Your Guide To Ontario Culture Days In Windsor Essex
Mainland Canadaβs 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 regionβs digitalΒ CROSSROADS Historical Guides.) And itβs 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
HistoricΒ andΒ hip βΒ no wonder Walkerville was named one of the βcoolest neighbourhoods in North Americaβ not long ago. The hip factor means eclectic boutique shopping, with unique enterprises like famed indie book storeΒ Biblioasis, printmaking and book arts studioΒ Levigator Press, and theΒ Walkerville Artists Collective, sustaining creative culture through local emerging and established artists.
For a sweet or savoury tryΒ The Twisted Apronβs βcomfort food with a twist,β cozyΒ Anchor Coffee House, quirkyΒ Taloola CafΓ©, or the long runningΒ Walkerville Brewery.
Downtown Windsor and Sandwich

Diversity Uncovered
Upstairs youβll findΒ Art Windsor-Essexβs visual arts collection βΒ 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 instanceΒ Artist Alley & Maiden Lane. Formerly a dingy laneway, today its walls are canvasses for some of the big names in street art. Or, head toΒ Windsor Sculpture Park, a veritable outdoor gallery that doubles as a peaceful riverside stroll. Wander in and around striking sculptures by world-renowned artists β some awe-inspiring, some whimsical β some both!
Next stop, Windsorβs Sandwich neighbourhood β former home of pirates, persecuted slaves and the Potawatomi (as well as Odawa and Huron nations). Take theΒ Sandwich Heritage Walking TourΒ to delve into the backstory of one of Ontarioβs oldest settlements. When it comes to interesting walking tours Windsor has no shortage β another of note isΒ Queer Walk, highlighting the history of the cityβsΒ 2SLGBTQAI+Β community.
Windsor

Flavours You’ll Want to Follow
Amherstburg

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

Then thereβs quaintΒ 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 includeΒ Caffeine & Co., Downtown Espresso Café andΒ Flow CafΓ© 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 includingΒ Mettawas Station,Β Green Heart Kitchen,Β Eclectic LoveΒ or theΒ Pelee Island Winery. The winery also has a location on Pelee Island itself, where youβll 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 theΒ 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 βΒ the area is famed for winged creatures. Speaking of, a fifteen minute drive from Leamington brings you toΒ Point Pelee National Park, one of the top birding sites in the world.
Experience another side of Leamington at theΒ Leamington Arts Centre, for visual arts exhibitions, cultural programing and an artistβs cafΓ© and market. (You may also want to dip intoΒ The Art Supply ShopΒ to satisfy your own creative leanings.) Theatre buffs note: Leamington is where youβll find theΒ Bank Theatre, home to theΒ 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 thanksΒ Tourism Windsor Essex Pelee IslandΒ 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.