Road Trip to Windsor

Visit Windsor this Summer

Get together with your friends and plan a road trip to Windsor Essex this year - Canada's southermost destination some of Canada's best kept secrets! Check out highlights below of the best ways to plan your trip - from easy-to-download itineraries to inspiring blogs to unique & one-of-a-kind to make a memorable escape.


Bold Red & Blue Skies. City Streets & Country Getaways. Hidden Trails & Open Waters. W.E. have it all in Windsor Essex!ย  A diverse, yet highly inclusive destination, here your time is well spent, as you explore an abundance of opportunities in Canadaโ€™s southernmost region. ย A region which is brimming with breathtaking views and charming districts meant to captivate you as you adventure by pedal, by paddle, by car or by foot. Part of our unique dynamic is just how well we pair so many of our experiences.


By plane, train, or automobile, we’re easy to get to!

  • We’re just a 45 minute flight from Billy Bishop or Pearson airports by either Air Canada or Porter Airlines. Click here for more details..
  • Looking to take the train? ViaRail has 4 trains daily to get you here in comfort, and the train station is located a short cab ride from downtown, or a 2.5km walk to our downtown core along our beautiful waterfront trails.
  • Windsor is the start of Canada and the 401! Take a road trip and you can be to downtown Windsor from Toronto in under 4 hours.

A bonus of Windsor is that we’re a two nation destination with two international border crossings. If you’re looking to cross into the US you can take either the Detroit-Windsor Tunnel or the Ambassador bridge. Click for details on our border crossings.



Flip through our 2023 Official Visitor Guide for all the MUST DO while you plan your trip!

Our guide features easy-to-read itineraries, must-do lists from our preferred partners, and gives you an inside look of Windsor Essex the way locals live it.

You can also CLICK HERE to request a print copy of the guide to be mailed directly to you in advance of your trip later this year.

Our 2023 Official Visitor guide also features the largest list of preferred vendors in the region to visit during your trip. Flip through the digital edition and check out the profiled partners in each section sorted by Play (Outdoor Adventure), Eat (Food & Drink), Stay (Accommodation Partners), Do (Entertaining Adventures) and See (Arts & Culture) that are eager to welcome you when you plan your next road trip to our region! Page by page, you will find captivating imagery and content from local experts, giving you a great insider view of where to go and what to explore. Speaking of the way W.E. live it, check out the โ€œBest of Windsor Essexโ€ on page 10 or at, featuring the areaโ€™s top places to dine, shop, stay, and explore as voted by locals.






Explore All Buyable Experiences



From four diamond experiences to quaint hotels & bed and breakfasts, we have a bed for all types of heads. Check out some of our great options, including:

If you’re looking for a place to stay in Windsor Essex click here.



If you wanna stay up to day on our region you can also sign up for our newsletter to get info, details and more about our region directly to your inbox.

How visitors are exploring #YQG


Have you spotted the Tufted Titmouse since it was named the official bird of @citywindsoron? ๐Ÿฆ If not, what are you waiting for!? Head out and find our winged friend today! #YQG #WindsorEssex #DiscoverOn #DiscoverCanada #DiscoverYQG #OntSouthwest #birding


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Today is #NationalWaterAFlowerDay! Celebrate by checking out all the beautiful gardens spread out across Windsor Essex #YQG #WindsorEssex #DiscoverOn #DiscoverCanada #DiscoverYQG #OntSouthwest #flowers

๐Ÿ“ธ @chelsealo3

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Windsor Essex comes to life during patio season. โ˜€๏ธ Browse our Patio Guide on our website to find all the best places to have food & drinks outside, including these great options:

๐Ÿบ GL Heritage Brewing Company
๐Ÿป @frankbrewingco
๐Ÿฝ @stonehouse1891
๐Ÿด @shop.pressuredrop

#DiscoverYQG #OntarioTravel #ExploreOntario #TravelInspiration #Patios

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