August is packed with reasons to get out and explore Windsor-Essex.
From vibrant festivals and live concerts to cultural celebrations, markets, sporting events, and unforgettable summer experiences, there's something happening in every corner of the region this week.
August 6 – August 13
Here's your guide to the best events happening around Windsor-Essex.

🍽️ September 4, 5 & 6 – Windsor Food Festival 4.0
Sep 4–6 • 4:00 PM – 12:00 AM | Riverside Festival Plaza, Windsor
Experience one of Windsor's biggest celebrations of food, culture, and entertainment! Enjoy a weekend filled with delicious food vendors, food trucks, live performances, cultural experiences, and family-friendly fun along the waterfront. 🌮🎶🎉
More Info
🎵 Music & Live Performances
Windsor’s music scene is stacked this season—from techno nights and live summer DJ parties, there’s a sound for every vibe and every night out.

🎵 August 6 – Live at the Lighthouse: Todd Porter
7:00 PM – 8:30 PM | Mettawas Park
Enjoy a beautiful summer evening of free live music at Live at the Lighthouse, a family-friendly concert series featuring talented performers from Kingsville and across Windsor-Essex County.
🎤 August 7 – Warren Zeiders at Caesars Windsor
8:00 PM | The Colosseum at Caesars Windsor
Country music fans can look forward to an exciting night with Warren Zeiders, one of the genre’s rising stars. The Pennsylvania native has built an impressive following with billions of global streams and hit songs including the RIAA Double-Platinum-certified “Pretty Little Poison.”
🎧 August 8 – Benny Benassi – Live in Windsor, Ontario
4:00 PM – 12:00 AM | Pelissier Street Parking Garage
Get ready for an unforgettable night of electro-house music as international superstar Benny Benassi takes over downtown Windsor for a full day-to-night celebration.
🎸 August 8 – Music Onthe42 Summer Concert Series: Marshall Dane
7:30 PM Opener | 8:30 PM Headliner | SUNSET® Amphitheatre
Enjoy an evening of free live music by the waterfront at Leamington’s Music Onthe42 Summer Concert Series
🎵 August 9 – Sunday Sounds at Oxley Estate Winery
1:00 PM – 5:00 PM | Oxley Estate Winery
Spend a relaxing Sunday afternoon at Oxley Estate Winery with live music, great food, and award-winning wines in a beautiful vineyard setting.
🎶 August 9 – Stone & Sky Pelee Island: The Zerbo Brothers & David Enns
6:00 PM | The Quarry on Pelee Island
Enjoy an evening of live music and art at the Stone & Sky Music & Art Series on Pelee Island, featuring performances by The Zerbo Brothers and David Enns.
🎶 August 13 – Live at the Lighthouse: Denver Bohdal
7:00 PM – 8:30 PM | Mettawas Park
Enjoy a relaxing summer evening of free live music at Live at the Lighthouse, a family-friendly concert series featuring talented performers from Kingsville and across Windsor-Essex County.
Comedy and nightlife
Windsor’s comedy scene is bringing nonstop laughs with stand-up showcases, lighting up intimate venues all across the city.

🤠 August 6 – It’s a Murder Y’all
6:00 PM Bar Opens | 6:30 PM Dinner & Show | Hotel STRY
Saddle up for a night of mystery, mischief, and murder at It’s a Murder, Y’all, a hilarious comedic murder mystery dinner experience where the Wild West meets unexpected twists and plenty of surprises.
😂 August 8 – Comedy Show with Maher Matta at Walkerville Brewery
7:00 PM – 9:00 PM | Walkerville Brewery
Get ready for a night of laughs with Maher Matta live in Windsor! This fun-filled comedy show features fresh jokes, hilarious stories, and plenty of entertainment, with Maher joined by Samira for an evening of live comedy.
😂 August 11 – Phogheads Comedy Showcase
8:00 PM Doors | 8:30 PM Show | Phog Lounge
Shake up your Tuesday night with the Phogheads Comedy Showcase, a fun and intimate comedy night featuring some of Windsor’s best comedians alongside talented touring acts from across the country.
Special events
🌈 August 7 – 9 – Windsor-Essex Pride Fest
See Description | Lanspeary Park & Various Locations
Celebrate equality, diversity, and community at Windsor-Essex Pride Fest, a vibrant celebration bringing thousands of people together in the heart of Windsor.
🎡 August 7 – 9 – Comber Fair
See Description | Comber Community Centre
Celebrate the 167th Annual Comber Fair, a beloved small-town tradition filled with entertainment, community spirit, and fun for the whole family. Explore Homecrafts, 4-H exhibits and competitions, livestock displays, and live entertainment throughout the weekend.

