Your Windsor Essex Staycation Guide
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!
- Brews, spirits & cider lover pass
- Cost: starting at $25
- 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!
EXPLORE OUR ITINERARIES
Food & Drink
Market Days & Open Air Nights: A Weekend Day Date
Sip & Shop: A Girls Shopping Escape
Food & Drink
Bold Reds & Blue Skies: An EPIC Wine Tour
Food & Drink
Market Days & Open Air Nights: A Weekend Day Date
Sip & Shop: A Girls Shopping Escape
Food & Drink
Bold Reds & Blue Skies: An EPIC Wine Tour
ADDITIONAL GUIDES
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!