Plenty of Halloween events are taking place in Windsor-Essex this weekend, and film festival organizers are getting ready to welcome thousands of movie-goers. The Windsor International Film Festival is still a week away, but it’s a great time to plan ahead for the event Oct. 29-Nov. 8, as tickets are selling fast. The popular 11-day celebration of cinema includes a program of 232 feature films from 55 countries across more than 300 screenings. Here’s a look at local events Oct. 22-25, 2026: Halloween events: Trick or Treat at the Village Thursday, October 22. 5pm - 8 pm. Join us, along with local first responders and other community partners October 22nd for Trick or Treat at the Village at The Zekelman Safety Village LaSalle Trunk or Treat Get your costumes ready for a spooktacular afternoon at LaSalle Truck or Treat on Saturday, October 24, from 12:00 pm to 4:00 pm at the Vollmer Complex, 2121 Laurier Parkway. LaCasse Park Trunk or Treat Saturday, October 23. 5:30 p.m. - 7:30 p.m. Come out to the Optimist Trunk or Treat, where 30+ local businesses are ready to fill your bags with candy — all in one park! Family Halloween Spooktacular Gather up your little ghosts and goblins for a Family Halloween Spooktacular, presented by In Honour of the Ones We Love, Enwin Utilities, & AM800 - Sunday October 25th from 11 am to 2pm at the Ciociaro Club Pavilion -where you can eat, drink, and BE SCARY! Spooky paint & sip at awe Thursday October 22nd – 6:30pm to 8:30pm Art Windsor Essex | 401 Riverside Dr. W., Windsor | More Details Family Monster Mash Friday October 23rd 6pm to 8pm Lakeside Park Pavilion | 315 Queen St, Kingsville | More Details Museum Windsor Presents: Duff Baby House Haunted Tour Friday October 23rd – 7:00 pm to 9:00 pmDuff-Baby House | 221 Mill St., Windsor | Call: 519-253-1812 Halloween Candlelit Tours at Parkhouse Museum Friday October 23rd – Saturday October 24thParkhouse Museum | 214 Dalhousie St | Call: (519) 736-2511 | More Details The Witching Hour Murder Mystery Friday October 23rd – Sunday October 25th Canadian Transportation Museum and Heritage Village | 6155 Arner Townline, Kingsville | More Details Sandwich town Theatrical Ghost Stories October 23rd Sandwich Town, Windsor | Tickets Spooky Jane’s Walk October 23rd, 24th Various Locations across Windsor Essex | More Details Sandwich town ghost tour October 24th, 31st Sandwich Town, Windsor | Tickets Reapers Gate home haunt October 24th-25thOctober 25th(No Scare Days)3150 California Ave | More Details FALL craft show & trick or treat Saturday October 24th – 10am – 2pm WFCU Centre | 8787 McHugh St., Windsor| More Details Halloween Edition – Murder at Water’s Edge: Stand-Up Comedy Murder Mystery Saturday October 24th – 8pm to 10pm Water’s Edge Event Centre | 2879 Riverside Dr. E., Windsor| More Details Halloween Extravaganza Saturday October 24th – 10am-5:30pm Thiessen Orchards | 400 Talbot Road East, Leamington | More Details Nightmare on Ouellette at Wild Child Nightlife Saturday October 24th – 10pm to 2am Wild Child NightLife | 527 Ouellette Ave, Windsor | More Details Into the Void Market: Dark Harvest Saturday October 24th – 12:00pm to 6:00pm St Cyril’s Slovak Centre | 1520 Chandler Rd, Windsor | More Details STILL GOT IT: Halloween 30+ Disco Inferno Day Party Saturday October 24th – 4:00 pm to 9:00 pm Disco Inferno | 29 Park St W., Windsor | More Details Soo Greyhounds V.S. Windsor Spitfires – Halloween Game Saturday October 24th – 7:05pm WFCU Centre | 8787 McHugh Street |Tickets Witches paddle at urban surf – sold out Saturday October 24th Urban Surf Co. | 55 E Pike Creek Rd, Windsor |Learn More Halloween hallows Sunday October 25th – 12pm – 4pm Cooper’s Hawk Winery | 1425 Iler Rd, Harrow | More Details Hallowine afternoon Sunday October 25th – 11am – 6pm Vivace Estate Winery | 5141 Concession Rd 5 N, Amherstburg | More Details Hallowoof Fun Run & Walk Sunday October 25th – 10:00 am to 2:00 pm Malden Park | 4200 Malden Rd., Windsor | More Details Other events: The Perfect Pouring Dinner Series: The Art of Autumn Thursday October 22 7:00 pm After a little summer hiatus, our Perfect Pouring Dinner Series returns with The Art of Autumn, an evening of great food, great beer, and the kind of pairings that make you stop mid-bite and go back for another sip. Wines For The World Friday