Windsor Hotels

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Fast facts

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Highest rated hotelSuper 8 by Wyndham Windsor/Madison North – 4.5
Cheapest month to bookMay

Your guide to finding the best hotels in Windsor, Wisconsin

In Windsor, stay at a hotel to fit your style and make the most of your time in the city. Here are some of the best hotels, from luxury to modest.

Best time to visit Windsor

Windsor is an interesting place to visit, but while planning for your trip, be sure to take into account what you're looking for (or hoping to avoid) in terms of things like weather and price. Low and high season in Windsor

Busiest month(s): September sees the largest number of tourists to Windsor, leading to an average nightly rate of $154. If you are visiting during this period, anticipate relatively higher prices compared to the slower times of the year, where average prices drop to $99 per night.

Quietest month(s): You'll save on hotels and avoid peak season prices by taking your trip during April, when the average rate per night is $99.

The most expensive month in Windsor is September, when you can expect to spend around $154 on hotels. Weekend rates generally increase, averaging around $127 per night throughout the year, while Saturday sees the highest rates at the best hotels in Windsor. You'll find savings on Sunday, which is the cheapest day of the week to book your stay on average.

Where to stay in Windsor, Wisconsin

Make the most of your vacation at the right hotel for the right price. Whether it's a 5-star resort or a popular place in the middle of the city, there are plenty of perfect choices in Windsor.

Popular hotels in Windsor

The Super 8 by Wyndham Windsor/Madison North offers a comfortable stay at a good deal with its 2-star rating and range of amenities. The hotel offers an excellent retreat in the center of Windsor. You can enjoy its free breakfast, fitness center, indoor pool, and free parking.

If you're looking for a combination of comfort and affordability, choose the Days Inn by Wyndham Madison NE/Windsor. Its 2-star rating ensures comfort and value, and you can enjoy a range of amenities like the swimming pool, fitness center, restaurant, and free Wi-Fi.

Finding cheap hotels in Windsor: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Windsor with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $123 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $179 per night.
The average price of a hotel during the week is $141 per night, and the average price on weekends is $123. Overall, it looks like the cheapest day to stay in Windsor could be Sunday.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Windsor. And the most expensive day seems to be Thursday
The cheapest month to stay in a hotel in Windsor is May, with an average price of $138 per night. The most expensive month is May, when the average room rate can rise to $138 per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.
The average price of a hotel in May is $138 per night, which is around 0% higher than the rest of the year.
If you're hitting up Windsor with kids in tow, try La Quinta Inn & Suites by Wyndham Madison American Center, or The Madison Concourse Hotel.