2025 Windsor, Wisconsin Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

Photo by Joel Holland

Choose from AARP Discount Windsor Hotels with Free Cancellation

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2 out of 5
6311 Rostad Dr, I-90/94 and Hwy 19, Windsor, WI
2.82 km from city center
Get rates
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 ...
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
Free Cancellation
Reserve now, pay when you stay
16.23 km from city center
Get rates
Stay at this 3.5-star luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave, Madison, WI
Free Cancellation
Reserve now, pay when you stay
10.41 km from city center
Get rates
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
22.05 km from city center
Get rates
Stay at this 3-star business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Moxy Madison Downtown

Moxy Madison Downtown

3.5 out of 5
823 East Washington Ave, Madison, WI
Free Cancellation
Reserve now, pay when you stay
15.46 km from city center
Get rates
Stay at this 3.5-star hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
Best Western West Towne Suites

Best Western West Towne Suites

2.5 out of 5
650 Grand Canyon Dr, Madison, WI
Free Cancellation
Reserve now, pay when you stay
22.31 km from city center
Get rates
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr, Madison, WI
9.22 km from city center
Get rates
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our ...
Best Western Premier Park Hotel

Best Western Premier Park Hotel

3.5 out of 5
22 S Carroll Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
16.5 km from city center
Get rates
Stay at this 3.5-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
21.58 km from city center
Get rates
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

4 out of 5
525 West Johnson Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
16.84 km from city center
Get rates
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown

3 out of 5
770 Regent Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
17.33 km from city center
Get rates
Stay at this 3-star business-friendly hotel in Madison. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 out of 5
440 West Johnson Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
16.74 km from city center
Get rates
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street, Madison, WI
Free Cancellation
Reserve now, pay when you stay
21.6 km from city center
Get rates
Stay at this hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place, Madison, WI
Free Cancellation
Reserve now, pay when you stay
15.96 km from city center
Get rates
Stay at this 4.5-star luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd, Madison, WI
10.73 km from city center
Get rates
Stay at this motel in Madison. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Dylin

The Dylin

4 out of 5
611 E Dayton St, Madison, WI
15.67 km from city center
Get rates
Stay at this 4-star aparthotel in Madison. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Camp Randall Stadium and Alliant ...
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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.

Your Windsor Hotel Awaits

If you're looking for a good rate for when you head to Windsor, The AARP® Travel Center Powered by Expedia® has plenty of options available for you. We combine AARP members-only benefits with the best rates from Expedia. Use your membership to book a hotel that's closest to the sights, or even at a 5-star resort that offers the most luxurious amenities. With AARP Travel Center, your hotel reservation options will be endless.

Get Ready for Your Windsor Getaway

There are 417 hotels to pick from in Windsor, with recommendations to check out so that you and your vacation crew will know what to expect at each possible accommodation. Windsor is a favorite place to visit for the attractions and activities in Windsor. This city is also known for its college-town feel. You're sure to find an activity to keep you occupied during your visit. If you're looking to work on your golf game during their getaway, you are in luck. If you're in need of a golfer's paradise, there are one golf courses in Windsor. You can conveniently schedule a tee time at courses in the area such as Lake Windsor Country Club. Maximize your savings by booking an irresistible holiday package on AARP Travel Center. Most importantly, you will travel with confidence knowing that we've got your back. You will get the rest and relaxation that you deserve with us as your travel guide.

Book Your Accommodations with the Travel Center Today

We will make it convenient for you and your family to book your next vacation getaway. Whether you're coming to Windsor for business or pleasure, we are going to make sure that you get the greatest prices around. If you're ready to get your clubs dirty at Lake Windsor Country Club in Windsor, we'll be here to help you make all the plans that you need. Thanks to our great travel deals, you won't have to worry about breaking the bank in order to have your ideal trip. You may find that booking through AARP gives you the best rates. You can feel good in knowing that you have gotten the very best rate. Both you and your wallet will smile when you book with the Travel Center.