Photo by Joel Holland

Windsor Hotels

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Our top choices for Windsor hotels

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, (1003)
"Low end property. "
United States
Linda
The price is P3,650
P3,851 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Days Inn by Wyndham Madison NE/Windsor

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)
"Everything was good "
United States
Brittney
The price is P3,882
P4,368 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Super 8 by Wyndham Windsor/Madison North

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)
"Room and common area clean. Good pool and hot tub.Staff courteous. Parking lot plowed after major snow storm.Conveniently located."
United States
Douglas
The price is P5,529
P6,110 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Deforest by IHG

Comfort Inn & Suites Madison North

Comfort Inn & Suites Madison North
2.5 star property
De Forest
8.8 out of 10, Excellent, (915)
"Clean room - staff was very friendly and helpful - food was delicious!!"
United States
Kimberly
The price is P4,950
P5,470 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Comfort Inn & Suites Madison North

Sleep Inn & Suites Verona - Madison Southwest

Sleep Inn & Suites Verona - Madison Southwest
2.0 star property
Verona
9.0 out of 10, Wonderful, (137)
"Easy check in and nice staff. "
United States
Gerald
The price is P4,471
P5,029 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleep Inn & Suites Verona - Madison Southwest

Fairfield Inn & Suites by Marriott Madison Verona

Fairfield Inn & Suites by Marriott Madison Verona
2.5 star property
Verona
9.6 out of 10, Exceptional, (388)
"Staff was friendly and helpful. Hotel was fantastic. We had a great stay in Verona."
United States
Donald
The price is P7,000
P7,875 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fairfield Inn & Suites by Marriott Madison Verona

Valued Stay Sun Prairie

Valued Stay Sun Prairie
2.5 star property
Sun Prairie
7.0 out of 10, Good, (539)
"Parking was safe and easy parking.we got a king size bed "
United States
Kim
The price is P3,705
P4,168 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Valued Stay Sun Prairie

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, (920)
"Yes everything was excellent 👌"
United States
Lester
The price is P4,414
P4,966 total
includes taxes & fees
Jan 30 - Jan 31, 2026
Quality Inn & Suites Sun Prairie Madison East

Hyatt Place Madison / Verona

Hyatt Place Madison / Verona
3.0 star property
Verona
9.4 out of 10, Exceptional, (1001)
"Clean rooms, friendly staff and hot breakfast! "
United States
Curtis
The price is P6,941
P7,809 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hyatt Place Madison / Verona

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)
"Clean rooms, convenient location, helpful staff."
United States
Todd
The price is P3,765
P4,235 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Super 8 by Wyndham Sun Prairie/Madison E

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)
"Comfortable space, great shower, no extra charge for BassProView room!"
United States
Shawn
The price is P8,152
P9,171 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Hilton Garden Inn Madison Sun Prairie

Comfort Suites Cottage Grove – Madison

Comfort Suites Cottage Grove – Madison
2.5 star property
Village of Cottage Grove
9.4 out of 10, Exceptional, (439)
"Staff was friendly, room was spotless and breakfast was really good. "
United States
Anita
The price is P7,935
P9,007 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Comfort Suites Cottage Grove – Madison

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Holiday Inn Express Hotel & Suites Madison-Verona by IHG
2.5 star property
Verona
9.4 out of 10, Exceptional, (932)
"Good as always! Will stay here again!"
United States
Philip
The price is P6,532
P7,349 total
includes taxes & fees
Jan 30 - Jan 31, 2026
Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Tru by Hilton Stoughton

Tru by Hilton Stoughton
2.5 star property
Stoughton
9.0 out of 10, Wonderful, (439)
"Great place to stay, really enjoyed it "
United States
stanley james
The price is P4,391
P4,984 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Tru by Hilton Stoughton

Sleep Inn & Suites Oregon - Madison

Sleep Inn & Suites Oregon - Madison
2.5 star property
Oregon
9.4 out of 10, Exceptional, (357)
"Love this hotel, they have the best front desk staff. Friendly, helpful and aways glad to see you."
United States
DENISE
The price is P4,621
P5,245 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Sleep Inn & Suites Oregon - Madison

