Windsor Vacation Packages
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Your Windsor Vacation
Lock in a Windsor vacation package and prepare to experience the highlights of this city. Think about staying in the neighborhood of Marquette, which is good for cycling, culture and fishing. You'll want to go sightseeing during your trip to Windsor. Find time for top attractions such as Pink Elephant, Sun Prairie Golf Course and Token Creek Park. Browse Expedia's extensive range of travel options and book your dream vacation to Windsor today.
Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham Wisconsin Dells
Price was CA $1,259, price is now CA $1,119 per person
CA $1,119
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Madison (MSN)
8.2/10 Very good! (1,005 reviews)
Room was clean. Air was very cool. Slept just fine. Very quiet.
Reviewed on Jul 11, 2026
Club Wyndham Tamarack
Price was CA $1,450, price is now CA $1,232 per person
CA $1,232
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Madison (MSN)
9.4/10 Exceptional! (24 reviews)
The room was spotless and it was nice to relax with the fireplace. Also enjoyed saving money by buying and cooking our own meals.
Reviewed on May 12, 2026
Dellshire Resort
Price was CA $1,459, price is now CA $1,257 per person
CA $1,257
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Madison (MSN)
8.8/10 Excellent! (96 reviews)
check in was at 4 and i had to wait almost 40 minutes for my room because it was not ready, also theres no microwave in the room. other than that everything else was perfect
Reviewed on Jul 11, 2026
Bluegreen Odyssey Dells
Lake Delton
Price was CA $1,338, price is now CA $1,152 per person
CA $1,152
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Madison (MSN)
9.4/10 Exceptional! (212 reviews)
Aside from some some areas of the bathroom that could’ve used a good scrub (ie grout/ shower), there was nothing wrong with any part of our trip or room at the hotel. The rooms were clean, comfy and convenient to the Waterpark and theme park and the staff were kind and accommodating! Both parks were great and my kids had a wonderful time!
Reviewed on Jul 10, 2026
Windsor Hotel Deals
Days Inn by Wyndham Madison NE/Windsor
6311 Rostad Dr Windsor WI
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Jul 15 to Jul 16
CA $96
CA $102 total
Jul 15 - Jul 16
includes taxes & fees
7.2/10 Good! (1,005 reviews)
"Nice place, staff were nice and helpful. Room was good and clean. Area was nice, quiet, parking right in front. Only issue, the vending machine ran out of waters."
Reviewed on Jul 11, 2026
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jul 12 to Jul 13
CA $179
CA $207 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (3,982 reviews)
"It was an amazing experience. Felt like home. I will stay with them again, and again. Highly recommend in my book."
Reviewed on Jul 10, 2026
Best Western Plus InnTowner Madison
2424 University Avenue Madison WI
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Aug 2 to Aug 3
CA $192
CA $222 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,020 reviews)
"Very nice and clean"
Reviewed on Jul 11, 2026
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.
Stay near popular Windsor attractions
What to do in Windsor
Murmurs of Mourning & Murder: Madison Ghost Tour
CA $45
per adult
Downtown Madison Sightseeing & History with Self-Guided Audio Tour
CA $15
per traveller
100% of travellers recommend
Frequently asked questions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
