Discover more in Windsor Essex this fall with a Road Trip – by using one of our pre-designed itineraries, or creating your own using our MyTrip Digital Itinerary Builder.

Whether you’re from Windsor Essex and want to discover more to do in your own backyard, or are planning a visit from out of town for some relaxation and remoteness, we have it all for you here.

COVID-19 has made travel more challenging with not knowing what is open – but rest assured that are businesses are welcoming back visitors with open arms, and welcome them back safely by following locally recommended safety protocols. We have some assets available for you when you start your planning.

  1. Check out our COVID-19 hub for info about Windsor Essex and how COVID-19 has impacted the region.
  2. Check out our What’s Open page for a list of attractions that are currently open to visitors
  3. Check out our Patio & Dining Guide for info on restaurants currently providing patio and take out service
  4. Sign up for our e-newsletter to get details sent direct to your inbox on what’s happening in Windsor Essex


We’re making your next Road Trip super easy – and giving you the chance to WIN your own Road Trip itinerary!

  1. Click on the icons below for some of our pre-planned over night trip itineraries to help you explore Windsor Essex. Use them as they are designed – or use them for inspiration on great places to explore in our region.
  2. Click here for details on how to plan your own day trip itinerary using our MyTrip digital itinerary builder.
  3. WIN your custom road trip itinerary. Just send us the link for your chance to win!

As businesses continue to open, it is more important than ever to support our locally owned businesses. There are strict regulations to enter commercial businesses in Windsor Essex, and strict guidelines establishments need to follow to be open. You can check out our COVID-19 hub for more details.

Our itineraries are easy to use. Just click the ‘Download Here‘ button to explore the itinerary in three easy way – by timeline, by calendar view, or through google maps. You can export the itinerary to your phone, and the itinerary can sync with your phone to take you stop-by-stop along the route.

Check out this weeks featured itineraries:

More resources to help you plan your trip to Windsor Essex: