Book Exclusive Windsor Vacation Packages

Choose one or more items to build your trip:

Top Windsor hotels deals

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
Free cancellation
Reserve now, pay when you stay
The price is CA $93 per night
CA $93
per night
Apr. 22 - Apr. 23
Stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Mousehouse Cheesehaus and Token Creek Park are located nearby. Discover genuine guest reviews for Days Inn by Wyndham Madison NE/Windsor along with the latest prices and availability – book now.
Hot tub
Breakfast included
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
The price is CA $177 per night
CA $177
per night
Apr. 25 - Apr. 26
Stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast, and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Kohl Center and Camp Randall Stadium are located nearby. Discover genuine guest reviews for The Madison Concourse Hotel and Governor's Club, in Downtown Madison neighborhood, along with the latest prices and availability – book now.
Hot tub
Pet-friendly
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave, Madison, WI
The price is CA $151 per night
CA $151
per night
May 3 - May 4
Stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kohl Center and East Towne Mall are located nearby. Discover genuine guest reviews for DoubleTree by Hilton Madison East along with the latest prices and availability – book now.
Breakfast available
Pool
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue, Madison, WI
The price is CA $198 per night
CA $198
per night
May 4 - May 5
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and WiFi. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Camp Randall Stadium and Kohl Center are located nearby. Discover genuine guest reviews for Best Western Plus InnTowner Madison, in Regent neighborhood, along with the latest prices and availability – book now.
Hot tub
Breakfast included
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
The price is CA $102 per night
CA $102
per night
Apr. 21 - Apr. 22
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 attractions Alliant Energy Center and Camp Randall Stadium are located nearby. Discover genuine guest reviews for Baymont Inn & Suites by Wyndham Madison along with the latest prices and availability – book now.
Breakfast included
Pool
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $99 per night
CA $99
per night
Apr. 21 - Apr. 22
Stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and Kohl Center are located nearby. Discover genuine guest reviews for AmericInn by Wyndham Madison West along with the latest prices and availability – book now.
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.

Popular places to visit

Image for University of Wisconsin-Madison

University of Wisconsin-Madison

4.5/5(7 reviews)

Enjoy the collegiate vibe around University of Wisconsin-Madison, a top college in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Madison
Image for Monona Terrace Community and Convention Center

Monona Terrace Community and Convention Center

4.5/5(3 reviews)

Learn about the events happening at Monona Terrace Community and Convention Center during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Monona Terrace Community and Convention Center
Image for Capitol Square

Capitol Square

4.5/5(6 reviews)

You can find out about the history of Madison with a visit to Capitol Square. Visit the area's shops, or simply enjoy its restaurants.

Capitol Square

Windsor Vacations

If you were away the day your geography teacher told the class where Windsor is situated, don't stress. With some helpful info from us, you'll pinpoint it on a map in no time!

Windsor is a neighborhood in Madison, the state capital of Wisconsin. It's about 9 miles (14 kilometers) north of the downtown area.

The population of Madison is roughly 230,000.

Places to visit in Windsor

A bit of exercise can do wonders for our mental and physical health. Why not take the youngsters and play some sports in the countryside at Token Creek Park? And that's not all. Are you in need of some retail therapy? Swing by Mousehouse Cheesehaus and see if there's anything that takes your fancy.

Where do you fly into for Windsor?

Fasten your seatbelt, switch off the in-flight entertainment, and get ready to touch down at Dane County Regional Airport (MSN). The best part? You'll be only 4 miles (6 kilometers) to the south of Windsor.

Frequently asked questions

How much are vacation packages to Windsor?
Exciting adventures await in Windsor, with Travelocity vacation packages starting from just . Providing both flights and hotels, these great deals make it really easy to visit all corners of the world.
Where can I get the best vacation package deals for Windsor?
There are incredible Windsor package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 665,000 properties all over the world? Keep that in mind the next time you’re ready to tick another place off your list.
Why should I book my Windsor vacation bundle via Travelocity?
We have destinations and experiences to suit every type of traveler, top-notch service and support available 24/7. And to top it off, we’ll match any better price you come across with our Price Match Guarantee.
Can I save on my Windsor car rental if I combine it with my hotel or flight?
You certainly can — and booking one of our Windsor vacation packages is the ideal way to go about this. Bundle any combination of a car, hotel, flight and experience and enjoy terrific discounts. The more you book, the more you save. There are plenty of landmarks in and around Windsor to put on your must-see list, including Wrigley Field (200 kilometersfrom Windsor). Nothing tops exploring places like this with the freedom of your own set of wheels.
What is the best time of year to go to Windsor?
Consider visiting in if you want to be in the thick of the action. Even though they’re the busiest months, the buzz that comes with the peak travel season is part of its charm. If you’re seeking a more laid-back pace, may suit you better. Don’t want to spend a packet on your digs? Shelve any plans to book in , when rates generally skyrocket. Find something more affordable in instead.
What is there to do in Windsor?
Follow the lead of fellow globetrotters and head to Mousehouse Cheesehaus. No visit to Windsor is complete without dropping by this popular sight.
Where should I stay when visiting Windsor?
A great night’s shut-eye in Windsor needn’t be pricey, and the Days Inn by Wyndham Madison NE/Windsor (2.0 stars) and the Super 8 by Wyndham Windsor/Madison North (2.0 stars) prove it. Reserve a room at one of these budget-friendly options and wake up feeling refreshed and raring to go.
Can I go on vacation to Windsor at this time?
Don’t take off to Windsor without up-to-date facts about travel restrictions and quarantine policies. Travelocity’s Covid-19 Travel Advisor will fill you in. Our travel experts have pulled together all the info you need to make your flight and vacation as stress-free as possible.