Windsor Vacation Packages

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Top Hotels in Windsor

Holiday Inn Express Windsor Waterfront, an IHG Hotel
Holiday Inn Express Windsor Waterfront, an IHG Hotel
2.5 out of 5
33 Riverside Drive East, Windsor, ON, N9A 2S4
Fully refundable
The price is CA $118 per night from Feb. 5 to Feb. 6
CA $118
per night
Feb. 5 - Feb. 6
4.3/5 Excellent! (877 reviews)
"Was only there for 1 night ."

Reviewed on Jan. 24, 2023

Holiday Inn Express Windsor Waterfront, an IHG Hotel
Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON, N9A7H7
The price is CA $135 per night from Jan. 31 to Feb. 1
CA $135
per night
Jan. 31 - Feb. 1
4.2/5 Excellent! (1,090 reviews)
"Good"

Reviewed on Jan. 29, 2023

Caesars Windsor
Best Western Plus Waterfront Hotel
Best Western Plus Waterfront Hotel
2.5 out of 5
277 Riverside Drive West, Windsor, ON, N9A5K4
The price is CA $125 per night from Feb. 5 to Feb. 6
CA $125
per night
Feb. 5 - Feb. 6
4/5 Very Good! (1,364 reviews)
"Loved the view. Staff were great!"

Reviewed on Jan. 26, 2023

Best Western Plus Waterfront Hotel
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

Can I travel to Windsor right now?
For all the facts you need about visiting Windsor, check out our Covid-19 Travel Advisor. Covering quarantine policies, travel restrictions and much more, Expedia will help make your trip planning go off without a hitch.
If I'm not able to travel, can I cancel my Windsor vacation package?
You can cancel or amend your booking, but whether or not you’ll incur a charge will depend on what and when you booked. If you’ve locked in a Windsor vacation package in the last 24 hours, it may be possible to cancel and rebook for free. For later changes, your airline, hotel or car rental company may impose additional costs. Browse our Customer Service Portal for further information.
What are the top hotels in Windsor?
Many people traveling to Windsor often stay in Wheatley. Omstead’s On Erie and Blue Butterfly Bed and Breakfast are popular options in this neighborhood. But it’s not the only exciting place in town! South Central is another top area and where you’ll find IACC Centers - Hotel Downtown Windsor and Bexon Rooms - Hotel Downtown Windsor.
When is the best time of year to visit Windsor?
If your definition of “best” means when you’ll get the best deals, pack your bags and head for Windsor in . By contrast, is the most expensive month to take a break here. Peak season falls in and is an exciting time to visit — but be prepared for bigger crowds and longer queues. is usually a quieter time of the year.
How far in advance should I book my Windsor vacation?
It depends on the air carrier, but you can normally compare international fares on Expedia up to a year in advance. While it’s a good idea to book ahead of time, lucky travelers will occasionally score a cheaper ticket just weeks prior to departure dates.
What should I know before booking a Windsor travel package?
Our prices are always low. However, you’ll pick up an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and loads of choice.

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