Windsor Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Where to stay in Windsor
Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Downtown Windsor
4 out of top 10 points of interest in this area
If you're spending some time in Downtown Windsor, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.
Find the Best Windsor Vacation Packages
Windsor Hotel Deals
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E, Windsor, ON
The price is ￥16,522 per night from Nov 10 to Nov 11
￥16,522
￥22,859 total
Nov 10 - Nov 11
includes taxes & fees
8.6/10 Excellent! (3,107 reviews)
no
Reviewed on Oct 19, 2025
Best Western Plus Waterfront Hotel
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is ￥10,060 per night from Oct 26 to Oct 27
￥10,060
￥12,051 total
Oct 26 - Oct 27
includes taxes & fees
8/10 Very Good! (1,011 reviews)
Great location and service.
Reviewed on Oct 18, 2025
Holiday Inn Express Windsor Waterfront by IHG
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is ￥17,017 per night from Nov 2 to Nov 3
￥17,017
￥20,383 total
Nov 2 - Nov 3
includes taxes & fees
8.6/10 Excellent! (1,343 reviews)
Was a great stay
Reviewed on Oct 23, 2025
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.
Discover the most popular places to visit in Windsor
Ambassador Bridge
You can learn about the history of Windsor with a visit to Ambassador Bridge. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Detroit Windsor Tunnel
Find out about the history of Windsor when you spend time at Detroit Windsor Tunnel. Stroll along the riverfront or experience the great live music in this vibrant area.
University of Windsor
Enjoy the collegiate vibe at University of Windsor during your stay in Windsor. Amble around this vibrant area's riverfront or experience its great live music.
What to do in Windsor
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
￥3,886
per adult
Downtown Detroit Donut and Pastry Adventure
￥10,627
per adult
Other vacations you might like
Expedia's Latest Trends
Packages
General
- Visit Victoria
- Visit Yellowknife
- Visit Chilliwack
- Visit Niagara-on-the-Lake
- Visit Castlegar
- Visit Red Deer
- Visit Moncton
- Visit Abbotsford
- Visit Lake Louise
- Visit Ucluelet
- Visit Penticton
- Visit Iqaluit
- Visit Nanaimo
- Visit Nelson
- Visit Banff
- Visit Drumheller
- Visit District of North Vancouver
- Visit Lethbridge
- Visit Niagara Falls
- Visit St. John's
- Visit Halifax
- Visit Mont-Tremblant
- Visit Sherbrooke
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
