Explore Your Own Backyard This Fall

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 fall- including unique offers and experiences!

SNAP YOUR PICS & WIN

Head out and explore your backyard 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.

CHECK OUR OUR VISITOR GUIDE

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.

USE OUR PASSPORTS

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.

REGISTER FOR YOUR PASS

Click any of the icons below and scroll to the pass icon to register for your pass today – and get exploring Windsor Essex on a self guided experience!

Eyes On Art Pass

Arts lover pass
Cost: FREE
220+ locations
Win a $100 Coffee Culture Gift Basket

W.E. Heart Local Pass

Foodie lover pass
Cost: FREE
70+ partners
Win tasting passes, swag & more

W.E. Bird Digital Pass

Outdoor adventure pass
Cost: FREE
50+ locations

CROSSROADS Historical Guide

Cultural pass
Cost: FREE
50+ locations

Follow The Flavours

Foodie lover pass
Cost: FREE
25+ locations
Win a $25 gift card

Flight Log Tasting Pass

Brews, spirits & cider lover pass
Cost: starting at $25
12 locations
Exclusive tasting flight offers

EPIC Wine Pass

Wine lover pass
Cost: $50
12 locations
Exclusive tasting flight offers

ROAD TRIP INSPIRATON

Scroll through the icons below for instant inspiration to plan a road trip in your own backyard this fall! 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!

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