Windsor Holidays
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Your Windsor Holiday
Reserve a Windsor holiday package that has only the things you need and nothing you don't. Good for cycling, culture and fishing, think about staying in the neighbourhood of Marquette. Make your trip to Windsor even more exciting by including some sightseeing. Sun Prairie Golf Course, Token Creek Park and Pink Elephant are some of the leading attractions you'll want to explore. Your Windsor holiday is a few clicks away. Search airfares, hotels and more on Expedia for an adventure that's tailored to suit your style.
Windsor Holiday
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Dane County Regional Airport (MSN) |
Population | 3,600 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Top Sights | Orpheum Theatre, Overture Centre for the Arts and Henry Vilas Zoo |
Our pick of the best Windsor Hotel Deals
Days Inn by Wyndham Madison NE/Windsor
6311 Rostad Dr Windsor WI
Fully refundableReserve now, pay when you stay
AU$97
13 Sept - 14 Sept
includes taxes & fees
7.2/10 Good! (1,002 reviews)
"The Place is a little older but the price is manageable and friendly for a low budget!"
Reviewed on 4 Sept 2026
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
AU$191
20 Sept - 21 Sept
includes taxes & fees
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Fully refundableReserve now, pay when you stay
AU$94
4 Oct - 5 Oct
includes taxes & fees
8/10 Very good! (1,469 reviews)
"Don't play the games, they wait until after 3 pm the following day after everyone has left to pay any winnings. There was a note on the end machine that states it could be upto 48 hours for payment but if you don't notice it because of where they are located you won't get the money."
Reviewed on 6 Sept 2026
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
Mousehouse Cheesehaus
9.0/10 (12 reviews)
Enjoy an outing to Mousehouse Cheesehaus during your stay in Windsor. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.
What to do in Windsor
Downtown Madison Sightseeing & History with Self-Guided Audio Tour
AU$15
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Windsor holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday to Windsor costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Windsor?
January, April and December are the best times to look for cheap Windsor holiday packages. Choosing to travel in less busy months means you'll typically find better prices on flights and hotels.
How many days is enough for Windsor?
The ideal length of your Windsor holiday depends on what you'd like to do. Usually, a few days to a week will give you enough time to tick off all the leading attractions and discover some hidden gems along the way.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Windsor package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Windsor adventure underway.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can customise your Windsor escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Windsor?
If you're planning a spontaneous Windsor trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?
- Choose your dates: What you plan to do in Windsor and your favourite season can help you decide when to travel.
- Set your budget: Consider costs like flights, food and transportation when working out how much to set aside for your trip to Windsor. Then, choose a hotel that suits your budget, whether that's a low-cost stay or a high-end getaway.
- Decide your trip length: Consider how long you'd like to spend discovering Windsor. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
- Bundle your airfare and accommodation: Once you've settled on your trip dates and duration, book the right Windsor holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
