Labour Day weekend events in Detroit/Windsor 2015

The Detroit Jazz Festival | Flickr
The Detroit Jazz Festival | Flickr

This Labour Day weekend in Detroit/Windsor for 2015 will be sure to keep you busy! Be it jamming out at the Jazz Festival, indulging at one of the many food & drink festivals going on, or even travelling back in time; there is certain to be something for everyone on both sides of the border, city folk and country folk alike.

For a full list of events, check out our Events page.


The Detroit Jazz Festival– The Detroit Jazz Festival returns for its 36th year. It’s one of the year’s premier events that showcases Detroit’s authentic cultural flair. Whether you’re a hardcore jazz fan or not you’ll find an appreciation for the history and longevity of Detroit’s jazz scene. From Campus Martius Park to Hart Plaza and Detroit’s International RiverWalk you’ll find big names in the industry—think Terence Blanchard, Ramsey Lewis and Pat Metheny. The world’s biggest Jazz festival is one that is not to be missed!

Arts Beats & Eats– Do you prefer arts, beats or eats? Never mind choosing; have all three at one of the state’s favorite cultural fests. Enjoy the work of artists from around the country, listen to the music of local and other musicians across 9 stages, or indulge in various foodstuffs offered by the many food stands.

Michigan State Fair– Cooking demos. Racing pigs. Carnival rides. Shopping. There’s only one place you can do it all: the Michigan State Fair. Since 1840, the Michigan State Fair is one of the oldest such events in the country.

Harrow Fair– Essex County’s answer to the Michigan State Fair. Highlights include a midway, bingo tent, pie tent, crafter’s alley, machinery, mom calling contest, teddy bear parade, children’s entertainment, tractor pull, lawnmower races, horse show, pie eating contest, Pie auction and of course all Canadian nightly musical entertainment.

Food & Drink

The Rum Runners’ Tour– The Rum Runners Tour takes you back in time to that infamous period known as The Roaring Twenties. This live action tour tells the story of prohibition and Windsor’s connection to Chicago gangsters like Al Capone and Detroit’s Purple Gang. At several locations you’ll disembark the bus to intermingle with the characters and lunch will be served at one of their famous haunts.

Drinks of Walkerville Walking Tour– Selected as an Ontario Signature Experience, this walking tour offers a jaunt through historic Old Walkerville, the town that Canadian Club built. Learn about the architecture as well as some well known and not so well known tales associated with the neighbourhood. Walk through the hallways of Hiram Walker’s Distillery, home of Canadian Club whiskey, then be brought through the history and brewing process of Walkerville Brewery. All this before finishing off the tour of the street art at The Willistead Restaurant.

For Art’s Sake: Wine and Paint– Travel to Colio Winery in Essex County to explore your inner artist and wine connoisseur. Create a canvas painting to take home all the while sampling the finest wines that this region has to offer.

This is a Windsor Event – Join Craft Heads’ Brewery as they celebrate the release of their latest creation: The Prohibition Pale Ale. With an alcohol content of 5.19% this is truly a Windsor beer to be proud of.


You can find more events at our Events page. Have an event that you would like to see added to this list? Send us the info here.


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