The Cherry Rock Lounge has a full line-up of bands this weekend for anyone looking for some live entertainment in Windsor-Essex this weekend. Summer Sundays with Cherry Rock Lounge & 89X Sunday August 16 7:30 pm to 10:00 pm Get ready for an explosive night of live local music as Windsor’s Alternative, 89X, takes over The Cherry Rock Lounge on Sunday, August 16, 2026 Bringing heavy energy and punk rock to the stage, the night shines a spotlight on the next wave of the local music scene with dynamic performances from Lonely Sermon, Hellaphant, Bog Moss, Feura, and GRRL CONCEPT. Look the part, DRESS PUNK, and join us for one of the rowdiest nights in downtown Windsor! •Doors at 7:00 PM | Music at 9:00 PM •$10 Cover •$7.75 well doubles & $5.00 1800 tequila shots Cherry Rock Lounge Saturday August 15 8 p.m. Girls Gone Loud - female-fronted pop rock show at The Cherry August 15, doors at 8pm. Queen of Kings will be kicking things off followed by Taya Fanara and her band, bringing in the pop punk energy. Ouellette Car Cruise Friday August 14 The Ouellette Car Cruise builds on the nostalgia of Windsor’s storied automotive history and seeks to engage car enthusiasts, hobbyists and the community at large in celebration of our deep automotive roots. The official Ouellette Ave. Car Show after party this Friday, August 14 starting at 8pm on the corner of Chatham & Pelissier Street. Destroyer takes the stage again this year, and area restaurants will be extended their patios. The perfect way to kick off the weekend! Essex County Steam & Gas Engine Show Friday August 14 to Sunday August 16 Step back in time and celebrate the golden age of farming and machinery at the Essex County Steam and Gas Engine Show! Amherstburg Open Air Weekends – WEBC Cycle the Burg Friday August 14 to Sunday August 16 Amherstburg Open Air Weekends are the perfect weekend adventure with activities for all ages! Amherstburg Open Air Night Markets Friday August 14 Check out Amherstburg Open Air Night Markets every Friday Evening until the end of the summer! My Cypriot Table Book – Author Meet and Greet Friday August 14 12:00 pm to 3:00 pm Irene Matys, the award-winning author of the World Gourmand Award and The Globe and Mail bestselling cookbook My Cypriot Table, will be in the store, Friday, August 14 from 12pm-3pm. Summertime Sweets at the Park House Museum Friday August 14 4:00 pm to 7:00 pm What’s cooking? Well, you could be! Join us on Friday, August 14th for Summertime Sweets, a brand new Park House cooking course. Enjoy historic dessert recipes, handcrafted in our historic kitchen, spaces are limited and pre-registration is required. Contact the museum today to reserve your space. Mill St. Market – Harvest, Place and Taste Friday August 14 5:00 pm to 10:00 pm A unique family-friendly street festival showcasing immersive and live music and cultural experiences, an array of ethnically diverse and delicious food, handcrafted and locally grown goods, local craft beer, wine, and creative cocktails. Stroll the Street Friday August 14 6:00 pm to 8:30 pm Summer Stroll the Street: Soak in the summer vibes with family-friendly activities, entertainment, and special promotions from local businesses. Dive-In Movies – Jaws Friday August 14 6:00 pm to 9:00 pm Presented in partnership with the WIFF, Dive-In Movies invites visitors to experience the magic of the movies from the water. Terrace Dinners at St. Clair College Centre For The Arts Friday August 14 Enjoy a four course dinner on the roof top terrace overlooking the Detroit skyline! Bagpipes in the Burg Friday August 14 7:00 pm Bagpipes in the Burg returns to Open Air Weekends this summer! The tradition will continue on select Friday evenings at 7:00pm during the event. Moonlight Movie Night Friday August 14 8:30 pm Join us for a free movie under the stars! Leamington’s Music Onthe42 Summer Concert Series – Mystic Highway: CCR/Fogerty Tribute Saturday August 15 The Municipality of Leamington is excited to announce the full lineup for the 2026 Music Onthe42 Summer Concert Series, returning to the SUNSET® Amphitheatre at Seacliff Park with free live music all summer long! Lakeside Market Saturday August 15 8:00 am to 1:00 pm Don’t miss the Lakeside Market! Downtown Windsor Farmers’ Market Saturday August 15 9:00 am to 2:00 pm Discover fresh local produce, artisan foods, family fun, and community events at the Downtown Windsor Farmers’ Market. Farmer’s Market In The Quarry Saturday August 15 10:00 am to 1:00 pm Join Stone and Sky at the Quarry for their weekly Farmers Market! Colchester Markets Saturday August 15 10:00 am to 3:00 pm Celebrate local makers, history, and community at the 6th annual Colchester Markets, a lively vendor event supporting the restoration of Colchester Schoolhouse #2. Free Peche Island Tour Day Saturday August 15 10:00 am to 2:00 pm Free Peche Island Boat Rides from Lakeview Park Marina! Guests can explore the island on foot, check out some educational displays and activities hosted by partners and attend a few hikes led by City of Windsor staff. Dropped On Drouillard Saturday August 15 11:00 am to 10:00 pm Come celebrate the spirit of Ford City, a neighbourhood built on friendship, grit, and revival. City Cinema Saturdays Saturday August 15 11:00 am to 2:00 pm Presented in partnership with the Windsor International Film Festival, City Cinema Saturdays invites visitors to enjoy free family-friendly movies and popcorn every Saturday morning throughout the summer. Weekends in the Studio! Clay Exploration with Jenny Santos Saturday August 15 1:00 pm to 4:00 pm Join us for a fun, family-friendly drop-in studio activity this weekend! Create your own artwork with guidance from artist, Jenny Santos. No registration needed – just drop in and get creative. All ages welcome! Garden Party And Tour At The Park House Museum Saturday August 15 2:00 pm to 4:00 pm Join us for a Garden Party and Tour at the Park House Museum! PLAY FOR FREE! WFCU Centre FREE Skating Saturday August 15 2:40 pm to 4:40 pm Enjoy free access to swimming, skating, curling, and golf at facilities across the city. Kingsville Block Party – Country Night – Kingsville Saturday August 15 5:00 pm to 10:00 pm Enjoy great food, socialize with fantastic people, shop local vendors and businesses, check out Kingsville’s arts and culture scene and let the kids enjoy some fun activities! PLAY FOR FREE! WFCU Centre FREE Skating Saturday August 15 6:00 pm to 8:00 pm Enjoy free access to swimming, skating, curling, and golf at facilities across the city. 89NEXT Rocks with Windsor Premier Cruises Saturday August 15 7:00 pm to 11:00 pm Set sail and discover the beautiful Windsor/Detroit shoreline while listening to great live music! Alexa Stanton LIVE Comedy At Tipsy Toucan Saturday August 15 7:30 pm to 9:00 pm Alexa Stanton live at the Tipsy Toucan! Tecumseh Farmers Market Sunday August 16 9:00 am to 1:00 pm Discover fresh, locally grown produce, handmade goods, and unique treasures from our talented local vendors. Rum Runners Tour – SOLD OUT Sunday August 16 11:00 am to 3:00 pm Hop aboard for a 4-hour thrill ride filled with gangsters, rumrunners, comedy, music, and a lively speakeasy lunch show. Leamington Raceway Horse Races Sunday August 16 1:00 pm Head out to the Leamington Raceway for a thrilling day filled with excitement and lots of fun! Sunday Sounds At Oxley Estate Winery Sunday August 16 1:00 pm to 5:00 pm Starting May 17th, join us every Sunday all summer long for live music, great food and wine, and good company right here on the estate. Baking Series Workshop: Italian Desserts Sunday August 16 1:00 pm to 5:00 pm In this workshops, participants will learn how baking can be fun and easy through an interactive, team approach. Park House Museum Discovery Days Sunday August 16 2:00 pm to 4:00 pm Looking for a fun way to spend your Sundays this summer? Join us for Discovery Days! Music Bingo Trivia at Walkerville Brewery Sunday August 16 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! Dive-In Movies – Shark Tale Sunday August 16 5:00 pm to 8:00 pm Presented in partnership with the WIFF, Dive-In Movies invites visitors to experience the magic of the movies from the water. Pavlo in Concert Sunday August 16 7:00 pm Pavlo returns to Kingsville, Ontario at Kingscoast Estate Winery Walk Off The Earth and Andy Grammer Sunday August 16 7:30 pm Walk Off The Earth & Andy Grammer bring The Big Stupid Heart Tour to Caesars Windsor for an ALL AGES performance on Sunday, August 16th at 7:30PM.
