Plenty to do in Windsor-Essex this weekend, from a vampire ball to concerts and haunted houses. Saturday October 17, 2026 to Sunday October 18 Diablerie Vampire Ball Embrace The Night For one unforgettable night, mystery, elegance, and spectacle collide inside a transformed decommissioned church, where the walls echo with music and the shadows come alive. Welcome to the Diablerie Vampire Ball in Windsor, Ontario—a lavish vampire court where gothic opulence meets high-energy live music and the allure of burlesque cabaret. Whether you’re a vampire, witch, werewolf, fae, demon, ghost, eldritch being, or any other creature of the night, you are welcome within our court. Don your finest dark attire, embrace the fantasy, and immerse yourself in an evening where every shadow has a story. Venue: Waters Edge Event Centre 2879 Riverside Dr E Windsor, ON N8Y 4S7 Canada Scarehouse Windsor Haunted Experiences Friday September 11 to Saturday October 31 Scarehouse Windsor is back for another season, and it’s more haunting than ever! CROSSROADS Haunted History Pass Monday September 21 to Saturday October 31 Register for the FREE CROSSROADS Haunted History Pass and discover some of our region’s most mysterious stories and places! Dueling Pianos Soiree: Live Music By Request, Dinner, and Dancing Thursday October 15 6:00 pm to 11:00 pm Join the Rotary Club of Tecumseh-Lakeshore and the Kiwanis Club for an evening of guaranteed fun and festivities Mystery Mural Project Paint Night Thursday October 15 6:00 pm to 7:30 pm Join us for the Mystery Mural Project Paint Night! Your task is simple: recreate the image provided as best you can using the supplies in your kit. The magic happens when we bring all of the pieces together. Much like community theatre, this mural is something that can only be created when everyone plays their part. Rose City Dueling Pianos at Walkerville Brewery Thursday October 15 7:00 pm to 10:00 pm Join us for a night of musical fun with Rose City Dueling Pianos ft. Marc Dorian & Jeremy Coulter Sudbury Wolves V.S. Windsor Spitfires – The Great Outdoors Thursday October 15 7:05 pm Come celebrate the 4th annual great outdoors night! Head on out to the WFCU Centre, for an exciting OHL Matchup as the Spitfires matchup against one of their rivals the Sudbury Wolves! The Pet by Shane Devon Nelson Thursday October 15 to Saturday October 17 Experience a brand new work of psychological horror this spooky season with ‘The Pet’ by Shane Devon Nelson, only at The Shadowbox Theatre! Evil Dead: The Musical at Kordazone Theatre Friday October 16 to Sunday October 18 EVIL DEAD: THE MUSICAL takes all the elements of the cult classic films, The Evil Dead, Evil Dead 2, and Army of Darkness and combines them for one of the craziest, funniest, and bloodiest theatrical experiences of all time. Kingsville Migration Festival Friday October 16 to Sunday October 18 Kingsville welcomes the community to a celebration of migration, heritage, nature conservation and Jack Miner. OHL Battle of the Border Friday October 16 to Sunday October 18 Don’t miss OHL Battle of the Border! Halloween Witch Paddle Friday October 16th Sup & Sun | 193 W. River St., Belle River Heimat Oktoberfest Friday October 16 to Saturday October 17 Experience Oktoberfest at Heimat An Evening at the LAC Friday October 16 5:30 pm to 8:00 pm Join us for another great Evening at the LAC! WINDSOR SINGLES, Stand up comedy and matchmaking Friday October 167:00 pm to 9:00 pm Looking to laugh and maybe meet someone new? WINDSOR Singles is a one-of-a-kind night that blends stand-up comedy with real-life matchmaking. Owen Sound Attack V.S. Windsor Spitfires – Fight Night Friday October 16 7:05 pm It is going to be a physical one! Head on out to the WFCU Centre, for an exciting OHL Matchup as the Spitfires matchup against one of their rivals the Owen Sound Attack! Menopause