AmericInn by Wyndham Madison WI

AmericInn by Wyndham Madison WI
2.5 star property
Madison
6.8 out of 10, (255)
"Quiet"
United States
Kris
The price is P4,647
P5,368 total
includes taxes & fees
Jan 12 - Jan 13, 2026
AmericInn by Wyndham Madison WI

TownePlace Suites by Marriott Madison West/Middleton

TownePlace Suites by Marriott Madison West/Middleton
3.0 star property
Middleton
9.4 out of 10, Exceptional, (145)
"Great place to stay"
United States
Sandra
The price is P5,202
P5,904 total
includes taxes & fees
Jan 23 - Jan 24, 2026
TownePlace Suites by Marriott Madison West/Middleton

Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90
2.5 star property
Lodi
8.8 out of 10, Excellent, (1001)
"Friendly, warm, clean, everything a traveler needs for a night."
United States
Brianne
The price is P4,118
P4,344 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Quality Inn & Suites Lodi I-90

Comfort Suites Madison West - Middleton

Comfort Suites Madison West - Middleton
2.5 star property
Junction Ridge
8.0 out of 10, Very Good, (453)
"Rooms were nice especially for the price."
United States
Rebecca
The price is P3,950
P4,562 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Comfort Suites Madison West - Middleton

Homewood Suites by Hilton Madison West

Homewood Suites by Hilton Madison West
3.0 star property
Madison
9.4 out of 10, Exceptional, (949)
"Room was great size, breakfast and their staff were very nice and food was great. In town for family gathering and would stay again!"
United States
ANGELA
The price is P5,258
P6,073 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Homewood Suites by Hilton 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.
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Stay near popular Windsor attractions

Learn more about Windsor

Bike the scenic Lake Windsor Park trails before cooling off at the splash pad on hot summer days. Families gather at Token Creek County Park just outside Windsor for fishing, picnicking, and exploring the natural springs.

Right off the highway, Mousehouse is a must visit for a quirky and fun stop that rewards visitors with delicious cheese and local brews.
Photo by Joel Holland
Open Photo by Joel Holland

Top Windsor Hotel Reviews

More cheap stays in Windsor

Find out more about Windsor

Top reasons to visit Windsor

  • Family-Friendly Activities: Windsor offers a variety of attractions suitable for families, ensuring a fun-filled experience for all ages.
  • Charming Neighbourhoods: Explore delightful local areas with friendly locals and a warm atmosphere, perfect for leisurely strolls.
  • Wine Country: Discover nearby wine regions, indulging in local delicacies and tasting experiences.
  • Cultural Experiences: Enjoy civic buildings and piazza squares, showcasing the city’s rich cultural heritage.
  • Diverse Accommodation: Choose from charming bed and breakfasts to well-equipped hotels, catering to every traveller's needs.

Find great hotels near Windsor

Discover a delightful range of accommodation options in Windsor, Wisconsin, catering to all types of travellers. From charming bed and breakfasts to well-appointed hotels, you’ll find pet-friendly options ideal for family holidays or business trips. Experience the best of Windsor with hotels offering essential amenities and services designed to ensure a comfortable stay for every guest. Explore your lodging choices and make your visit to this charming town truly memorable.

  • Motel 6 Madison, WI - East: Experience the simplicity and functionality of Motel 6 Madison, WI - East, which offers a straightforward lodging option for budget-conscious travellers. Situated 11.3km from Windsor, this property is particularly welcoming to pet owners, allowing dogs and cats to accompany their families. The pet policy is accommodating, featuring no additional fees for service animals and a relaxed atmosphere for pets. Guests appreciate the clean, no-frills rooms that provide a comfortable stay, perfect for those on the go.
  • Econo Lodge Madison East: Just 9.7km from Windsor, Econo Lodge Madison East combines affordability with essential amenities for a pleasant stay. This hotel is another pet-friendly option, welcoming your furry companions while adhering to a flexible pet policy. Guests enjoy a range of standard comforts, including complimentary breakfast and Wi-Fi, making it a suitable choice for those seeking convenience and value. It's an excellent base for exploring the surrounding area, especially for those travelling with their pets.
  • La Quinta Inn & Suites by Wyndham Madison American Center: La Quinta Inn & Suites by Wyndham Madison American Center offers a family-friendly environment just 9.7km from Windsor. With its 3-star rating, this hotel stands out for providing amenities tailored for children, including complimentary cribs. Pets are also welcome, with specific guidelines ensuring a pleasant experience for all guests. The inviting atmosphere, along with a range of facilities such as an indoor pool and fitness centre, makes it an ideal choice for families looking to enjoy a comfortable stay together.

