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 hotel + flight trips in Walkerville

Windsor Hotel Deals

Stonecroft Inn
Stonecroft Inn
3 out of 5
3032 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is NT$3,432 per night from May 19 to May 20
NT$3,432
per night
May 19 - May 20
9.4/10 Exceptional! (1,270 reviews)
"Room was fresh and clean"

Reviewed on 2024/5/14

Stonecroft Inn
Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is NT$3,802 per night from Jun 9 to Jun 10
NT$3,802
per night
Jun 9 - Jun 10
8.2/10 Very Good! (1,933 reviews)
"Valet parking was difficult to find and valet attendants did not provide any direction about checking in until asked despite mentioning that we had never been here."

Reviewed on 2024/5/12

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 NT$3,601 per night from May 20 to May 21
NT$3,601
per night
May 20 - May 21
8.6/10 Excellent! (1,000 reviews)
"Facility is well kept and immaculate."

Reviewed on 2024/5/12

Holiday Inn Express Windsor Waterfront, an IHG Hotel
See all 320 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 vibrant 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 Windsor Riverfront

Windsor Riverfront

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

Windsor Riverfront

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.