Photo by Joel Holland

Find Family Hotels in Windsor, WI

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Windsor Family Hotels

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Windsor Family Hotels

Days Inn by Wyndham Madison NE/Windsor
Exterior

Days Inn by Wyndham Madison NE/Windsor

2.0 star property
7.2 out of 10, Good, (920)
"Good place to stay"
The price is AED 250
AED 263 total
includes taxes & fees
4 Aug - 5 Aug
Days Inn by Wyndham Madison NE/Windsor
Super 8 by Wyndham Sun Prairie/Madison E
Whirlpool room, 1 King Bed, Non Smoking | 1 bedroom, desk, blackout drapes, free cribs/infant beds

Super 8 by Wyndham Sun Prairie/Madison E

2.0 star property
8.0 out of 10, Very Good, (682)
"Great location, quiet room, easy check in, but bedding and carpeting could use some upgrades!!"
The price is AED 212
AED 239 total
includes taxes & fees
10 Aug - 11 Aug
Super 8 by Wyndham Sun Prairie/Madison E
Comfort Inn & Suites Madison North
Indoor pool

Comfort Inn & Suites Madison North

2.5 star property
8.8 out of 10, Excellent, (861)
"The had a decent pool and breakfast food."
The price is AED 386
AED 427 total
includes taxes & fees
14 Aug - 15 Aug
Comfort Inn & Suites Madison North
La Quinta Inn & Suites by Wyndham Madison American Center
Lobby

La Quinta Inn & Suites by Wyndham Madison American Center

3.0 star property
8.2 out of 10, Very Good, (1280)
"Great place to stay!!"
The price is AED 278
AED 321 total
includes taxes & fees
3 Aug - 4 Aug
La Quinta Inn & Suites by Wyndham Madison American Center
Holiday Inn Express And Suites Madison West - Middleton by IHG
Exterior

Holiday Inn Express And Suites Madison West - Middleton by IHG

2.5 star property
9.6 out of 10, Exceptional, (543)
" Close to a lot of restaurants "
The price is AED 371
AED 421 total
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn Express And Suites Madison West - Middleton by IHG
Sleep Inn & Suites Madison - Monona
Arcade

Sleep Inn & Suites Madison - Monona

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Ideally located off the beltline, & in close proximity to the Interstate...would stay again. "
The price is AED 398
AED 460 total
includes taxes & fees
31 Aug - 1 Sep
Sleep Inn & Suites Madison - Monona
MainStay Suites Fitchburg - Madison
Lobby sitting area

MainStay Suites Fitchburg - Madison

2.5 star property
8.8 out of 10, Excellent, (950)
"This is one of the nicest property I've stayed in. Clean, safe, comfortable beds and pillows, large room with kitchenette and roomy bathroom. Near shopping and easy commute to St. Marys hospital."
The price is AED 312
AED 351 total
includes taxes & fees
1 Sep - 2 Sep
MainStay Suites Fitchburg - Madison
DoubleTree by Hilton Madison East
Reception

DoubleTree by Hilton Madison East

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Great stay! Clean room, staff was very friendly!"
The price is AED 434
AED 501 total
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Madison East
Country Inn & Suites by Radisson, Madison West, WI
Lobby

Country Inn & Suites by Radisson, Madison West, WI

2.5 star property
8.8 out of 10, Excellent, (1004)
"Nice place "
The price is AED 309
AED 351 total
includes taxes & fees
10 Aug - 11 Aug
Country Inn & Suites by Radisson, Madison West, WI
AmericInn by Wyndham Madison West
BBQ/picnic area

AmericInn by Wyndham Madison West

3.0 star property
8.8 out of 10, Excellent, (1165)
"We had an excellent stay here"
The price is AED 298
AED 344 total
includes taxes & fees
1 Sep - 2 Sep
AmericInn by Wyndham Madison West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Windsor Hotel Reviews

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Staff was friendly and helpful. Great hotel."
Anonymous traveler 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Madison East

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.