🤘 August 7 – 8 – Tilbury Metal Fest
See Description | The Boonies Drive-In Theatre
Get ready for a weekend of live heavy metal, camping, vendors, and headbanging at the first-ever Tilbury Metal Fest at The Boonies. The festival features an exciting lineup of local and regional metal bands performing across two days, with Friday’s performances beginning in the evening and Saturday’s lineup running from the afternoon into the night.
.🪶 August 7–9 – Caldwell First Nation Pow Wow
10:00 AM Gates Open | Caldwell First Nation
Experience a vibrant celebration of Indigenous culture, community, and tradition at the Caldwell First Nation Pow Wow. This special gathering brings together Indigenous dancers, drummers, artisans, and guests from across Canada and the United States to share in a meaningful cultural experience. Enjoy traditional dancing, powerful drumming, Indigenous arts and crafts, and a welcoming atmosphere that celebrates resilience, unity, and identity through art and movement.

🎤 August 8 – Windsor Hip Hop Festival 2026
11:00 AM – 8:00 PM | Ernest Atkinson Park
Experience the energy and creativity of the Windsor Hip Hop Festival 2026, bringing together local artists, performers, vendors, and the community for a full day of hip hop culture and entertainment. Artists will have the opportunity to showcase their talent on stage, while vendors can promote their businesses, sell products, and connect with festival-goers.

🎃 August 8 – SummerWeen at Mastronardi Estate Winery
7:00 PM | Mastronardi Estate Winery
Celebrate Halloween in the middle of summer at SummerWeen, a spooky and unforgettable evening in the vineyard filled with live music, delicious food, movies, shopping, costumes, and special guests. Guests can also explore a night market featuring local vendors, participate in a costume contest, and enjoy fun photo opportunities throughout the evening
🌈 August 8 – Queens of Pride
8:00 PM | Lanspeary Park
Celebrate Pride with an unforgettable evening of drag, music, and entertainment at Queens of Pride, presented by Windsor-Essex Pride Fest in partnership with Lavender Promotions. Hosted by 89FM’s Dan MacDonald, the show features Miz Cracker, MISS Fiercalicious, and Dulce, alongside special performances by Zsa Zsa, ARIA DOLL, Angelina Lapore, Miss Mercury Retrograde, Vyrus, and Clawdia Noir.
🇮🇹 August 8–9 – St. Angela Merici Festival
See Description | St. Angela Merici Church
Celebrate 40 years of community, culture, and tradition at the St. Angela Merici Festival in Windsor’s historic Via Italia neighbourhood. This beloved summer celebration brings residents and visitors together for a lively weekend featuring entertainment, delicious food, local culture, and family-friendly fun. Enjoy the welcoming atmosphere and experience the unique charm and traditions of Erie Street and one of Windsor’s most vibrant communities.
🌈 August 9 – Windsor-Essex Pride Parade
11:00 AM | Ottawa Street
Join the community for the Windsor-Essex Pride Parade, a beloved annual celebration held as part of Windsor-Essex Pride Fest. Beginning at Argyle Road near Market Square, the parade travels along Ottawa Street before reaching Lanspeary Park, bringing together the 2SLGBTQIA+ community, allies, friends, families, and supporters. This vibrant, family-friendly event celebrates diversity, inclusion, community, and the accomplishments of the 2SLGBTQIA+ community while raising awareness of ongoing challenges such as discrimination and exclusion.

🎬 August 10 – Summer Film Camps for Kids & Youth
See Description | Windsor Centre for Film, Digital Media and the Creative Arts
Give young creatives the opportunity to explore the world of film and the arts at Summer Film Camps for Kids & Youth, designed for children and teens ages 8 to 17.

🎭 August 10-11-12 -13– Chrysler Theatre August Youth Summer Camp
9:00 AM – 4:00 PM, Monday–Friday | The Chrysler Theatre
Let young performers take centre stage at the Chrysler Theatre Youth Summer Camp, where children can explore their talents in singing, dancing, and acting. Led by experienced instructors, campers will enjoy fun games, learn new performance techniques, and gain the confidence to perform on the Chrysler Theatre stage.

🎬 August 13– Windsor International Black Film Festival
See Description | Armouries Theatre
Experience four days of powerful storytelling, cultural celebration, and industry engagement at the Windsor International Black Film Festival (WIBFF) 2026, presented by the Black Scholars Institute. The festival opens with the Business of Film Symposium, bringing together filmmakers, producers, and industry leaders for discussions on financing, distribution, and global collaboration. From August 14–16, audiences can enjoy a curated selection of films from across the African diaspora, along with workshops, panel discussions, and networking opportunities. Highlights include the Opening Night Red Carpet, daily film screenings, and the Gala & Awards Night celebrating excellence in Black cinema.
✨ Theatre, Market & More
Enjoy markets, shows, fashion at Windsor.

