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
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 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$2,116
NT$2,232 total
includes taxes & fees
Oct 11 - Oct 12
Days Inn by Wyndham Madison NE/Windsor
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.

2. 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$2,782
NT$3,074 total
includes taxes & fees
Oct 26 - Oct 27
Comfort Inn & Suites Madison North
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 modern bar area with a long counter, bar stools, and a television mounted above the bar.

3. Cambria Hotel Madison East

Cambria Hotel Madison East
Madison
NT$2,956
NT$3,414 total
includes taxes & fees
Oct 25 - Oct 26
Cambria Hotel Madison East
An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.
A dining area with wooden tables and chairs, a kitchen in the background, and a clock on the wall.
A gym with cardio machines, weight machines, and a mirrored wall.
A hotel room with a large bed, a desk with a computer, a sofa, a TV, a bathroom with a bathtub, and a large mirror.

4. Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
Sun Prairie
  • Family-friendly paradise with indoor pool, fitness center, and free breakfast offers a fun, clean getaway for everyone.
NT$2,288
NT$2,574 total
includes taxes & fees
Oct 11 - Oct 12
Quality Inn & Suites Sun Prairie Madison East
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.
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.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.

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$3,205
NT$3,702 total
includes taxes & fees
Oct 4 - Oct 5
DoubleTree by Hilton Madison East
A bathroom with a shower, a sink, a mirror, and a towel rack.
A reception area with a grey sofa, two side tables with lamps, a blue chair, and a reception desk with a blue wall.
A modern bathroom with a large freestanding bathtub, a mirror, and a towel rack.
A compact living space with a grey sofa, a red sofa, a wooden dining table with chairs, a kitchen area with a microwave, and a framed picture on the wall.

6. Super 8 by Wyndham Sun Prairie/Madison E

Super 8 by Wyndham Sun Prairie/Madison E
Sun Prairie
  • Family-friendly oasis in Sun Prairie offers a comfortable home base with convenient aquatic center access just minutes away.
NT$2,201
NT$2,477 total
includes taxes & fees
Oct 11 - Oct 12
Super 8 by Wyndham Sun Prairie/Madison E
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 hotel lobby with a reception desk, seating area, and a TV screen.

7. Best Western East Towne Suites

Best Western East Towne Suites
Madison
NT$2,836
NT$3,276 total
includes taxes & fees
Oct 6 - Oct 7
Best Western East Towne Suites
A kitchen area with a stone backsplash, a coffee station with dispensers, and a buffet setup with bowls and cups.
A hotel room with two beds, a desk, a chair, and a window with a view of buildings.
A modern interior with a kitchen area, a seating area with a table and chairs, and a staircase leading to an outdoor area.
A hotel hallway with a patterned carpet, doors on both sides, and a ceiling with recessed lighting.

8. AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
Madison
NT$2,489
NT$2,874 total
includes taxes & fees
Oct 4 - Oct 5
AmericInn by Wyndham Madison WI
A hotel reception area with a reception desk, a clock, and a fireplace.
A hotel room with two beds, a desk with a chair, a television, and a microwave.
A bathroom with a wheelchair-accessible toilet, grab bars, and a shower area.
A motel with a parking lot, multiple rooms, and a visible sign for EconoLodge.

9. Econo Lodge Madison East

Econo Lodge Madison East
Greater Sandburg
NT$1,962
NT$2,267 total
includes taxes & fees
Oct 4 - Oct 5
Econo Lodge Madison East
A compact room with a brick wall, a flat-screen TV, a microwave, and a refrigerator.
A kitchen with wooden cabinets, a granite countertop, and two potted plants.
A modern room with a flat-screen TV, a desk, a chair, a sofa, and a table.
A bathroom with a granite sink, a mirror, a toilet, and a glass shower enclosure.

10. Motel 6 Madison, WI - East

Motel 6 Madison, WI - East
Madison
NT$1,592
NT$1,839 total
includes taxes & fees
Oct 4 - Oct 5
Motel 6 Madison, WI - 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
"Great location"
Joel 2-night trip
Posted 2 hours ago
The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Hotel is in a great area to walk to other places. Room was clean and quiet."
Debra 1-night trip
Posted 3 hours ago
Best Western Plus InnTowner Madison
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 hours ago
The Edgewater
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

8/10 Good
"Nice hotel, was questionable from outside but was very nice on inside."
Randy 1-night trip
Posted 6 hours ago
Super 8 by Wyndham Madison South
Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Great stay"
Eve 1-night trip
Posted 2 days ago
Best Western Premier Park Hotel
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"As always terrific staff and great rooms."
Edwin 1-night trip
Posted 3 days ago
Hampton Inn & Suites Madison-West
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

10/10 Excellent
"This is a mid-level hotel. Has a nice pool area, its clean, continental breakfast is included and its well-located with regard to everything in town. The price is right for this hotel. I would highly recommend it."
Lyndon 1-night trip
Posted 2 weeks ago
Days Inn by Wyndham Madison NE/Windsor

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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