Hotels in Windsor

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Check prices for these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
Next weekend
May 15 - May 17
In two weeks
May 22 - May 24

Where to stay in Windsor?

Indoor pool
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, (1,004 reviews)
Discover comfort in Windsor with this hotel's indoor pool, hot tub, and sauna. Clean rooms feature refrigerators and microwaves, while free breakfast, WiFi, and parking add value. The helpful staff and proximity to Mousehouse Cheesehaus make it ideal.
The price is $68
$72 total
includes taxes & fees
May 13 - May 14
Days Inn by Wyndham Madison NE/Windsor
Desk, free cribs/infant beds, free rollaway beds, free WiFi
Super 8 by Wyndham Windsor/Madison North
Super 8 by Wyndham Windsor/Madison North
2.0 star property
Windsor
6.6 out of 10, (495 reviews)
Relax at this practical motel offering complimentary WiFi and parking just minutes from Dane County Regional Airport. Nearby attractions include Mousehouse Cheesehaus and Drumlin Ridge Winery, with 24-hour front desk service for round-the-clock assistance.
The price is $78
$88 total
includes taxes & fees
May 24 - May 25
Super 8 by Wyndham Windsor/Madison North
Reception
AmericInn by Wyndham Columbus Wisconsin
AmericInn by Wyndham Columbus Wisconsin
2.0 star property
Columbus
8.4 out of 10, Very Good, (114 reviews)
This Columbus hotel offers free breakfast, WiFi, and parking just 2 minutes from the train station. Guests love the helpful staff and well-maintained property. The indoor pool provides year-round enjoyment after exploring the area.
The price is $99
$110 total
includes taxes & fees
May 17 - May 18
AmericInn by Wyndham Columbus Wisconsin
Free daily buffet breakfast
Comfort Suites Cottage Grove – Madison
Comfort Suites Cottage Grove – Madison
2.5 star property
Village of Cottage Grove
9.6 out of 10, Exceptional, (473 reviews)
Enjoy a refreshing morning swim in the indoor pool before starting your day at this Madison-area hotel. Free breakfast, WiFi, and parking enhance your visit, while the hot tub offers evening relaxation. Clean rooms and helpful staff create a welcoming business-friendly atmosphere.
The price is $125
$142 total
includes taxes & fees
May 17 - May 18
Comfort Suites Cottage Grove – Madison
Indoor pool
Quality Inn & Suites Sun Prairie Madison East
Quality Inn & Suites Sun Prairie Madison East
2.5 star property
Sun Prairie
8.4 out of 10, Very Good, (969 reviews)
Rise to a complimentary breakfast before exploring nearby Sun Prairie Historical Museum. This hotel offers clean rooms, an indoor pool for year-round swimming, and a fitness center. Free WiFi and parking complement the peaceful atmosphere that guests consistently praise.
The price is $68
$77 total
includes taxes & fees
Jun 8 - Jun 9
Quality Inn & Suites Sun Prairie Madison East
Basic Room, 1 King Bed | Free WiFi, bed sheets
Valued Stay Sun Prairie
Valued Stay Sun Prairie
2.5 star property
Sun Prairie
7.0 out of 10, Good, (559 reviews)
This hotel offers convenient access to Sun Prairie Family Aquatic Center and the Historical Library and Museum. Enjoy complimentary self parking and WiFi, while nearby downhill skiing provides recreation options. Daily housekeeping ensures a comfortable, hassle-free experience.
The price is $64
$72 total
includes taxes & fees
May 29 - May 30
Valued Stay Sun Prairie
Whirlpool room, 1 King Bed, Non Smoking | Desk, blackout drapes, free cribs/infant beds, rollaway beds
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, (785 reviews)
The price is $58
$65 total
includes taxes & fees
May 11 - May 12
Super 8 by Wyndham Sun Prairie/Madison E
Interior
Tru by Hilton Stoughton
Tru by Hilton Stoughton
2.5 star property
Stoughton
8.8 out of 10, Excellent, (473 reviews)
Modern comforts await at this Stoughton hotel with an inviting indoor pool and complimentary breakfast. Close to Norwegian Heritage Center and Opera House, guests appreciate the helpful staff, free WiFi, and ample parking for exploring local attractions.
The price is $77
$87 total
includes taxes & fees
May 21 - May 22
Tru by Hilton Stoughton
Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets
Valued Stay Madison
Valued Stay Madison
2.0 star property
Madison
6.4 out of 10, (1,004 reviews)
Immerse yourself in comfort at this Madison hotel with free breakfast, WiFi, and parking. The seasonal outdoor pool refreshes, while hiking trails await nearby. Just 15 minutes from Alliant Energy Center and praised for its helpful staff.
The price is $68
$75 total
includes taxes & fees
May 24 - May 25
Valued Stay Madison
Reception
Hilton Garden Inn Madison Sun Prairie
Hilton Garden Inn Madison Sun Prairie
3.0 star property
Sun Prairie
9.4 out of 10, Exceptional, (361 reviews)
Jump into the indoor pool after a busy day at this Sun Prairie hotel. Conveniently located near the train station with Johnny's Italian restaurant on site. Rooms come equipped with refrigerators and microwaves while the 24-hour fitness center keeps your routine intact.
The price is $130
$146 total
includes taxes & fees
Jun 7 - Jun 8
Hilton Garden Inn Madison Sun Prairie
Property amenity
Staybridge Suites Madison East by IHG
Staybridge Suites Madison East by IHG
3.0 star property
Madison
8.8 out of 10, Excellent, (594 reviews)
Located minutes from East Towne Mall and Token Creek Park, this Madison hotel offers a relaxing indoor pool and hot tub. Convenient in-room refrigerators and microwaves make longer stays comfortable while free WiFi, parking and breakfast enhance value.
The price is $124
$143 total
includes taxes & fees
May 17 - May 18
Staybridge Suites Madison East by IHG
Lobby
MainStay Suites Madison Airport
MainStay Suites Madison Airport
2.5 star property
Madison
8.8 out of 10, Excellent, (175 reviews)
