Your Guide To Ontario Culture Days In Windsor Essex
Mainland Canadaโs southern-most destination offers both urban diversity and country charm, with Indigenous, Francophone and Black-Canadian histories contributing to rich cultural experiences. (You can get a leg up on the past via the regionโs digitalย CROSSROADS Historical Guides.) And itโs a must for appreciators of good food, since a temperate climate plus a long growing season equals farm-to-table delights, which pairs beautifully with a flourishing wine industry.
Walkerville

Distilling History
Historicย andย hip โย no wonder Walkerville was named one of the โcoolest neighbourhoods in North Americaโ not long ago. The hip factor means eclectic boutique shopping, with unique enterprises like famed indie book storeย Biblioasis, printmaking and book arts studioย Levigator Press, and theย Walkerville Artists Collective, sustaining creative culture through local emerging and established artists.
For a sweet or savoury tryย The Twisted Apronโs โcomfort food with a twist,โ cozyย Anchor Coffee House, quirkyย Taloola Cafรฉ, or the long runningย Walkerville Brewery.
Downtown Windsor and Sandwich

Diversity Uncovered
Upstairs youโll findย Art Windsor-Essexโs visual arts collection โย evolving for eighty-some years. The aptly named AWE is known for presenting striking contemporary work (as well as its fabulous skyline views of Detroit).

Art al fresco is everywhere in Windsor, for instanceย Artist Alley & Maiden Lane. Formerly a dingy laneway, today its walls are canvasses for some of the big names in street art. Or, head toย Windsor Sculpture Park, a veritable outdoor gallery that doubles as a peaceful riverside stroll. Wander in and around striking sculptures by world-renowned artists โ some awe-inspiring, some whimsical โ some both!
Next stop, Windsorโs Sandwich neighbourhood โ former home of pirates, persecuted slaves and the Potawatomi (as well as Odawa and Huron nations). Take theย Sandwich Heritage Walking Tourย to delve into the backstory of one of Ontarioโs oldest settlements. When it comes to interesting walking tours Windsor has no shortage โ another of note isย Queer Walk, highlighting the history of the cityโsย 2SLGBTQAI+ย community.
Windsor

Flavours You’ll Want to Follow
Amherstburg

Quest for Freedom
Itโs also a site that marks Canadian independence from the United States, given its significant role in the War of 1812.ย Fort Malden National Historicย site (open seasonally) was built in 1795 by Great Britain to rebuff potential American invasions. Today the fortโs costumed interpreters and demonstrations of fort life bring the past into your present. And, if youโre curious about the lives of civilians, theย Park House Museumย shares the heritage of the town and its people.

Then thereโs quaintย Gibson Gallery, located in a former historic railway station and showcasing the work of Essex County artists. Should you be craving a coffee break, local favourites includeย Caffeine & Co., Downtown Espresso Cafรฉย andย Flow Cafรฉ and Bikes.
EPIC Wine Route

The Mediterranean of Canada
Kingsville

Go South

To experience some of that farm-to-table goodness for yourself consider stopping at local spots includingย Mettawas Station,ย Green Heart Kitchen,ย Eclectic Loveย or theย Pelee Island Winery. The winery also has a location on Pelee Island itself, where youโll find seven-hundred acres of vineyards and an opportunity to learn all things wine, from growing grapes to making corks. (Not to mention a chance to sample the results of 150 years of winemaking expertise.)
Leamington

Tomatoes and Tamales
Walk a more literal trail at theย Caldwell First Nation Boardwalk, a 10,000 square foot boardwalk overlooking Sturgeon Creek. Wind your way through turtle nesting ponds and monarch gardens, likely accompanied by bird song โย the area is famed for winged creatures. Speaking of, a fifteen minute drive from Leamington brings you toย Point Pelee National Park, one of the top birding sites in the world.
Experience another side of Leamington at theย Leamington Arts Centre, for visual arts exhibitions, cultural programing and an artistโs cafรฉ and market. (You may also want to dip intoย The Art Supply Shopย to satisfy your own creative leanings.) Theatre buffs note: Leamington is where youโll find theย Bank Theatre, home to theย Sun Parlour Players Community Theatre, a beloved local troupe whose history dates back to the 1950s. The Bank itself, which also presents concerts and special events, is located in a yep, you guessed it, former bank, built circa 1850.
This guide represents a weekend-long experience, highlighting one of the many wonderful destinations in the area.
Ontario Culture Days thanksย Tourism Windsor Essex Pelee Islandย for their support and assistance with this ON Culture Guide to Toronto Theatre. All editorial decisions were made at the sole discretion of Ontario Culture Days staff.
This guide was written by Li Robbins.