A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Find Family Hotels in Windsor, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Family Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Windsor family-friendly hotels

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.
A hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a painting on the wall.
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.

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$2,031
NT$2,143 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 motel with a Super 8 sign and a Topp's Mideaway sign.
A lobby with a large welcome sign, leather armchairs, a leather sofa, a clock, and a TV on a stand.
A Whirlpool washer and dryer set in a laundry room with a Pepsi sign on the wall.

2. Super 8 by Wyndham Windsor/Madison North

Super 8 by Wyndham Windsor/Madison North
Windsor
NT$2,161
NT$2,431 total
includes taxes & fees
Oct 4 - Oct 5
Super 8 by Wyndham Windsor/Madison North
An indoor swimming pool with a fountain, lounge chairs, and a sunshade.
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.
A hotel room with a bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.

3. 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$2,671
NT$2,952 total
includes taxes & fees
Nov 1 - Nov 2
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 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 modern building with a glass facade, a covered entrance, and a flagpole.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.

4. 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$3,334
NT$3,851 total
includes taxes & fees
Oct 4 - Oct 5
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.
A modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.

5. 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$2,552
NT$2,948 total
includes taxes & fees
Oct 4 - Oct 5
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.
A spacious lobby with a stone wall, large windows, and comfortable seating areas.
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.

6. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
NT$2,681
NT$3,097 total
includes taxes & fees
Nov 1 - Nov 2
Cambria Hotel Madison East
A hotel room with a view of a cityscape, including a prominent dome building.
A spacious lobby with seating areas, a reception desk, and a glass door entrance.
A spacious dining area with a long table and multiple chairs, a bar area with stools, and a seating area with cushioned booths.
A gym with various exercise equipment, a wall-mounted TV, and a large window providing natural light.

7. DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown
Downtown Madison
NT$3,893
NT$4,496 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Madison Downtown
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A spacious restaurant with high ceilings, pendant lighting, and large windows offering views of the city.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.
A spacious room with a large window, a sofa, a coffee table, and a lamp.

8. The Edgewater

The Edgewater
Downtown Madison
NT$4,994
NT$6,578 total
includes taxes & fees
Oct 29 - Oct 30
The Edgewater
An indoor swimming pool with two separate sections, one with clear water and the other with a whirlpool feature. There are lounge chairs and umbrellas around the pool area, and large windows providing views of the outside.
A modern building with a covered entrance, large windows, and a visible address sign.
A spacious lobby with a high ceiling, a large chandelier, and a seating area with patterned chairs and a sofa.
A sunlit patio area with cushioned seating, a table, and a large umbrella.

9. Best Western East Towne Suites

Best Western East Towne Suites
Madison
NT$2,708
NT$3,128 total
includes taxes & fees
Nov 2 - Nov 3
Best Western East Towne Suites
A modern building with a sign reading 'Highland Corner Grill.'
A pool area with a hot tub, seating, and a view through large windows.
Exterior
A gym with exercise equipment, large windows, and a view of the outside.

10. Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison
Regent
NT$3,603
NT$4,162 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus InnTowner Madison
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 Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Great breakfast"
Chad 2-night trip
Posted 7 hours ago
Best Western Plus InnTowner Madison
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

8/10 Good
"X"
Andy 3-night trip
Posted 12 hours ago
Super 8 by Wyndham Madison South
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Outstanding location and property. My wife and I will be returning for certain!"
Adam 2-night trip
Posted 13 hours ago
The Madison Concourse Hotel and Governor's Club
Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton

8/10 Good
"The breakfast was not ready on time. All utensils in the breakfast area were covered in dust. The coffee was also poorly made"
Cody 2-night trip
Posted 14 hours ago
Comfort Suites Madison West - Middleton
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Great spot for quick stay-overs! Reasonable and convenient to our needs!"
stephen 3-night trip
Posted 1 day ago
DoubleTree by Hilton Madison East
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

8/10 Good
"Good for the price. Some mystery stains on the couch. Pet friendly. Great staff."
Hendrik-Jan 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Madison American Center
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"The property was clean and the building was cleaned regularly."
Jennifer 3-night trip
Posted 1 day ago
Baymont by Wyndham Madison West/Middleton WI West
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"We make an annual trip to Madison, and we always stay in the AmericInn. It is affordable, dependably clean, and has a tasty breakfast with good variety."
Laurie 2-night trip
Posted 1 day ago
AmericInn by Wyndham Madison West
The Edgewater

The Edgewater

10/10 Excellent
"The Edgewater is one of my favorite hotels. I had such a wonderful stay and always enjoy being here. I’ll definitely be back!"
Stacy 2-night trip
Posted 3 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.

Explore a world of travel with Expedia