Book Hotels in Windsor, WI

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Cheap Windsor hotels

Days Inn by Wyndham Madison NE/Windsor

6311 Rostad Dr Windsor WI

$62 nightly

$65 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

7/10 Good! (1,000 reviews)

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.

Windsor Hotel & Travel Guide\n

Room alternatives are many and varied in Windsor. No less than 26 establishments await you inside a 6-mile (10-kilometer) radius from Windsor's downtown area.

Attaining flexible accommodation in the heart of Windsor has never taken so little time. Our complete guide features the Super 8 Windsor/Madison North and Days Inn Madison Northeast, which await your arrival within a short distance of the city's center.

The Hampton Inn & Suites Madison / Downtown is around 9 miles (14 kilometers) from the middle of Windsor. Also, the The Madison Concourse Hotel and Governor's Club is situated 9 miles (14 kilometers) away. Other places to stay are the Hilton Madison Monona Terrace and the HotelRED.

For travelers who would like to immerse yourself in the forests and rolling hills in this region of United States of America, you should plan to spend some extra time in other areas of Southwest Wisconsin. If you get involved with popular life, such as snowboarding and skiing, or simply travel around to see the attractions, you'll be able to reserve the most convenient hotel accommodation in the area.

Beaver Dam is 30 miles (49 kilometers) northeast of Windsor and is where you'll find Moraine Park Technical College and Sunset Hills Golf Course. The AmericInn Lodge & Suites Beaver Dam and Quality Inn & Suites are a handful of the convenient apartment and hotel choices in Beaver Dam. Or, you could stay in Downtown Madison, 9 miles (14 kilometers) south of Windsor, where you can choose from the DoubleTree by Hilton Madison and Hyatt Place Madison Downtown. If you visit Downtown Madison, set aside a little time to visit the First Unitarian Society Meeting House and Washburn Observatory.

Make sure you get yourself a sports fix by making a journey to Camp Randall Stadium, which is found 9 miles (15 kilometers) to the south of Windsor. Book Travelocity-listed accommodation in the thick the sporting action at the Graduate Madison or the Best Western Plus InnTowner Madison.

Dane County Regional Airport is located 4 miles (7 kilometers) outside Windsor's city center. Wise travelers who desire to find accommodation nearby can reserve a room via Travelocity at the Crowne Plaza Hotel Madison or the Howard Johnson Plaza Hotel Madison.

Frequently asked questions

What are the top kid-friendly hotels in Windsor?

Take some of the stress out of traveling with kids by opting for a family-friendly Windsor hotel. From well-thought-out amenities to extra-helpful services, these stays come with perks that'll help make your visit go off without a hitch: Your entourage will love staying at Super 8 by Wyndham Windsor/Madison North. Complimentary breakfast and pet-friendly facilities are among the things that help make this property an attractive option. Days Inn by Wyndham Madison NE/Windsor is another great choice. After a big day of sightseeing, come home to your comfy room and amenities like complimentary breakfast and a swimming pool.

Where can I find cheap hotels in Windsor?

At Travelocity you'll find really nice hotels in Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windsor rather than in Windsor. We may find you even better rates, too.

How do I find the best Windsor hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Windsor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Windsor?

The cheapest hotel in Windsor is $65. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Windsor?

There are 400 hotels in Windsor on Travelocity.

What are the best hotels in Windsor?

Windsor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windsor for you!

When is the best time to visit Windsor?

If you want the joy of a fun-filled trip in peak season, visit Windsor during June, July and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, November and December.

When is the cheapest time to stay in Windsor?

Based on historic data is usually the cheapest month to visit Windsor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Windsor?

There are multiple hotels in Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windsor. We have plenty of kid-friendly hotels in Windsor to choose from on Travelocity!

Why book a hotel in Windsor through Travelocity?

Because we have the top hotels in Windsor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Windsor on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.