A large masquerade ball is returning to Windsor this weekend, along with more screenings at he Windsor International Film Festival. Here’s what’s happening in Windsor-Essex from Nov. 5-8, 2026 Carnival Noir: Dream Evil Saturday November 7 to Sunday November 8 Dive into a sea of dreams... or nightmares. Ontario’s largest dark fantasy masquerade returns for its fourth iteration: DREAM EVIL. Leamington Comic Jam Thursday November 5 6:00 pm to 8:00 pm Join us at the LAC for our monthly comic jam, happening the first Thursday of every month from 6-8pm! Sniff Night 2-The WIFF Volunteer Appreciation Showcase Thursday November 5 7:30 pm to 8:00 pm The WIFF Volunteer Appreciation Showcase features fresh, experimental formats and top-tier live stand-up. WIFF Daily Screenings – Friday November 6th Friday November 6 Check out todays feature films at WIFF - Canada’s largest volunteer run film festival happening in downtown. 11 days - 232 films - 300+ screenings Lighted Tractor Parade Friday November 6 4:30 pm Harrow farmers, fire dept and others come together for a lighted parade. Celebrate Essex County’s agricultural heritage at this popular winter tradition. Fall Fire Fridays – Chris Bollister Friday November 6 5:00 pm to 8:00 pm They’re back! Fall Fire Fridays start October 9. Patio dinners that run a little later and a little cozier, with something to sip while the sun goes down. Live music every Friday from 5 to 8. The Bank Theatre Presents: Farce of Habit! Friday November 6 to Sunday November 8 The second play in the Wilburn family trilogy brings us back to the Reel ‘Em Inn Fishing Lodge in Mayhew, Arkansas as the Wilburns struggle with habits — in more ways than one. Alice Cooper – Alice’s Attic Tour Friday November 6 8:00 pm Shock-rock pioneer Alice Cooper returns to The Colosseum stage at Caesars Windsor. November Meltdown – SOLD OUT! Saturday November 7 Wine + Grilled Cheese + EPIC Wineries – an experience you won’t want to miss. Harvest Festival Saturday November 7 to Sunday November 8 Get ready to enjoy good wine, tasty treats, and all the fun at this year’s Harvest Festival! Windsor Lancers Hockey Saturday November 7 Catch the Windsor Lancers in action! WIFF Daily Screenings – Saturday November 7th Saturday November 7 Check out todays feature films at WIFF - Canada’s largest volunteer run film festival happening in downtown. 11 days - 232 films - 300+ screenings Victory in the Kitchen – WW1 Themed Cooking Class Saturday November 7 Join us at the Park House Museum for Victory in the Kitchen. Explore war time recipes and experience the creativity and resourcefulness of the Homefront during the First World War. Lakeside Market Saturday November 7 8:00 am to 1:00 pm Don’t miss the Lakeside Market! Museum Windsor Presents: Great War South Walkerville Street Sign Tour Saturday November 7 1:00 pm to 3:00 pm Join museum staff to learn the history behind the poppies that have been placed on the street signs of South Walkerville. Art Windsor Essex Guided Tour Saturday November 7 2:00 pm to 3:00 pm Discover the stories behind the artworks at Art Windsor–Essex! Breweries Cideries & Distilleries Bob Dylan – The Never Ending Tribute Show Saturday November 7 7:00 pm to 11:00 pm Tim Swaddling and The Twisted Fate presents ... Bob Dylan: The Never Ending Tribute Show. A salute to the Poet Laureate of Rock n’ Roll. Ron Josol LIVE Comedy At Tipsy Toucan Saturday November 7 7:30 pm to 9:00 pm Ron Josol live at the Tipsy Toucan! Night 3: The SNIFF Finale Saturday November 7 7:30 pm to 9:30 pm We are closing out festival week with a bang as Paul Montanier headlines, taking the stage to drop some fresh, hilarious new material. Catch Country Star Mitchell Tenpenny on Speed of Light Tour Stop at Caesars Windsor Saturday November 7 8:00 pm Mitchell Tenpenny brings his Speed of Light Tour 2026 to The Colosseum stage for a rowdy night of country Asylum: Windsor’s Dark Alternative night Saturday November 7 to Sunday November 8 She dominated the floor in August, and we’re thrilled to have DJ Wraith join Liam Lux and Raev on decks for November! WIFF Daily Screenings – Sunday November 8th Sunday November 8 Check out todays feature films at WIFF - Canada’s largest volunteer run film festival happening in downtown. 11 days - 232 films - 300+ screenings. Windsor Coin Show Sunday November 8 9:00 am to 3:00 pm Join us for the semi annual Coin Show as the Windsor Coin Club celebrates 75 years! Canadian and World Coins, Paper Money, Tokens, Gold, Silver and more! Christmas Craft & Gift Show Sunday November 8 10:00 am to 4:00 pm Looking for gift ideas this Holiday? Check out the Christmas Craft Gift Show! Lakewood Mini Market Sunday November 8 11:00 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. Funny to be HERE: An afternoon comedy & music showcase at WindsorEats Sunday November 8 3:00 pm to 5:00 pm Some of the best comics from Windsor, Detroit and Toronto. Country Line Dance at the Walkerville Brewery Sunday November 8 6:00 pm to 9:00 pm Join us for a high-energy Country Line Dancing Night filled with great music, easy-to-follow steps, and one heck of a good time!