Where to stay in Windsor

Windsor, Wisconsin, offers a delightful blend of family-friendly attractions and charming neighbourhoods. Visitors can explore the nearby wine country, indulge in local delicacies, and enjoy the warm atmosphere created by friendly locals. With its convenient location, Windsor serves as an excellent base for excursions to surrounding areas, making it ideal for both leisure and business-themed vacations. Whether you're seeking a budget-friendly retreat or a vibrant city experience, Windsor has something for everyone.

  • Madison: As a bustling metropolis, Madison serves as the vibrant heart of the region, with Windsor nestled within its bounds. The city offers a diverse travel experience, attracting visitors year-round for family adventures, business engagements, and city-themed explorations. From July to August and October, visitor numbers peak, reflecting the city's lively atmosphere. Notable highlights include the state-of-the-art arena entertainment facilities and a variety of shopping centres. Explore local landmarks such as the modern college university and sports stadium, which contribute to Madison's dynamic culture and educational prowess.
  • De Forest: Located a mere 4.8km from Windsor, De Forest is a charming city that invites visitors year-round with its family-friendly, city-themed, and business-oriented experiences. With peak traveller arrivals in April, July, and September, De Forest features a relaxed yet engaging atmosphere. Visitors can enjoy a range of activities at local shopping centres and recreational areas. The proximity to local landmarks, including a picturesque lake and sports stadium, enhances the appeal, making it an ideal spot for leisurely exploration and family outings.
  • Token Creek: Just 4.8km from Windsor, Token Creek is a delightful neighbourhood known for its outdoor adventures, particularly skiing and recreational activities. With visitor numbers peaking in the summer months of July and August, as well as October, this area attracts those seeking adrenaline-filled experiences. The neighbourhood boasts several ski resorts and fields, making it perfect for winter sports enthusiasts. Nearby attractions include scenic lakes and historic sites, providing a perfect blend of adventure and serene natural beauty.

Things to do in and around Windsor

Windsor, Wisconsin, offers a delightful blend of family-friendly activities and business-oriented attractions. Visitors can explore local shopping centres and malls, providing ample opportunities for retail therapy. Additionally, the area boasts educational experiences that cater to all ages, making it an ideal destination for those seeking a well-rounded vacation experience. Enjoy the charm of this vibrant city as you indulge in its various offerings.

Shopping

In Windsor, you can shop at Mousehouse Cheesehaus for delightful local products. For a broader selection, visit East Towne Mall, just 11.3km away, offering various shops and entertainment. If you're up for a drive, the Dane County Farmers' Market, 16.1km away, features fresh produce and local crafts.

Recreation

Camp Randall Stadium, located 17.7km from Windsor, offers an energetic atmosphere for sports enthusiasts. Token Creek Park, only 4.8km away, provides a tranquil setting for relaxation and wellness activities. Warner Park, 9.7km distant, invites visitors to unwind amidst its peaceful surroundings and natural beauty.

Adventure

Experience the invigorating Lake Monona Shoreline Run, located 16.1km from Windsor, where you can enjoy picturesque views as you jog along the water's edge. Alternatively, thrill-seekers will love Angell Park Speedway, just 11.3km away, offering exhilarating motorsport action for an adrenaline-filled day.

