Photo by Joel Holland
Hotels in Windsor
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Where to stay in Windsor?
Days Inn by Wyndham Madison NE/Windsor
Days Inn by Wyndham Madison NE/Windsor
2.0 star property
Windsor
7.2 out of 10, Good, (1001)
7.2/10
Good
(1001)
- Just a short drive from Madison, stay cool with the indoor pool and hot tub after exploring.
The price is $62
$62
$65 total
includes taxes & fees
Dec 30 - Dec 31
Super 8 by Wyndham Windsor/Madison North
Super 8 by Wyndham Windsor/Madison North
2.0 star property
Windsor
6.6 out of 10, (484)
6.6/10
(484)
- Affordable comfort near Dane County Airport with convenient free parking.
The price is $66
$66
$74 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Holiday Inn Express Deforest by IHG
Holiday Inn Express Deforest by IHG
2.5 star property
De Forest
8.6 out of 10, Excellent, (578)
8.6/10
Excellent
(578)
- Relax at this quiet retreat near Pink Elephant with pool and fitness center.
The price is $93
$93
$103 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Comfort Inn & Suites Madison North
Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (914)
8.8/10
Excellent
(914)
- Stay by the indoor pool and hot tub near Pink Elephant attraction in De Forest.
The price is $84
$84
$93 total
includes taxes & fees
Dec 31 - Jan 1, 2026
La Quinta Inn & Suites by Wyndham Madison American Center
La Quinta Inn & Suites by Wyndham Madison American Center
3.0 star property
Madison
8.2 out of 10, Very Good, (1392)
8.2/10
Very Good
(1392)
- Peaceful retreat near East Towne Mall with comfortable beds and morning swims.
The price is $76
$76
$87 total
includes taxes & fees
Dec 30 - Dec 31
Hilton Garden Inn Madison Sun Prairie
Hilton Garden Inn Madison Sun Prairie
3.0 star property
Sun Prairie
9.4 out of 10, Exceptional, (342)
9.4/10
Exceptional
(342)
- Stay near the train station with pool, fitness center, and Italian dining options.
The price is $139
$139
$156 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cambria Hotel Madison East
Cambria Hotel Madison East
3.0 star property
Madison
8.8 out of 10, Excellent, (1005)
8.8/10
Excellent
(1005)
- Enjoy a stylish stay minutes from Madison East Towne Mall and local attractions.
The price is $104
$104
$120 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Hampton Inn Madison East Towne Mall Area
Hampton Inn Madison East Towne Mall Area
2.5 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1002)
9.4/10
Exceptional
(1002)
- Located near East Towne Mall with convenient highway access and peaceful rooms.
The price is $92
$92
$106 total
includes taxes & fees
Jan 3 - Jan 4, 2026
DoubleTree by Hilton Madison East
DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1006)
9.4/10
Exceptional
(1006)
- Serene hotel near East Towne Mall with indoor pool and dining options.
The price is $106
$106
$122 total
includes taxes & fees
Dec 29 - Dec 30
Best Western East Towne Suites
Best Western East Towne Suites
2.5 star property
Madison
8.2 out of 10, Very Good, (1004)
8.2/10
Very Good
(1004)
- Stay close to Madison attractions with complimentary breakfast and a pool.
The price is $76
$76
$88 total
includes taxes & fees
Dec 30 - Dec 31
GrandStay Hotel & Suites - Waunakee
GrandStay Hotel & Suites - Waunakee
2.5 star property
Waunakee
7.8 out of 10, Good, (178)
7.8/10
Good
(178)
- Unwind at this welcoming Waunakee hotel near parks and local wineries.
The price is $84
$84
$93 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Madison East
Fairfield Inn & Suites by Marriott Madison East
2.5 star property
Madison
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
- Stay in Madison's entertainment district, where leisure meets Art Deco charm.
The price is $93
$93
$107 total
includes taxes & fees
Dec 30 - Dec 31
ECHO Suites Extended Stay by Wyndham Madison
ECHO Suites Extended Stay by Wyndham Madison
2.0 star property
Madison
7.6 out of 10, Good, (74)
7.6/10
Good
(74)
- Wake up in a hotel made for extended stays with 24-hour fitness and parking perks.
The price is $68
$68
$79 total
includes taxes & fees
Dec 30 - Dec 31
Comfort Inn & Suites Madison - Airport
Comfort Inn & Suites Madison - Airport
2.5 star property
Greater Sandburg
7.2 out of 10, Good, (1004)
7.2/10
Good
(1004)
- Located minutes from Madison Airport with complimentary shuttle service.
