Windsor Vacation Packages

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Popular places to visit in Windsor

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?
You might be pleasantly surprised — you could find yourself in Windsor for a mere . Let Travelocity save you time and money with our fantastic vacation packages. With flights, hotels and tours all available at our one-stop shop, what are you waiting for?
How long should my Windsor vacation be?
Your Windsor vacation can be as long or as short as you like, but many travelers stay roughly 2 nights. Like to veer off the beaten path and discover some less touristy sights? Book a couple more nights and see a different side of this destination.
Where can I get the best vacation package deals for Windsor?
You’ll discover a tempting selection of Windsor package deals on Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, putting together the perfect vacation will be a piece of cake.
Why should I purchase my Windsor vacation package via Travelocity?
From our 24/7 customer support to our range of enticing destinations, we are dedicated to giving you the most unforgettable vacation. All you need to do is click and book — our Price Match Guarantee will ensure you get the cheapest price.
Can I save money on my Windsor car rental if I bundle it with hotels and flights?
Sure can. And our Windsor vacation packages will help you do it. With just a few clicks you can save money as well as time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Add a few tours to your package and make savings on those too.
What is the best time of year to go to Windsor?
If you’re eager to wander wisely, is a great time to do it. That’s when room rates tumble. In contrast, prices are highest around . May, July and August are the most popular months to visit Windsor, so expect long lines for top attractions. Hoping to travel outside high season? You’ll find sparser crowds in December, January and February.
Which airport is best for Windsor?
Windsor Airport (YQG) is where many visitors touch down. It’s located 5 mi southeast from inner Windsor. Alternatively, check out the fares to Chris Hadfield Airport (YZR), which is 60 mi away from central Windsor.
What is there to do in Windsor?
While veering off the tourist trail is rewarding, you really shouldn’t miss the popular sights that make a place famous. Detroit Windsor Tunnel and Caesars Casino are a couple of them in Windsor.
Where should I stay when visiting Windsor?
If you’re after a place to lay your head, consider the Comfort Inn & Suites Ambassador Bridge. It’s the top pick for many travelers.