This family-friendly hotel offers an indoor pool, children's splash area, and relaxing hot tub after a busy day. Located within 15 minutes of Alliant Energy Center, with East Towne Mall and Token Creek Park nearby. Enjoy free breakfast, WiFi, and parking.
The price is $89
$103 total
includes taxes & fees
Jun 7 - Jun 8
MainStay Suites Madison Airport
Lobby
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, (1,429 reviews)
Discover tranquility at this Madison hotel with an indoor pool and relaxing hot tub. Just minutes from East Towne Mall and surrounded by dining options. Guests consistently praise the quiet atmosphere, complimentary breakfast, and exceptionally helpful staff.
The price is $67
$78 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Madison American Center
Premium bedding, desk, laptop workspace, soundproofing
Comfort Inn & Suites Madison East Interstate I-90
Comfort Inn & Suites Madison East Interstate I-90
2.5 star property
Madison
9.0 out of 10, Wonderful, (668 reviews)
The price is $81
$93 total
includes taxes & fees
May 19 - May 20
Comfort Inn & Suites Madison East Interstate I-90
Room | Iron/ironing board, free WiFi, bed sheets, alarm clocks
Quality Inn & Suites Stoughton - Madison South
Quality Inn & Suites Stoughton - Madison South
2.5 star property
Stoughton
8.8 out of 10, Excellent, (454 reviews)
Immerse yourself in tranquility at this Stoughton retreat near Norwegian Heritage Center. The indoor pool offers morning swims while the hot tub provides evening relaxation. With free breakfast, WiFi, and parking, plus attentive staff, comfort is guaranteed.
The price is $79
$89 total
includes taxes & fees
Jun 1 - Jun 2
Quality Inn & Suites Stoughton - Madison South
Indoor pool
Fairfield Inn & Suites by Marriott Madison East
Fairfield Inn & Suites by Marriott Madison East
3.0 star property
Madison
9.2 out of 10, Wonderful, (1,002 reviews)
Dive into the indoor pool at this Art Deco hotel or unwind in the hot tub after exploring nearby East Towne Mall. With free breakfast, WiFi, parking, and 24-hour fitness center, you'll appreciate both the amenities and the staff that guests consistently praise.
The price is $94
$108 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Madison East
View from property
Courtyard by Marriott Madison East
Courtyard by Marriott Madison East
3.0 star property
Madison
9.0 out of 10, Wonderful, (663 reviews)
Unwind at this Madison hotel offering an indoor pool and on-site dining at The Bistro. Close to Olbrich Botanical Gardens with free WiFi and parking. Just 13 minutes from Dane County Regional Airport, guests praise the helpful staff and excellent condition.
The price is $98
$113 total
includes taxes & fees
May 24 - May 25
Courtyard by Marriott Madison East
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers
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, (706 reviews)
Welcoming Madison hotel just minutes from East Towne Mall and Token Creek Park. Take a morning swim in the indoor pool, enjoy the fitness center, and start each day with complimentary breakfast. Guests consistently praise the helpful staff and clean rooms.
The price is $114
$132 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express & Suites Madison by IHG
Front of property
Microtel Inn & Suites by Wyndham Madison East
Microtel Inn & Suites by Wyndham Madison East
2.5 star property
Madison
5.8 out of 10, (1,003 reviews)
Energize your stay at this Madison hotel with complimentary breakfast, WiFi, and parking, plus an on-site fitness center. Located just minutes from East Towne Mall, Olbrich Botanical Gardens, and a 14-minute drive to the airport.
The price is $60
$70 total
includes taxes & fees
May 13 - May 14
Microtel Inn & Suites by Wyndham Madison East
Exterior
Home2 Suites By Hilton Madison East
Home2 Suites By Hilton Madison East
3.0 star property
Madison
8.8 out of 10, Excellent, (15 reviews)
The price is $119
$137 total
includes taxes & fees
Jun 7 - Jun 8
Home2 Suites By Hilton Madison East
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.
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When is the best time to visit Windsor?

Our prices for hotels in Windsor are cheapest in January
Price trends for hotels in Windsor
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Windsor
May
High 19°C / low 9°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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24°
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June, no crowd data, average high temperature 24 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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27°
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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26°
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Partly sunny.
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature -4 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 3 degrees Celsius. Cloudy most days.
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Monthly weather averages (˚C)

Top landmarks in Windsor

Mousehouse Cheesehaus

4.5/5 (12 reviews)
Mousehouse Cheesehaus is 1.5 mi (2.5 km) from central Windsor, why not stop by during your stay. If you'd also like to explore some of the parks in Windsor, Token Creek Park and Token Creek Park Dog Park are both nearby.
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Learn more about Windsor

The region around Windsor is home to attractions such as Mousehouse Cheesehaus and East Towne Mall.

See all hotels in Windsor
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

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Quiet & comfortable spot in Madison "
Nick 1-night trip
Posted 6 hours ago
The Madison Concourse Hotel and Governor's Club

Frequently asked questions

What accommodations do travelers like in Windsor?
Guests like Days Inn by Wyndham Madison NE/Windsor, DoubleTree by Hilton Madison East and The Edgewater.
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.