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

Windsor Hotel Guide - Family Friendly Hotels in Windsor, Madison

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Check availability on Windsor Family Friendly Hotels

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

Our top choices for Windsor family-friendly hotels

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.
A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.
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.

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 centre just minutes from Sun Prairie Aquatic Centre.
€60
includes taxes & fees
1 Nov - 2 Nov
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
€67
includes taxes & fees
4 Oct - 5 Oct
Super 8 by Wyndham Windsor/Madison North
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 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.
€82
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Madison North
A spacious lobby with a high ceiling, a large chandelier, and a reception desk.
A modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.
A lobby with a fireplace, two armchairs, and two small tables.

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

La Quinta Inn & Suites by Wyndham Madison American Center
Madison
  • Family holiday adventures with an indoor pool and midnight hot tub relaxation in Madison's stylish hotel suburb.
€82
includes taxes & fees
4 Oct - 5 Oct
La Quinta Inn & Suites by Wyndham Madison American Center
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 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.

5. DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
  • Family holiday fun with heated indoor pool and prime location near botanical gardens.
€109
includes taxes & fees
1 Nov - 2 Nov
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 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.
A modern dining area with a kitchen counter, microwave, and various food items. There are wooden tables and chairs, and a large 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 centre access just minutes away.
€64
includes taxes & fees
28 Oct - 29 Oct
Super 8 by Wyndham Sun Prairie/Madison E
An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.
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.
A dining area with wooden tables and chairs, a kitchen in the background, and a clock on the wall.
A living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick wall.

7. Quality Inn & Suites Sun Prairie Madison East

Quality Inn & Suites Sun Prairie Madison East
Sun Prairie
  • Family-friendly paradise with indoor pool, fitness centre, and free breakfast offers a fun, clean getaway for everyone.
€68
includes taxes & fees
1 Nov - 2 Nov
Quality Inn & Suites Sun Prairie 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 spacious lobby with a stone wall, large windows, and comfortable seating areas.
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
€86
includes taxes & fees
1 Nov - 2 Nov
Cambria Hotel Madison East
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a wooden ceiling.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, a small sofa, and a bathroom with a sink and mirror.
A spacious living area with a fireplace, a staircase, and a kitchen area.
A hotel with a prominent 'GrandStay' sign, a covered entrance, and multiple flags including the American flag.

9. GrandStay Hotel & Suites - Waunakee

GrandStay Hotel & Suites - Waunakee
Waunakee
€97
includes taxes & fees
4 Oct - 5 Oct
GrandStay Hotel & Suites - Waunakee
A compact room with a brick wall, a flat-screen TV, a microwave, and a refrigerator.
A hotel room with a bed, bedside tables, a desk with a chair, a window with curtains, and a brick wall.
A bathroom with a granite sink, a mirror, a toilet, and a glass shower enclosure.
A kitchen with wooden cabinets, a granite countertop, and two potted plants.

10. Motel 6 Madison, WI - East

Motel 6 Madison, WI - East
Madison
€38
includes taxes & fees
1 Nov - 2 Nov
Motel 6 Madison, WI - East
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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

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"Very clean, well maintained, and staffed by genuinely friendly people. Breakfast was included, parking was free, and the complimentary shuttle will take you anywhere within two miles until 10:30 p.m.—perfect for getting to the UW Field House for a women’s volleyball game. The hotel also has a nice fitness room, hot tub, and warm pool, plus an on-site restaurant and drinks. With its great location and thoughtful amenities, this place was truly impressive."
Douglas 1-night trip
Posted 7 hours ago
Best Western Plus InnTowner Madison
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"Entire staff was very friendly. Room very clean except for a lot of dust under furniture which my dog found. Good breakfast."
Myrna 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

8/10 Good
"X"
Andy 3-night trip
Posted 1 day 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 1 day 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 1 day 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 2 days ago
DoubleTree by Hilton Madison East
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 2 days ago
Baymont by Wyndham Madison West/Middleton WI 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
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 6 days ago
Hampton Inn & Suites Madison-West

Frequently asked questions

What's Windsor like for family-friendly holidays?
If you've been thinking about a trip with your children, the budget-friendly destination of Windsor is a good choice. The golf, sporting events and cheese shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly 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 Orpheum Theater.