The price is $71
$71
$82 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Sun Prairie/Madison E
Super 8 by Wyndham Sun Prairie/Madison E
2.0 star property
Sun Prairie
7.8 out of 10, Good, (754)
7.8/10
Good
(754)
The price is $64
$64
$72 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Econo Lodge Madison East
Econo Lodge Madison East
2.0 star property
Greater Sandburg
7.4 out of 10, Good, (1002)
7.4/10
Good
(1002)
The price is $59
$59
$68 total
includes taxes & fees
Dec 29 - Dec 30
MainStay Suites Madison Airport
MainStay Suites Madison Airport
2.5 star property
Madison
8.8 out of 10, Excellent, (159)
8.8/10
Excellent
(159)
- Unwind near Madison Airport with poolside perks and convenient amenities.
The price is $85
$85
$98 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Mill Hotel
The Mill Hotel
3.0 star property
Waunakee
9.4 out of 10, Exceptional, (61)
9.4/10
Exceptional
(61)
- Charming small-town retreat with modern amenities and nearby wine country escape.
The price is $88
$88
$97 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express & Suites Madison by IHG
2.5 star property
Madison
9.4 out of 10, Exceptional, (677)
9.4/10
Exceptional
(677)
- Unwind near East Towne Mall with free breakfast and a refreshing indoor pool.
The price is $101
$101
$117 total
includes taxes & fees
Dec 31 - Jan 1, 2026
AmericInn by Wyndham Madison WI
AmericInn by Wyndham Madison WI
2.5 star property
Madison
6.8 out of 10, (255)
6.8/10
(255)
- Enjoy a splash year-round in Madison's comfortable hotel with dual pool options.
The price is $75
$75
$87 total
includes taxes & fees
Dec 29 - Dec 30
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.
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.
Go beyond your typical stay in Windsor
Family friendly
Pet friendly
Cottage
When is the best time to visit Windsor?
When is the best time to visit Windsor?Our prices for hotels in Windsor are cheapest in March
When is the best time to visit Windsor?
When is the best time to visit Windsor?
Our prices for hotels in Windsor are cheapest in March
Price trends for hotels in Windsor
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Windsor
December
Low crowds
High 0°C / low -6°C. Snow likely.
View properties in December 0°
December, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
-4°
January, Low crowds, average high temperature -4 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
-11°
-2°
February, Low crowds, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
-11°
6°
March, Low crowds, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
12°
April, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 3 degrees Celsius. Cloudy most days.
3°
19°
May, High crowds, average high temperature 19 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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24°
June, Moderate crowds, average high temperature 24 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
27°
July, High crowds, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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26°
August, High crowds, average high temperature 26 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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23°
September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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14°
October, High crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Partly sunny.
6°
7°
November, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
Monthly weather averages (˚C)
Learn more about Windsor
The region around Windsor is home to attractions such as Mousehouse Cheesehaus and East Towne Mall.
Photo by Joel Holland
Open Photo by Joel Holland
Check out reviews of Windsor hotels guests love
The Madison Concourse Hotel and Governor's Club
10/10 Excellent
"Our room! We would love to stay again around Feb 13 threw the 16th what deals do you have around that time? "
Tru by Hilton Madison West, WI
10/10 Excellent
"Everything about this stay was perfect. The staff was very friendly, the room was very clean, and the breakfast was wonderful. Thank you "
Hampton Inn & Suites Madison-West
10/10 Excellent
"yy"
Hilton Garden Inn Madison Downtown
10/10 Excellent
"Clean and quiet"
Hampton Inn & Suites Madison / Downtown
10/10 Excellent
"."
Homewood Suites by Hilton Madison West
10/10 Excellent
"The service was exceptional, especially when learning we were there to bury my mother.
I can't thank them enough, everyone from the WEEKDAY kitchen crew, the front desk clerks, and the maids, everyone was truly a pleasure to deal with and helped to make such an awful time a tad more bearable!
"
The Edgewater
10/10 Excellent
"All the staff at the front desk and the restaurants were remarkable. Professional, helpful, etc. They really exemplified the customer service experience."
La Quinta Inn & Suites by Wyndham Madison American Center
10/10 Excellent
"Very clean and comfortable!"
Quality Inn & Suites Lodi I-90
10/10 Excellent
"This hotel is great, every worker we ran into was very pleasant... The breakfast was ok, could use more variety, the pool was the best I have been in for a long time , warm water and clean. Would definitely recommend this hotel to anyone! Will definitely be back"
Frequently asked questions
What accommodations do travelers like in Windsor?
Days Inn by Wyndham Madison NE/Windsor and Super 8 by Wyndham Windsor/Madison North are a couple of accommodations that are popular with guests.
Can I book refundable hotels in Windsor?
If you need the flexibility to change your plans to Windsor, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Windsor if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Days Inn by Wyndham Madison NE/Windsor.
What will the weather in Windsor be like during my trip?
July and August are typically the warmest months in Windsor when the average temp is 68°F. January and February are the coldest months when the average temperature is 25°F. June and May are the months with the most rain.
Why should I book my Windsor accommodation with Hotels.com?
There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.