🌅 August 6 – AWE Summer Nights
5:00 PM – 9:00 PM | Art Windsor-Essex
Enjoy a relaxing summer evening at AWE Summer Nights, where the patio comes alive with delicious food and drinks by WindsorEats, beautiful sunset views, and a welcoming atmosphere.
🎬 August 6 – Neighbourhood Nights: Remington Park
6:30 PM – 9:00 PM | Remington Booster Park
Bring your lawn chair or blanket and enjoy a fun-filled evening at Neighbourhood Nights, a series of free community gatherings celebrating the unique character of Windsor’s neighbourhoods.
🌙 August 7 – Amherstburg Open Air Night Market
See Description | Downtown Amherstburg
Enjoy a lively evening at the Amherstburg Open Air Night Market, where the downtown comes alive with a unique market atmosphere, live entertainment, delicious food, and handmade treasures.
🌾August 7 – 9 – Amherstburg Open Air Weekends: Farm Fest
3:00 PM Friday – 8:00 PM Sunday | Downtown Amherstburg
Soak up the summer atmosphere at Amherstburg Open Air Weekends, a free community celebration filled with local shopping, delicious food, live entertainment, and family-friendly activities.
🎨 August 7 – Patio Paint Night at the LAC
6:30 PM – 8:30 PM | Leamington Arts Centre
Spend a creative summer evening at the Leamington Arts Centre during this fun and relaxing Patio Paint Night. Your $50 ticket includes one drink ticket, charcuterie snacks, all painting materials, and guided instruction throughout the evening.
🏊 August 8 – Dive-In Movies: Jaws
7:00 PM – 10:00 PM | Windsor International Aquatic and Training Centre
Make a splash with a unique summer movie experience at Dive-In Movies, presented in partnership with the Windsor International Film Festival.
🛍️ August 8 – Lakeside Market
8:00 AM – 1:00 PM | Atlas Tube Centre
Start your weekend by shopping local at the Lakeside Market, presented by Lakeside Home Solutions. This vibrant community market brings together local farmers, growers, makers, artisans, small businesses, food vendors, and community organizations.
🌾 August 8 – Farmer’s Market in the Quarry
10:00 AM – 1:00 PM | Stone & Sky at The Quarry
Spend a relaxing Saturday morning exploring the Farmer’s Market in the Quarry, hosted weekly by Stone & Sky on beautiful Pelee Island.
🧺 August 8 – Downtown Windsor Farmers’ Market
See Description | Downtown Windsor
Spend a fun and family-friendly day exploring the Downtown Windsor Farmers’ Market, where you can discover fresh local fruits and vegetables, farm-fresh produce, and unique artisan food products.
👻 August 8 – Ghost Tours in Sandwich Town
7:30 PM | Sandwich Brewing Co.
Step into the mysterious side of Windsor-Essex with Ghost Tours in Sandwich Town, beginning at Sandwich Brewing Co. Enjoy a complimentary drink before setting off on a fascinating walking tour through one of Windsor-Essex’s oldest neighbourhoods.
🎨 August 9 – Lost Arts Festival
11:00 AM – 4:00 PM | John R. Park Homestead Conservation Area
Step back in time and discover the creativity and craftsmanship of days gone by at the Lost Arts Festival. This unique summer celebration brings history to life with 19th-century craft demonstrations, hands-on workshops, and fun “Imagination Stations” designed for children.
🧺 August 9 – Lakewood Mini Market
11:00 AM – 3:00 PM | Lakewood Park
Spend a relaxing Sunday afternoon shopping local and supporting the community at the Lakewood Mini Market.
🐱 August 11 – Tales & Tails
10:00 AM | Windsor/Essex County Humane Society
Celebrate International Cat Day with a fun and heartwarming morning hosted by the Windsor Public Library at the Windsor/Essex County Humane Society.
📓 August 11 – Mid-Year Reset: Guided Journaling Workshop
12:00 PM | Online
Take a mindful pause and reconnect with yourself during the Mid-Year Reset Guided Journaling Workshop, an online session designed to help you reflect, reset, and move forward with intention.
♟️ August 11 – Chapter Two Brewing Company Chess Club
Time: See event details | Chapter Two Brewing Company
Enjoy a relaxed evening of chess, friendly competition, and good company at the Chapter Two Brewing Company Chess Club.
🎨 August 13 – AWE Summer Nights
5:00 PM – 9:00 PM | Art Windsor-Essex
Enjoy a relaxing summer evening at Art Windsor-Essex during AWE Summer Nights.
😍 Game, trivia and more
Enjoy games, trivia and dinner nights in Windsor.

