Explore Your Own Backyard This Summer

Your Windsor Essex Staycation Guide

Bold Red & Blue Skies. City Streets & Country Getaways. Hidden Trails & Open Waters. W.E. have it all in Windsor Essex! There is no better time to plan a staycation in Windsor Essex - a day trip or overnight stay to appreciate you have in your own backyard. We've crafted a ton of trip info to inspire you to stay close to home this summer - including unique offers and experiences!



Head out and explore your backyard this summer with your family & friends – and you could win 1-of-3 staycation packages!

Snap pics out exploring your favourite spots this summer using our digital passes and visitor guide as trip inspiration, then share them with us! Complete the form and send us your pics and you can choose your own adventure and win an overnight staycation package in Windsor, Essex County or on Pelee Island to use in the future! Contest closes on October 31st, 2024.


Flip through our 2024 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 features the largest list of preferred vendors in the region Flip through the digital edition and check out the profiled partners in each section that are eager to welcome you ! Page by page you will find captivating content giving you a great insider view of where to go and what to explore.

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Our no-downloading-needed passports are the perfect way to explore your own backyard and guide you to new or new-to-you attractions and businesses across the region. Check out the passport options below and register to them now (some for FREE) including incentives, gifts and offers to use while you’re visiting each stop.


W.E. Heart Local Digital Pass

  • What To Do: Head out across Windsor Essex including road side stands, shops, growers, producers and markets to find farm fresh products!
  • Number of partners: 70+
  • Reward: Check in at 5 or more locations for gift including W.E. Heart Local swag, a Barrels Bottles & Brews Trail Flight Log tasting pass and the chance to win our $250 grand prize draw

W.E. Bird: Digital Passport

  • What To Do: Spotour feather friends at our 11 recommended birding sites and explore the bird-friendly certified stops along the way
  • Number of partners: 50+

CROSSROADS Historical Guide

  • What To Do: it’s where the past meets the present. Dive into the history of our region at historically important sites including Black History, Indigenous, Prohibition, French, The war of 1812 and Automotive including imagery and vidoes showing then & now of the sites
  • Number of partners: 50

Follow The Flavours

  • What To Do: Explore our cultural diversity with your fork! From Indian to Mexican to Ghanaian and everything in between – the Follow the Flavours pass will guide you to diverse restaurants across the region that tells the cultural heritage of the restaurant through taste.
  • Number of partners: 25+
  • Reward: Check in at three locations and make a purchase, and you’ll instantly receive a $25 gift card from one of the XX participating Follow The Flavours partners


Barrels Bottles & Brews Trail Flight Log

  • What To Do: Purchase your pass and receive a tasting flight offer at five (5) participating locations with your One Day Flight Log or nine (9) participating locations with your Seven Day Flight Log
  • Number of partners: 11
  • Cost: Starting at $25

EPIC Wine Tasting Pass

  • What To Do: Purchase your pass and receive a tasting flight at six (6) of the participating wineries. Passes are valid for 6 months. Receive 4 x 2 oz. tastings at each of the participating
  • Number of partners: 10
  • Cost: Starting at $50



Scroll through the icons below for instant inspiration to plan a staycation in your own backyard this summer! From downloadable itineraries to buyable experiences to digital passports to help guide your way across the region, we’ve got it all in one easy click!



Looking for more trip inspo for the summer? Check out our guides for the most up-to-date info on all things nature and unique experiences!

How visitors are exploring #YQG


Fully appreciate Windsor Essex`s rich and storied history, using our CROSSROADS Historical Guide! Explore landmarks including Willistead Manor and discover what makes our region unique today. Check out our guide at visitwindsoressex.com/crossroads and learn about our role in the War of 1812, the Underground Railroad and more! #YQG #WindsorEssex #DiscoverON #DiscoverYQG #DiscoverCanada #OntSouthwest ...

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Looking for a day of relaxation? Cast your line and reel in fish of all shapes and sizes! The waters in Windsor Essex are sprawling with muskie, perch, walleye and more!🐟 #YQG #WindsorEssex #DiscoverON #DiscoverYQG #DiscoverCanada #OntSouthwest ...

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The Perfect Essex County Adventure 🚴‍♂️🛶🍇

🧇 Start your day off right with a yummy breakfast at @beachhousekingsville! Definitely try the Chicken Bacon Waffle and a Mango Mimosa 🥭

🚴‍♂️ Bike the Chrysler Canada Greenway Trail! You’ll pedal past farms, forests, vineyards, creeks, and quaint villages

🍔 Grab lunch at @themaingrill! The West Coast Burger is a must 🤤🥑

🦋🐢🐦 Check out the diverse wildlife at Point Pelee National Park! Must-do’s at the park include walking to the southernmost tip of mainland Canada, and checking out turtles and birds along the marsh boardwalk 🌿

🍺 Grab a flight of local craft beer at @curedcraftbrewing! Check out their seasonal taps to see what’s new and fresh when you visit 🥨

🛶 Go for a sunset paddle with @peleewingspaddlesports! Kayak along the Erie shore with some of the coolest people we’ve ever met! 🌅

🥞 Grab brunch at @eclecticlovekingsville! You’ve got to try the fungi toast, huevos rancheros, and their fluffy buttermilk pancakes🍹

🌾 Paddle up Cedar Creek with a kayak or a paddleboard from @somewhere_else_experience! The wildlife and peace you’ll find on the creek will make you feel like you’re in the Carolinas 💦

🛍️ Get your shop on at @cindyshomeandgarden and @annasflowers! You’ll find beautiful flowers and plants, and many unique housewares and gift ideas 💐

🍻 Grab a pint and a burger at @bgbrewing! The Chicken Banh Mi is out of this world!! 🤤

🍇 Finish your stay with a tasting at @peleewinery! You can try premium wines that are only available at their Kingsville and Pelee Island locations! 🍷

🏡 While you’re in the county, stay overnight with @diokinns! They’ve got several cute and cozy inns to choose from in Kingsville to call home during your stay 💤

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