Nightlife

The nightlife in Windsor offers a delightful mix of culture and entertainment. Catch a show at the Overture Center for the Arts or the Orpheum Theater, both 16.1km away, or enjoy the vibrant atmosphere at Barrymore Theatre, just 14.5km from Windsor, each providing a romantic and engaging experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

To save money on your visit to Windsor, consider travelling between December and February when accommodation prices are at their lowest. Avoid weekends, especially Saturdays, as they tend to be pricier; aim for a Monday stay for the best rates. Use Expedia to compare hotel prices and book packages that include flights and activities for additional savings. Also, explore free activities in the area and utilise public transport, which is often budget-friendly. Look for discounts and deals on lodging to maximise your travel budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are December to February, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Monday. The most expensive day to stay in Windsor is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can make significant savings by combining your hotel reservation in Windsor with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Wisconsin, offers a delightful blend of family-friendly activities and cultural experiences, making it an ideal destination for both leisure and business travellers. Explore modern civic government buildings, enjoy the charm of piazza squares, and utilise event conference venues. Whether you're seeking outdoor adventures or immersive cultural activities, Windsor has something to cater to every visitor's interests.

  • Firemen's Park in the Prairie: Experience the charm of this urban park, set in a serene environment just 11.3km from Windsor. Ideal for family outings, it offers ample space for picnics, walking trails, and playgrounds, making it a perfect spot for outdoor fun and leisure.
  • Downtown Madison Visitor Center: Located 16.1km from Windsor, this vibrant visitor centre is a gateway to adventure. With family-friendly activities and information on local attractions, it’s an excellent starting point for your exploration of Madison’s rich culture and scenic spots.
  • Wisconsin State Capitol: A stunning example of modern civic architecture, this government building is also 16.1km away. Its impressive dome and intricate interiors offer a unique glimpse into Wisconsin's political life, making it an intriguing visit for those interested in history and governance.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.3°F (-7.6°C)No RainMostly CloudyModerately LowSlightly Low
February20.3°F (-6.5°C)No RainMostly CloudyAverageSlightly Low
March34.3°F (1.3°C)Light RainMostly CloudyAverageAverage
April45.0°F (7.2°C)Light RainMostly CloudyModerately HighAverage
May57.6°F (14.2°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighAverage
August69.6°F (20.9°C)Light RainMostly SunnyAverageSlightly High
September62.6°F (17.0°C)Light RainMostly SunnyModerately HighSlightly High
October49.8°F (9.9°C)Light RainMostly SunnyAverageSlightly High
November36.9°F (2.7°C)Light RainMostly SunnyModerately LowAverage
December26.4°F (-3.1°C)Light RainMostly CloudyModerately LowSlightly Low

The nearest major airports for your trip to Windsor

To reach Windsor, Wisconsin, the primary airport is Madison, WI (MSN-Dane County Regional), situated 9.7km away. Nearby hotels include the 4.5-star The Edgewater, located 8.0km from the airport, which offers various shuttle services. The 4-star DoubleTree by Hilton Madison East is only 3.2km from the airport, providing easy access. For those considering Waukesha, WI (UES-Waukesha County), located 91.7km from Windsor, options include the 4-star Ingleside Hotel and the 3.5-star Sheraton Milwaukee Brookfield Hotel. Fond du Lac, WI (FLD-Fond du Lac County), also 91.7km away, features hotels such as the 4-star Hotel Retlaw and the Hampton Inn, just 0.9.7km from the airport.

Frequently asked questions

What's the best place to stay in Windsor?
Days Inn by Wyndham Madison NE/Windsor is a favorite with Expedia customers. This hotel offers free breakfast and an indoor pool. Super 8 by Wyndham Windsor/Madison North is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What's it like staying in Windsor?
Budget-minded travelers will find good deals in Windsor, and many visitors are sure to appreciate the restaurants. Tourists can also enjoy the city's shopping and sporting events. In Windsor, there are 3 hotels and other accommodations to choose from. Find out more about Windsor.
What should I do while I'm visiting Windsor?
A favorite place to visit is Mousehouse Cheesehaus. You'll also find East Towne Mall and Sun Prairie Ice Arena in the area. Check out what more to see and do in Expedia's Windsor guide.
What's the weather like 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.

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