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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.

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Windsor Vacations

Windsor, Ontario, shares its booming industrial past with its sister city across the river, Detroit. Nowadays, this quiet Canadian city is known for nature more than machines. Windsor becomes more reminiscent of its roots as a French agricultural town daily, as tourists embark on Windsor vacations for a piece of economical serenity. Known for its proud multicultural population, Windsor's small-town feel but big city cosmopolitanism make for an ideal combination.

Major Attractions

Simply strolling through Windsor and stopping in all the cultural shops and restaurants is attraction enough. Start in downtown and head east to visit the North African and Middle Eastern neighborhoods, west to taste some Asian influences, and south to experience Windsor's Little Italy. Don't miss the Serbian Heritage Museum for more multicultural fun, and Willistead Manor for a taste of Windsor's sophisticated past. Head to the Dieppe Gardens by the river for a relaxing environment and extraordinary view of Detroit's skyline. And no vacation in Windsor is complete without visiting Odette Sculpture Park, heralded as an outdoor museum.

Recurring Events and Festivals

Reflective of its multicultural atmosphere, Windsor has a variety of festivals throughout the year. Patriotic people should search for Windsor vacation packages in July to experience the Windsor-Detroit International Freedom Festival, a joint celebration of Canada Day and American Independence day. Later in July is Bluesfest International, a fantastic event showcasing local music which appeals to music lovers everywhere. But the most famous festival of all is the Windsor Emancipation Celebration Festival in early August. In the past, more than a quarter million people flocked from all over to attend this event in Windsor, the largest of its kind. While the event is no longer quite so huge, it still has all the wonders and fervor of years past.

Windsor hotels will put you in the center of the action, close to all that this post-industrial Canadian gem has to offer. Search for Windsor rental cars on Travelocity and benefit from the Travelocity Price Guarantee. We'll match a lower price and refund the difference!

Frequently asked questions

How much are vacation packages to Windsor?
With Travelocity vacation packages, you can experience the sights and sounds of Windsor for as little as . Flights, hotels and experiences — we’re a one-stop shop for all of them. You can save some cash just by combining your bookings together. With everything taken care of before leaving, you won’t have a care in the world.
How long should my Windsor vacation be?
There are no firm rules for how long your vacation in Windsor should be, but most travelers decide to stay around 2 nights. Got some flexibility with your departure date? Extend your escape by an extra night or two. Then you’ll have plenty of time to discover the area’s off-the-beaten-path gems as well.
Where can I get the best vacation package deals for Windsor?
Travelocity has everything you need to score an amazing Windsor package deal. Select from as many as 400 airlines and 1,000,000 properties all over the globe and craft a vacation package that’s perfect for you. With so much choice, you’ll have plenty of inspiration for your next great adventure.
Why should I purchase my Windsor vacation package via Travelocity?
Because you’ll never wander on your own if you book your trip with us, and we offer 24/7 support and high-quality service to boot. Add to that our Price Match Guarantee and a massive range of experiences to choose from. We’re here to make your daydreams a reality.
Will I save money on my Windsor car rental if I bundle it with a hotel or flight?
You can with our Windsor vacation packages. With one of these, there are loads of ways to stretch your budget further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings start to pile up. With your own ride, all the attractions around Windsor are just a road trip away.
What is the best time of year to go to Windsor?
You’ll be able to sidestep the crowds and save some cash in , the quietest period for tourism. The high season months of are livelier (and more expensive), but more will be happening around Windsor. Book a hotel in and you’ll get the best value for your dollar. Room rates tend to be costlier in .
Which airport is best for Windsor?
You have two options for flying into Windsor, starting with Windsor Airport (YQG). It’s roughly 5 mi from downtown, while Chris Hadfield Airport (YZR) is 60 mi away from central Windsor.
What is there to do in Windsor?
Windsor has plenty of places to discover, like Caesars Casino and Detroit Windsor Tunnel. These renowned attractions are on most tourists’ travel schedules.
Where should I stay when visiting Windsor?
If you’re after somewhere to lay your head, take a look at the Holiday Inn Express Windsor Waterfront, an IHG Hotel. It’s the top choice for many travelers.
Can I go on vacation to Windsor at this time?
Get all the info you need to know about travel restrictions and quarantine policies before you head for Windsor. Our Covid-19 Travel Advisor is full of advice to help make your vacation as smooth and carefree as possible.