Windsor Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Windsor Vacation Packages

Windsor Hotel 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
Fully refundableReserve now, pay when you stay
The price is NT$1,992 per night from Dec 11 to Dec 12
NT$1,992
NT$2,101 total
includes taxes & fees
Dec 11 - Dec 12
7/10 Good! (825 reviews)
"Front desk person was VERY accommodating. Comfortable and super clean room. Quiet - which I needed after a very busy day. Excellent location as well."

Reviewed on 2024/10/28

Days Inn by Wyndham Madison NE/Windsor
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
Fully refundableReserve now, pay when you stay
The price is NT$3,880 per night from Nov 25 to Nov 26
NT$3,880
NT$4,481 total
includes taxes & fees
Nov 25 - Nov 26
9.4/10 Exceptional! (2,091 reviews)
Madison Concourse Hotel
"Wonderful. Friendly staff. Room was clean and comfortable."

Reviewed on 2024/11/21

The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East
DoubleTree by Hilton Madison East
4 out of 5
4402 E Washington Ave, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NT$3,359 per night from Nov 25 to Nov 26
NT$3,359
NT$3,880 total
includes taxes & fees
Nov 25 - Nov 26
9.2/10 Wonderful! (802 reviews)
"I arrived after dark so have rated the outsider grounds neutrally. The security provisions requiring cards for the elevator makes me feel more secure. Very clean and comfortable room!"

Reviewed on 2024/11/21

DoubleTree by Hilton Madison East
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.

Frequently asked questions

How much does a Windsor vacation package cost?
From just . Yes, you read that right. Our Windsor packages are a simple way to make your dollar go further. Bundle your flights, hotels and rental car and explore this lively destination.
How do I get a cheap travel package to Windsor?
Booking a hotel and flight together with Expedia won’t just save you time — it’ll save you dollars too. A Windsor vacation package makes it easy to create your ideal trip. With more than 550 airlines across the world to pick from, finding flights that suit your schedule won’t be a problem. Not only that, we have over 1,000,000 hotel options globally to take your pick of. Now that’s choice! Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Windsor?
There’s loads to do in Windsor, so spend your evenings close to its best sights and treat yourself to more time sightseeing. Mousehouse Cheesehaus is one spot to put on your itinerary.
What are the top hotels in Windsor?
Super 8 by Wyndham Windsor/Madison North and Days Inn by Wyndham Madison NE/Windsor are two of the most well-known properties in Windsor. Why not check out the rates and amenities at each and then make up your mind?
How far in advance should I book my Windsor vacation?
While not all air carriers advertise ticket prices early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is the time when you can score some incredible deals. If you’ve left things to the last minute, you might still be in luck. Low prices occasionally become available a few weeks before departure.
What does an Expedia Windsor travel package include?
Flights, car rentals and hotels — we bring you all the best deals. All you have to do is figure out your favorite combination. Once you’ve made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to put together an exciting Windsor vacation.
What should I know before booking a Windsor travel package?
Find deals to match your budget with an Expedia package. Flights, hotels, rental cars — we’ve got them all. You’ll save precious cash just for bundling your bookings. Whether you’re embarking on a ski trip or drinking cocktails on a beach, your perfect getaway is just a few clicks away.
Can I choose my airline with a Windsor Expedia vacation package?
Yes, you’re in control. We have access to over 550 partner airlines around the world, so you can design your Windsor vacation according to your travel needs.
If I'm not able to travel, can I cancel my Windsor vacation package?
Certainly, and we’re here to help. You may be able to cancel and rebook your Windsor vacation package for free if you booked in the last 24 hours. However, you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.