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It’s the Summer of the Staycation – and this summer we want you to stay in Windsor Essex and enjoy everything in your own backyard.

As businesses continue to open, it is more important than ever to support our locally owned businesses. From restaurants and bakeries to boutique shops and markets, our local businesses need your ongoing support.  There are regulations and guidelines everyone need to follow to be keep people safe. You can check out our COVID-19 hub for more details. 

We’re making it super easy for you to plan – as well as giving you the chance to WIN your own staycation day trip itinerary.

  1. Click on the icons below for some pre-planned day trip itineraries to help you explore Windsor Essex.
  2. Click here for details on how to plan your own day trip itinerary using our MyTrip digital itinerary builder.
  3. WIN your custom day trip itinerary worth $500. Just send us the link for your chance to win!

This week we’re featuring our entertainment itineraries. Check back weekly to see new ideas! 


Our itineraries are easy to use. Click on any of the icons below to see all our suggested 1 day itineraries for locals to explore their own back yard. Select an itinerary then 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 step-by-step and minute-by-minute to each stop.

All of our itineraries are designed as day trips – but you can easily add an overnight stay to make it a true staycation. Check out all of our hotel options by clicking here – and just add your reservations details into your itinerary before you export it!


Get rewarded when you stay in a Windsor and book a 2+ night trip to Windsor now – and you’ll get rewarded for your stay.

Click today and book a 2+ night stay through October 31st, 2021 at a qualifying hotel in Windsor and you’ll instantly be rewarded at check in with $75 in upgrades, including a $50 VISA gift card valid at any City of Windsor business plus a $25 Windsor Pizza Club gift voucher valid at Arcata Pizzeria, Armandos Cabana Road or Capri Pizzeria Dougall Avenue.

You’ll also get rewarded for stays in the county, including qualifying hotel stays in:

  • Kingsville and receive a $50 in Eat Drink Dine Kingsville voucher
  • Lakeshore and receive $50 in Belle River BIA dollars
  • Leamington and receive a $50 VISA gift card valid at any Leamington business

Book today – supplies are limited. Black out dates and other restrictions may apply. Tourism Windsor Essex Pelee Island may cancel this promotion at any time. Click here for additional details and restrictions.

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

Additional Resources

Additional Resources

Use these resources to help plan your trip! Our top picks feature our Official Staycation Guide, blogs, promotions, special event guides, offers and much more!


Looking for a #grainfree, #glutenfree and #dairyfree treat? Get yourself over to @mindfulbakehouse in @town_of_lasalle and have your pick of the delicious treats filling their counter and freezer! #YQG #DiscoverYQG #WindsorEssex #DiscoverON #DiscoverCanada #OntSouthwest #foodie #dineyqg ...

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Extend your golf season with a trip to @urescountrykitchen for a round on their mini golf course! Grab breakfast first or celebrate with an ice cream cone after to round out the day!!#WindsorEssex #YQG #DiscoverYQG #DiscoverON #OntSouthwest #DiscoverCanada #YQGstaycation ...

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Did someone say pie?? Grab yours whole or by the slice with a visit to @riversidepiecafe! Choose from both savoury or sweet options and we guarantee you won't regret whatever you pick! #WindsorEssex #YQG #DiscoverYQG #DiscoverON #OntSouthwest #foodie #dineYQG ...

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