The Musical Friday October 16 8:00 pm Menopause The Musical finally returns to Windsor for 1 show only. Dear Evan Hansen – Arts Collective Theatre Friday October 16 to Sunday October 18 Arts Collective Theatre is proud to present Dear Evan Hansen, a contemporary musical about connection, honesty, and what happens when one small moment changes everything. Lakeside Market Saturday October 17 8:00 am to 1:00 pm Don’t miss the Lakeside Market! Downtown Windsor Farmers’ Market Saturday October 17 9:00 am to 2:00 pm Discover fresh local produce, artisan foods, family fun, and community events at the Downtown Windsor Farmers’ Market. Family Fun Fall Market Saturday October 17 10:00 am to 3:00 pm Shop local from over 80+ unique local vendors! Art at the Otentiks Saturday October 17 to Sunday October 18 Art at the oTENTiks is a two-day event featuring artists and artisans demonstrating their craft and selling their goods. Duff-Bâby House – Open Days Saturday October 1712:00 pm to 4:00 pm Following extensive restoration work by the Ontario Heritage Trust and the installation of new exhibits the Duff-Bâby House is ready to welcome visitors back Windsor Lancers Hockey Saturday October 17 7:30 pm Catch the Windsor Lancers in action as they take on Western at Adie Knox Herman Arena. Fleetwood Mac Mania Saturday October 17 8:00 pm Don’t miss Fleetwood Mac Mania at Chrysler Theatre! Ben Albert: Live in Windsor Saturday October 178:00 pm to 9:30 pm Headliner Ben Albert brings his wild night of big laughs to Windsor for some intimate shows. Come watch this rising star! Standup Comedy at Sidelines Sports Bar & Grill! Saturday October 17 8:00 pm to 9:30 pm Get ready to laugh at Standup Comedy at Sidelines Sports Bar & Grill! Line the Drive for the The Detroit Free Press International Marathon Sunday October 18 7:00 am to 11:00 am Check out the Detroit Free Press Marathon! Tecumseh Farmers Market Sunday October 18 9:00 am to 1:00 pm Discover fresh, locally grown produce, handmade goods, and unique treasures from our talented local vendors. Tecumseh Farmers Market – Hometown Highlights: Experience Local Sunday October 18 9:00 am to 1:00 pm Discover the best attractions, experiences, organizations and businesses! Race Into the Harvest 5K Sunday October 18 9:30 am Run. Drink. Conquer. Celebrate the Harvest! Get ready for a 5K unlike anything else! Ford City Flea Market Sunday October 1810:00 am to 3:00 pm Head on down to Ford City for the Ford City Flea Market! Fall Wellness Fair – Unity Spiritual Centre of Windsor Sunday October 18 10:00 am to 4:00 pm Visit our wide variety of exhibitors, including wellness providers. Join in engaging workshops, including yoga, meditation and reiki, drumming circle and more. Vegan food, book sale, art gallery and thrift shop are all part of the day’s events! Harvest and Horses Sunday October 18 11:00 am to 5:00 pm Don’t miss this longstanding, family-favourite fall festival! The May Court Club – Book Lovers’ Luncheon & Silent Auction Sunday October 18 12:00 pm to 3:00 pm This year’s edition of The Book Lovers’ Luncheon and Silent Auction features authors you would not want to miss! Perfect Pairing Wine & Food Tasting – Candy! Sunday October 18 12:00 pm Join us for a guided tasting experience featuring a selection of CHV wines, paired with delicious treats inspired by everyone’s favourite – candy! Leamington Raceway Horse Races Sunday October 18 1:00 pm Head out to the Leamington Raceway for a thrilling day filled with excitement and lots of fun! Music Bingo Trivia at Walkerville Brewery Sunday October 18 5:00 pm to 7:00 pm A night filled with a little bit of bingo, a little bit of trivia and a whole lot of music! The Black Keys: The Peaches ‘N Kream Tour Sunday October 18 7:30 pm to 9:30 pm American rock duo The Black Keys are set to ignite The Colosseum stage on their PEACHES ‘N KREAM tour
