Windsor, WI

Travel Guide

A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.
A building with a large rabbit mascot and signs for 'Gifts Cheese' and 'Cheese Beer'.

Experience serene gardens, lakeside relaxation, and unique local attractions while exploring Windsor and its welcoming nearby neighborhoods.

Windsor is an ideal destination for family and city travelers. You can explore the nearby Olbrich Botanical Gardens, which offer a serene environment, or relax by Lake Mendota. For a unique experience, visit the Pink Elephant statue. In addition to these attractions, there are various activities to enjoy, such as shopping at Mousehouse Cheesehaus and attending events at Breese Stevens Field. If you're looking for outdoor recreation, the Monona Lake Loop provides a scenic footpath for walking and enjoying nature.

While you're in Windsor, consider visiting some of its nearby neighborhoods. Morrisonville and De Forest are known for their outdoor family experiences, making them great spots for recreational activities. Sun Prairie, also nearby, offers a mix of family and city experiences, with attractions like Angell Park Speedway and the Sun Prairie Family Aquatic Center. Each area has its own character, providing diverse options for leisure and entertainment.

The best time to visit Windsor is between June and September, when the weather is mild and mostly dry, with temperatures ranging from 63 to 71°F. During these months, you can enjoy outdoor activities without the interruption of heavy rain. Demand remains fairly steady throughout the year, but it tends to be a bit quieter from November to January, offering a more peaceful experience if you prefer fewer crowds.

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2 out of 5
6311 Rostad Dr Windsor WI
$63 nightly
The price is $66 total per night from Dec 10 to Dec 11
$66 total
Dec 10 - Dec 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,002 reviews)
"The hotel is very close to the train tracks which has a train that runs almost every hour all night long. Very loud whistle. Bed was comfortable."

Reviewed on Nov 14, 2026

Days Inn by Wyndham Madison NE/Windsor
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
$127 nightly
The price is $146 total per night from Nov 24 to Nov 25
$146 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
The Madison Concourse Hotel and Governor's Club
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
$53 nightly
The price is $61 total per night from Dec 4 to Dec 5
$61 total
Dec 4 - Dec 5
Total with taxes and fees
Stay at this motel in Madison. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Motel 6 Madison, WI - 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.
4 Bed, 3 Bath w/ Pool, Hot Tub, Gym, Fire Pit on Lake Windsor Golf Course

4 Bed, 3 Bath w/ Pool, Hot Tub, Gym, Fire Pit on Lake Windsor Golf Course

Windsor WI
Stay at this vacation home in Windsor. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions East Towne Mall and Mousehouse Cheesehaus ...
10/10 Exceptional! (9 reviews)
"Great outdoor area...hot tub, pool, fire pit. Great workout garage. Space to spread out. Great stay!"

Reviewed on Oct 25, 2026

4 Bed, 3 Bath w/ Pool, Hot Tub, Gym, Fire Pit on Lake Windsor Golf Course
The Dylin

The Dylin

4 out of 5
611 E Dayton St Madison WI
Stay at this aparthotel in Madison. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
9.4/10 Exceptional! (218 reviews)
"My spouse and I stayed two nights and it was everything we were looking for! The property was beautiful and very well decorated and cared for. Our room was perfect - we picked a studio and it was designed well and great for relaxing and having room for our things. The little kitchen was a great amenity. ..."

Reviewed on Nov 14, 2026

The Dylin
Lake Wisconsin Resort

Lake Wisconsin Resort

3 out of 5
W10941 Corning St Poynette WI
Stay at this cottage in Poynette. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Wildenberg Wildlife Park and Harmony Grove Park are located ...
9.6/10 Exceptional! (8 reviews)
"A perfect place to land when you have family to visit or are staying in the area to kayak or fish. Very clean and comfortable. Easy to communicate by text with the manager. I misunderstood a few things and the manager was more than willing to work it out with me. Beautiful area, too."

Reviewed on Nov 9, 2026

Lake Wisconsin Resort
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.

Stay near popular Windsor attractions

Things to do

Frequently asked questions

Is Windsor worth visiting?
Windsor is worth visiting for its diverse dining options, including North American and Italian cuisine, where travelers can savor dishes like pasta and pizza. The destination also features unique attractions, such as the Mousehouse Cheesehaus, offering distinct local experiences.
When is the best time to visit Windsor?
The best time to visit Windsor is from July through September, when it's most popular. For travelers seeking fewer crowds and better value, the quieter months of November through January are a good option, offering a different experience with cooler weather.
What is Windsor known for?
Windsor is known for being home to Mousehouse Cheesehaus, a popular destination for travelers. The city also offers a notable North American food culture, allowing travelers to explore a variety of local culinary experiences and tastes.
What is a good itinerary length for Windsor?
A good itinerary length for Windsor is one day to explore the unique Mousehouse Cheesehaus. For travelers wanting a more relaxed pace, an extended stay of two to three days would allow more time to enjoy the local North American, Italian, and Asian dining options and soak in the area's atmosphere.
What are the top things to do in and around Windsor?
In Windsor, explore the Mousehouse Cheesehaus, a local landmark and point of interest.
What cuisines can you find in Windsor?
In Windsor you can find Thai cuisine, with popular dishes like Pad Thai, Green Curry, and Tom Yum Soup. Travelers can also enjoy Italian, North American, and various Asian options including Chinese, Indian, and Japanese. For something different, there are Latin American choices like Mexican food, and European Mediterranean dishes.
Can I book a refundable hotel in Windsor?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Windsor by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Windsor with Expedia?
Expedia makes it easier to plan your Windsor trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Windsor?
The best choice depends on your travel style. Hotels in Windsor can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Windsor trip on Expedia?
Once you've booked your Windsor trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Windsor trip?
Expedia offers customer support before, during, and after your Windsor trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Windsor?
If it's your first trip to Windsor, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Windsor hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Windsor hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Windsor

Explore a world of travel with Expedia