Windsor Events Calendar

Looking for something to do in Windsor? Whether you're a local, new in town or just cruising through we've got loads of great tips and events to offer. Find out what’s on in Windsor with our regularly updated events calendar featuring the best upcoming events in Windsor and the area.

This guide lists events at a glance, showing what’s on each month. See the highlights of What’s On for Windsor, featuring the best of things to do in Windsor – Live Music and Gigs, Family Events, Art & Culture, Food & Drink and much more. Windsor fundraisers and charity events.

Important This Event Calendar is not maintained on a daily basis and some events may have changed dates or are no longer happening. Please double-check the event websites for the most up-to-date information.

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Windsor Comedy Club PROSHOW: Valentines Day Weekend

17 February @ 8:00 pm - 10:00 pm


Brewing for comedy PROSHOW at Windsor Comedy Club

Love is in the air, and so is laughter! Join us at Windsor Comedy Club for a special Valentine’s Day Weekend Showcase on February 16th & 17th.

Doors open at 7:30 PM, with craft brews, cocktails and music until 8:15 PM.

The show kicks off promptly at 8:30 PM, featuring a full Pro showcase lineup that guarantees an evening of unforgettable comedy.

Skippy Rose, club regular, steps into the spotlight with comedic charm. Jessica Percy, host of T.M.I. With Jessica Percy, brings her sharp wit and humor to the stage, setting the tone for a night of laughter. Special guest Sandie Slay makes her pro show debut, promising a fresh comedic style that’s sure to leave an impression.

Peggy Beattie, a fearless and fresh comedian from the northern suburbs of Detroit, tackles the ridiculousness of the world and her own version of crazy. She’s been an emcee at Mark Ridley’s Comedy Castle and recently made it to the finals at Mark Ridley’s Detroit to LA contest, earning the Judges’ choice! Peggy has performed in shows across Michigan, from the Comedy Experiment in Dexter to Little Camille’s By The Bay in New Baltimore. She also opened for the hilarious “Last Comic Standing” finalist, Rocky Laporte at Traverse City Comedy Club.

Closing the show is Brett Mercer, a Detroit comedy veteran who has been performing since 2014. He’s entertained audiences in bars, coffee shops, living rooms, recycling centers, and occasionally, comedy clubs all over the country. Brett is one of the hosts of the long-running comedy podcast Big Time Garbage and has performed at Motor City Comedy Festival (Detroit), Whiskey Bear comedy festival (Columbus), and Let’s Fest (Fort Wayne). He has shared the stage with comedy greats like Paul F. Thompkins, Andy Kindler, Todd Barry, and Rory Scovel.

Limited seating is available, so secure your tickets now for a full Pro showcase night of love and laughter!

Welcome to the Windsor Comedy Club, located inside Craft Heads Brewing Company! A staple in Windsor Comedy since 2015, in the heart of Downtown Windsor, Windsor Comedy club is home to a variety of shows including “Brewing for Comedy Tuesdays”, One Night only special events and “Brewing for Comedy Proshows” with national/international touring acts. For aspiring comedians, don’t miss our “Amateur Hour Open Mic” where fresh talent take the stage. For all our events and info, go to our website,

Standup comedy lives in Windsor#discoverYQG #beerfortheadventourus #DowntownWindsor


17 February
8:00 pm - 10:00 pm
Event Category:


Craft Heads Brewing Company
89 university ave west
Windsor, N9A 5N8 Windsor
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