Inn & Suites by Marriott Madison East
Madison
NT$3,155
NT$3,644 total
includes taxes & fees
Oct 29 - Oct 30
Fairfield Inn & Suites by Marriott Madison East
A hotel room with a view of a cityscape, including a prominent dome building.
A gym with treadmills, elliptical machines, and exercise balls.
A spacious lobby with seating areas, a reception desk, and a glass door entrance.
A conference room with a long table, chairs, and a carpeted floor.

10. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
NT$4,073
NT$4,705 total
includes taxes & fees
Nov 8 - Nov 9
DoubleTree by Hilton Madison Downtown
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Choose what matters most at family-friendly hotels in Windsor

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windsor Hotel Reviews

La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"The breakfast was good, room was clean. We will stay here again."
CRYSTAL 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Madison American Center
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"Friendly staff, great breakfast and the rooms were in great shape. Would stay again if I visit Madison again."
Spencer 2-night trip
Posted 3 hours ago
DoubleTree by Hilton Madison Downtown
Best Western West Towne Suites

Best Western West Towne Suites

10/10 Excellent
"Nice stay"
Chad 1-night trip
Posted 1 day ago
Best Western West Towne Suites
Days Inn & Suites by Wyndham Madison

Days Inn & Suites by Wyndham Madison

10/10 Excellent
"Very clean and well maintained. Helpful staff ."
Mario 1-night trip
Posted 1 day ago
Days Inn & Suites by Wyndham Madison
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 2 days ago
Hampton Inn & Suites Madison-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 2 days 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 2 days ago
The Edgewater

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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