🎯 August 7 – Luck of the Draw Friday Dart Night
7:30 PM | Royal Canadian Legion Branch #644
Join the Luck of the Draw Dart Night at Royal Canadian Legion Branch #644 for a fun and welcoming evening of darts
🎙️ August 7 – Rick Stephenson “His Sinatra” Cruise
6:00 PM – 10:00 PM | Windsor Premier Cruises
Step aboard the Macassa Bay for an unforgettable evening of dinner, music, and classic entertainment with local celebrity impersonator Rick Stephenson as “His Sinatra.” Enjoy a scenic cruise along the waterfront.
🍽️ August 7 – Terrace Dinners: Portugal
See Description | St. Clair College Centre for the Arts
Enjoy a memorable evening of delicious food and stunning views at Terrace Dinners at St. Clair College Centre for the Arts. This special four-course dinner features a Portugal-inspired menu served on the rooftop terrace overlooking the beautiful Detroit skyline.
🎃 August 8 – SummerWeen at Mastronardi Estate Winery
6:00 PM | Mastronardi Estate Winery
Celebrate Halloween in the middle of summer at SummerWeen, a one-of-a-kind themed evening set among the vineyards of Essex County.
🌴 August 8 – Miami Nights 80’s Cruise
7:00 PM – 11:00 PM | Windsor Premier Cruises
Step aboard the Macassa Bay for a totally rad night of 1980s nostalgia at the Miami Nights 80’s Cruise. Dress in your best Miami-inspired style and enjoy an evening of classic ’80s hits spun by DJ Chino
🍷 August 9 – An EPIC Afternoon
12:00 PM – 5:00 PM | Event Centre at LaSalle Landing
Spend a memorable afternoon enjoying An EPIC Afternoon, featuring wine tastings from different EPIC Wineries with winemakers and winery owners on hand to pour some of their best vintages.
🌌 August 12–13 – Dark Sky Nights at Point Pelee National Park
Time: Open until midnight | Point Pelee National Park
Experience the beauty of the night sky during Dark Sky Nights at Point Pelee National Park
🌅 August 13 – Dinner & Sunset Cruise
6:00 PM – 8:00 PM | St. Clair College Centre for the Arts
Enjoy an unforgettable evening combining fine dining, stunning skyline views, and a relaxing river cruise. Begin your night with a delicious three-course plated dinner on the rooftop Viewpoint Terrace at the St. Clair College Centre for the Arts
🏀🏊Sports Events

⚾ August 5–9 – Baseball Canada 22U National Championships
See Description | Lacasse Park & Reg Chevalier Field
Catch some of the best young baseball talent in the country as the Baseball Canada 22U National Championships come to the Windsor-Essex region.
🎳 August 6 – Pride Bowling
6:15 PM Doors Open | 7:00 PM Games Begin | Rosebowl Lanes
Dust off your bowling shoes and join the fun at Pride Fest Bowling Night, an exciting evening of community, friendship, and celebration.
🤼 August 7–8 – Maple Leaf Pro Wrestling: Mayhem on TSN TV Tapings
5:30 PM Doors Open | 7:00 PM Bell Time | St. Clair College
Experience the excitement of Maple Leaf Pro Wrestling as the legendary brand returns to St. Clair College for two nights of MAYHEM on TSN television tapings.
🛼 August 7 – Wheels Nights at City Hall Square
6:00 PM – 10:00 PM | City Hall Square
Roll into a fun-filled summer evening at Wheels Nights, a free outdoor roller-skating experience inspired by Windsor’s iconic Wheels! roller rink.
⛸️ August 8 – PLAY FOR FREE! WFCU Centre Free Skating
2:40 PM – 4:40 PM | WFCU Centre
Lace up your skates and enjoy an afternoon of free skating at the WFCU Centre as part of Windsor’s Staycation Activation program.
🏇 August 9 – Leamington Raceway Horse Races
1:00 PM | Leamington Raceway
Head to Leamington Raceway for an exciting afternoon of live horse racing and family-friendly entertainment.
That's your weekly guide to what's happening across Windsor-Essex.
Whether you're celebrating Pride, exploring a local festival, enjoying live music, or discovering a new favourite spot, we hope this week's lineup inspires you to make the most of summer.
Have a fantastic week, support local whenever you can, and we'll be back next week with another roundup of the region's best events.
— Windsor Pulse