October 23 6:00 pm Experience wines from our local wineries and sample culinary delights from our region’s restaurants. Craft beer will also be featured this year. Enjoy the music of Oxley Duo. There will be a silent auction and winery gifts baskets and restaurant gift certificates will be raffled. Fort Malden by Candlelight Friday October 23 to Saturday October 24 Explore candle-lit buildings and listen to stories of the soldiers who lived at Fort Malden over 200 years ago. Windsor Lancers Hockey Friday October 23 7:30 pm Catch the Windsor Lancers in action as they take on Ottawa at Adie Knox Herman Arena. Jeff Leeson: Only Gonna Say This Once Comedy Tour Friday October 23 8:00 pm Internationally touring comedian Jeff Leeson comes to Windsor for a night of live stand up comedy you will never forget! WSO Goes Country with Genevieve Fisher Saturday October 24 to Sunday October 25 Experience the energy of modern country music and live symphonic performance as Genevieve Fisher joins the Windsor Symphony Orchestra for a powerful evening of country favourites and original songs. Lakeside Market Saturday October 248:00 am to 1:00 pm Don’t miss the Lakeside Market! Downtown Windsor Farmers’ Market Saturday October 249:00 am to 2:00 pm Discover fresh local produce, artisan foods, family fun, and community events at the Downtown Windsor Farmers’ Market. North Star High School PUMPKINFEST ‘26 Saturday October 249:00 am to 3:00 pm We are continuing with Western’s Pumpkinfest only we have made it bigger and better! Pumpkins Treats and Treasures Market Saturday October 2410:00 am to 2:00 pm Mark your calendars and come join us at St. Paul’s Anglican Church in Essex! Windsor Lancers Hockey Saturday October 24 4:00 pm Catch the Windsor Lancers in action as they take on Ottawa at Adie Knox Herman Arena. Gatsby Murder Mystery Dinner Cruise Saturday October 245:00 pm to 9:00 pm Murder is on the Menu for this Gatsby themed voyage. Breweries Cideries & Distilleries Movie Trivia With Mack Flash at Walkerville Brewery Saturday October 247:00 pm to 9:00 pm From cult classics to modern blockbusters, are you ready to test your film knowledge? Soo Greyhounds V.S. Windsor Spitfires – Halloween Game Saturday October 24 7:05 pm Get into the Halloween spirit with costumes, candy, and hockey! Head on out to the WFCU Centre, for an exciting OHL Matchup as the Spitfires matchup against one of their rivals the Soo Greyhounds! Dreamer: The Supertramp Experience Saturday October 24 8:00 pm Dreamer - “The Supertramp Experience” delivers a world-class show that includes authentic instrumentation, including vintage keyboards and live horns. Rad Sports Card And TCG Show Sunday October 2510:00 am to 4:00 pm The Rad Sports Card And TCG Show returns to the St. Clair College SportsPlex! Lakeshore Helping Lakeshore’s 2nd Annual Craft & Gift Show Sunday October 2510:00 am to 4:00 pm Come on out to support local artists and small businesses. Rum Runners Tour – SOLD OUT Sunday October 2511:00 am to 5:00 pm Hop aboard for a 4-hour thrill ride filled with gangsters, rumrunners, comedy, music, and a lively speakeasy lunch show. Lakewood Mini Market Sunday October 2511:00 am to 3:00 pm Join us on the Plaza for a vibrant mini market featuring local vendors, handmade goods, delicious treats and so much more! The Plaza is in Lakewood Park South, is free to attend, and is family and pet friendly. Leamington Raceway Horse Races Sunday October 25 1:00 pm Head out to the Leamington Raceway for a thrilling day filled with excitement and lots of fun! Fall Leaf Garland — Printmaking Art Workshop for All Ages Sunday October 251:30 pm to 3:00 pm Create a beautiful fall leaf garland using fun printmaking techniques! A creative family workshop for kids and adults Essex County Black Historical Research Society Walking Tours Sunday October 25 3:00 pm Join us for a free walking tour in Jackson Park to explore the new Windsor Emancipation Celebration Monument and Windsor’s Emancipation history! Jazz Night at the Brewery Sunday October 256:00 pm to 9:00 pm Join us on the last Sunday of the month from 6-9PM to enjoy some silky-smooth live jazz by The Coffee House Combo! Our taproom and kitchen will be open late to satisfy your cravings while enjoying some toe tapping tunes with charcuterie menu features on Jazz Nights!
