Travel to Windsor

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    Save up to RM 324 when you book a flight and hotel together*
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Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Windsor which includes signage

Downtown Windsor

4 out of top 10 points of interest in this area

While visiting Downtown Windsor, you might make a stop by sights like Detroit Windsor Tunnel and Chrysler Theatre.

Find hotels in Downtown Windsor

Top hotels in Windsor

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is RM468 per night from 1 Sept to 2 Sept
RM468
RM637 total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (3,050 reviews)
"Relatively difficult to access and find hotel registration if coming in from the parking garage. Ups and downs on stairs, escalators and elevators and a long walk through the casino areas . We are seniors and didn’t realize there would be so much walking. ."

Reviewed on 11 Aug 2025

Caesars Windsor
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is RM502 per night from 17 Aug to 18 Aug
RM502
RM601 total
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"Good location. Few inconveniences as the pool was under Reno’s and no microwave in the room which we didn’t plan for. But it was clean."

Reviewed on 8 Aug 2025

Best Western Plus Waterfront Hotel
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East, Windsor, ON
Fully refundable
The price is RM415 per night from 7 Sept to 8 Sept
RM415
RM497 total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,286 reviews)
"Best location and stay experience ever had. Staff are friendly and helpful. Great breakfast. They have hot and cold meal with lots of options. We stayed there for 4 days and they served hot meal with different choices everyday. Coffee and tea are available all day long. One thing that I like about ..."

Reviewed on 9 Aug 2025

Holiday Inn Express Windsor Waterfront by IHG
See all 387 properties in Windsor
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

Windsor Riverfront

Windsor Riverfront

After visiting Windsor Riverfront, make a plan to see the other sights and activities in Windsor.

Windsor Riverfront

Adventure Bay Family Water Park

Bring the children to Adventure Bay Family Water Park and enjoy this exciting theme park in Windsor.

Adventure Bay Family Water Park

Olde Walkerville Neighborhood

Enjoy a stop at Olde Walkerville Neighborhood, an entertaining place to visit in Windsor. Discover the acclaimed theatre scene and casinos in this vibrant area.

Olde Walkerville Neighborhood

What to do in Windsor

Step into the shadows and discover the haunting tales of Motor City's past.

Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour

RM111
per adult
Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
Detroit: Architectural Beauty and Hidden Gems Walking Tour

Detroit: Architectural Beauty and Hidden Gems Walking Tour

RM578
per adult
Detroit: Architectural Beauty and Hidden Gems Walking Tour
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

RM449
per adult
Best Downtown Detroit Historical Walking Tour
See all activities in Windsor

Frequently asked questions

How much does a Windsor holiday package cost?
You'll find cheap prices on Expedia for your Windsor getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Windsor costs.
What are the cheapest months to go to Windsor?
If you're looking to snag a cheap Windsor holiday package, consider visiting in January, February and April. You'll generally find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Windsor?
To fully enjoy your Windsor holiday, we suggest staying for 2 days. Split your time between discovering Chrysler Theatre, Walkerville Brewery and other well-known attractions, as well as experiencing neighbourhoods like East Windsor and Walkerville. If you've got some time to spare, include a day trip in your Windsor holiday itinerary.
Is it worth booking a holiday package to Windsor?
Windsor offers everything you need for an unforgettable getaway. Get your Windsor holiday off to a flying start by checking out top attractions like Adventure Bay Family Water Park.
How to find the best Windsor package deals?
Landing a cheap Windsor package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Windsor package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Windsor holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a customised Windsor holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Windsor?
If you're considering a spontaneous Windsor getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Windsor.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodation will probably be the largest expense during your trip to Windsor.
  3. Decide how long to go for: Now that you know more about Windsor, you can work out the perfect length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Windsor holiday package that brings all your bookings together.

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