Windsor Vacations

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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
Willistead Park Trail Trailhead featuring a park, heritage elements and a house

Walkerville

While visiting Walkerville, you might make a stop by sights like Willistead Manor and Olde Walkerville Neighborhood.

Find hotels in Walkerville

Windsor Hotel Deals

Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is ￥17,193 per night from May 5 to May 6
￥17,193
per night
May 5 - May 6
8.4/10 Very Good! (1,893 reviews)
"This property is under renovations outside therefore it was very confusing to find the parking and the front doors to the lobby."

Reviewed on Apr 19, 2024

Caesars 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
Fully refundable
The price is ￥18,066 per night from May 6 to May 7
￥18,066
per night
May 6 - May 7
8.6/10 Excellent! (1,004 reviews)
"Great service combined with a spectecular riverside view"

Reviewed on Apr 19, 2024

Holiday Inn Express Windsor Waterfront, an IHG Hotel
DoubleTree by Hilton Windsor Hotel & Suites
DoubleTree by Hilton Windsor Hotel & Suites
4 out of 5
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is ￥17,962 per night from Apr 30 to May 1
￥17,962
per night
Apr 30 - May 1
7.8/10 Good! (1,005 reviews)
"The hotel was everything I expected and more. Beautiful view, close to casino, shopping and restaurant… we didn’t get greeted with our Double Tree cookies but we got them the next day… our suite was the perfect size"

Reviewed on Apr 20, 2024

DoubleTree by Hilton Windsor Hotel & Suites
See all 317 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.

Frequently asked questions

How much does a Windsor vacation package cost?
From as low as , you can customize your Windsor vacation package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Windsor?
Just imagine all the wonderful things you could do in Windsor with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights and hotel into a Windsor vacation package. You have plenty of choice when you book with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 properties around the globe. Whether you’re vacationing with the entire family or traveling solo, organizing a trip to Windsor is better with a package.
Where should I stay in Windsor?
We recommend staying near the action. Many travelers favor hotels within easy reach of popular sights, such as Detroit Windsor Tunnel, Caesars Casino and University of Windsor.
What are the top hotels in Windsor?
Travelers going to Windsor often book Caesars Windsor or Best Western Plus Waterfront Hotel. You’ll find them in Walkerville. Another happening neighborhood is East Windsor. Hampton Inn & Suites by Hilton Windsor and Holiday Inn Express Windsor Waterfront, an IHG Hotel are popular options in this part of town.
How far in advance should I book my Windsor vacation?
Browse Expedia to compare international fares ASAP. In most cases, you can purchase a ticket up to a year prior to departure. If you can’t see your preferred carrier, or you’ve left things to the last moment, don’t despair. Cheap fares to Windsor sometimes emerge just weeks before the date of departure.
What does an Expedia Windsor travel package include?
It comes down to what you want. If you’re traveling by yourself, you might decide to combine flights and hotels. Bringing the entire family to Windsor? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Windsor travel package?
Booking all the parts of your trip together is a simple way to save. Combine your flights, car rentals and hotels into one little package. But it’s not just hotels. Expedia offers all kinds of properties, including vacation rentals such as mountain cabins and city residences. The list is almost endless!
Can I choose my airline with a Windsor Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Just pick your preferred air carrier and put together your ideal Windsor vacation.
If I'm not able to travel, can I cancel my Windsor vacation package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel or change your Windsor vacation package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Windsor

Image for Caesars Casino

Caesars Casino

4.5/5(68 reviews)

Why not try your luck with a visit to Caesars Casino during your time in Windsor? Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.

Caesars Casino
Image for Caesars Windsor

Caesars Windsor

4.5/5(144 reviews)

Why not try your luck with a visit to Caesars Windsor during your visit to Windsor? Stroll along the riverfront or visit the casinos in this vibrant area.

Caesars Windsor
Image for Ambassador Bridge

Ambassador Bridge

4.5/5(4 reviews)

You can learn about the history of Windsor with a visit to Ambassador Bridge. Stroll along the riverfront or experience the great live music in this vibrant area.

Ambassador Bridge

What to do in Windsor

Image for Motor City Ghosts Tour

Motor City Ghosts Tour

￥4,861
Per adult
Motor City Ghosts Tour
Image for Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

￥10,336
Per adult
Roasting Experience at 14th Coffee Co
Image for Detroit: Architectural Beauty and Hidden Gems Walking Tour

Detroit: Architectural Beauty and Hidden Gems Walking Tour

￥19,150
Per adult
Detroit: Architectural Beauty and Hidden Gems Walking Tour
See all activities in Windsor

Other vacations you might like

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