Tourism Windsor Essex Pelee Island

Downtown Windsor Farmers’ Market
2026-05-30 09:00 - 14:00 (America/Detroit) | Pelissier Street (between Wyandotte & Park)
At the Downtown Windsor Farmers’ Market you’ll find farm fresh fruit, vegetables, produce and unique artisan food products from the best our area has to offer. We have a Kids Corner, art exhibits and crafts vendors, community booths, entertainment, food demonstrations, and other special events that attract the community to our fun and family-friendly environment.
Join us from 9am-2pm!

A Decade of Distilling | Complimentary Guided Tours at Wolfhead
2026-05-30 11:00 - 15:00 | Wolfhead Distillery, 7781 Howard Ave, Amherstburg, Ontario, N0R1J0
Join us this May as we celebrate 10 years of distilling in Amherstburg with a special thank you to our guests. Enjoy a complimentary guided tour of Wolfhead Distillery, offered at 11am, 1pm, and 3pm throughout the month (excluding May 2nd for a Barrels Bottles & Brews event)
Go behind the scenes and experience where it all happens. Learn about our craft process, explore our production space, taste Whisky right from the barrel and hear the story behind the spirits that have helped shape the Wolfhead legacy over the past decade.
Tours are approximately 45 to 60 minutes.
Planning to stay a little longer? We would love to have you join us for lunch or dinner. Please note that dining reservations are separate and must be booked in addition to your tour.

Duff-Bâby House - Open Days
2026-05-30 12:00 - 16:00 | Duff-Baby House, 221 Mill St., Windsor, Ontario, N9C 2R1, Canada
The Duff-Bâby House and Interpretation Centre is open periodically for tours and events, and also by appointment.
Following extensive restoration work by the Ontario Heritage Trust and the installation of new exhibits (thanks to the Gordie Howe International Bridge Community Benefits Plan), we’re ready to welcome you back.
The Duff-Baby House was built in 1798 and is named for its first two owners, Alexander Duff and James Baby. It is recognized among the most significant late eighteenth-century landmarks in Upper Canada. Les Amis Duff-Baby, a local volunteer group, works with Museum Windsor to provide access to the centre, the house, and the site. Museum staff utilize this facility for public tours, community outreach programs, local heritage meetings, and other Sandwich Town community activities.

WSO Guild Concerto Scholarship Competition
2026-05-30 13:00 | School of Creative Arts, 37 University Ave, Windsor, ON, N9A1E4, Canada
The WSO Guild Concerto Scholarship Competition highlights the extraordinary talent and dedication of young musicians from the Windsor Symphony Youth Orchestra as they take the stage to perform challenging concerto repertoire before a live audience. Competing for scholarship prizes, performers will showcase their technical skill, artistry, and passion for music through an inspiring afternoon of live classical performance.
The event offers audiences a unique opportunity to experience the next generation of local musical talent in a welcoming and engaging community setting. Admission is free, and all are welcome to attend.

Sonata Music Adventures in Concert
2026-05-30 14:00 - 15:00 | Capitol Theatre Windsor, 121 University Ave West, Windsor, ON, Canada
Join your favorite YouTube teachers—Miss Brianna, Miss Alyssa, Miss Ruby, and Miss Sam—for a fun-filled, family-friendly musical adventure! Follow Sunny as they play games, solve clues, and explore all things music. Sing along to your favourite songs, dance to lively rhythms, and learn key music concepts in a way that’s interactive and engaging for the whole family. Whether you’re a longtime Sonata Music Adventures fan or discovering us for the first time, this concert is the perfect way to celebrate music, movement, and creativity together!
Plus, receive a music scarf on your way in, get ready for special surprises and interactive moments where the audience becomes part of the adventure!
VIP Ticket Perk:
By purchasing a VIP ticket, your child gets to join us on stage for the final two songs of the concert—an unforgettable experience for little music lovers!

Funny to be HERE: An afternoon comedy showcase at WindsorEats
2026-05-30 15:30 - 17:30 | WindsorEats, 400 Erie St E Unit 3, Windsor, ON, N9A 3X4, Canada
On Saturday May 30th at 3:30pm, WindsorEats will be taken over by some of the best local comedians from both sides of the tunnel.
An afternoon comedy showcase? At WindsorEats? Where they serve the best margarita’s in town? A show with 5 Michigan Headliners, 1 Toronto Headliner, 5 up and coming Windsor Comedians and hosted by Jen Richardson? Is this too good to be true? HECK NO it isn’t!
For the first time in over a year, Jen Richardson is back at WindsorEats producing some of the most fun comedy shows in town. Oh how much has changed!
This lineup is filled with some of the best in the region and with a special guest, Toronto’s hilarious Winny Clarke. Who, in all honesty is why I put the show together. So she can meet some cool people!
Come hang! Don’t miss out on this afternoon delight!

Five Course Plated Seafood Dinner
2026-05-30 18:00 | St. Clair Centre for the Arts, 201 Riverside Dr. W, Windsor, ON, N9A 5K4
Enjoy a professionally crafted Five Course Plated Seafood Dinner with one of the best views of the Detroit River at St. Clair College Centre For The Arts!
Doors open at 6:00pm with the dinner service starting at 7:00pm.
Cost: $89 plus taxes and fees.
Enjoy music by pianist Ian Smith.

IRL Season 3 Finals Night
2026-05-30 19:00 - 21:00 | Glenwood United Church, 1825 Grand Marais Rd W., Windsor, Ontario, N9E 1E9, Canada
Are you ready for the Improv Rec League Season 3 Finals!?!
After four-weeks of fun, friendly, intense, and hilarious competition, FIVE TEAMS of improvisors from Windsor’s IRL – Improv Recreation League are ready for the final face-off!
Will it be the skillful, the hilarious, or the downright out-of-this-world improvisers that take the championship? Only you can find out live and in person — ONE NIGHT ONLY! Join us to witness the hilarity and vote for your favourites!

Frank and Cos: Live in Your Neighbourhood
2026-05-30 20:00 | Chrysler Theatre, 201 Riverside Dr. W, Windsor, ON, Canada
Frank and Cos in your “neighbourhood” for an unforgettable night of laughter as Frank Spadone and Cosimo Tucci bring their hilarious sketches to life, live and in-person. This Sketch comedy show includes characters like “Frank” and “Franca”, performed by Frank Spadone and “The Son” and “Neighbourhood” performed by Cosimo Tucci. Capturing the dynamics and comical situations of living in or next to an immigrant family.
Tickets:
$60+taxes & fees
Debit cards cannot be used as a form of online payment.
Visa & Mastercard only. No AMEX
There are no refunds or exchanges.
All sales are final.
Wheelchair Seating/Restricted Mobility
Please advise the box office staff of your accessibility needs when booking tickets. The Balcony and Box Seats are not Wheelchair or Walker accessible
The Chrysler Theatre Intermission Cafe offers soft drinks, spirits, wine, beer and snacks
We are not affiliated with any parking garages near the theatre

Frozenbrick Productions Presents: The Big And Tall Comedy Tour
2026-05-30 20:00 - 22:30 | Walkerville Brewery, 525 Argyle Rd, Windsor, ON, Canada
Big & Tall Comedy Tour is a high-energy stand-up showcase featuring CJ Erwin, Billy Squires, Jonny P, Tim Reaburn, and Curtis Coleman — a lineup of touring comics with credits including CBC, Apple TV, and Prime Video.
The name says it all: some of us are tall, most of us are fat, and all of us are hilarious. The show leans into real life, relationships, bad decisions, and the kind of stories you only hear from people who’ve lived a little (and eaten a lot).
Fast-paced, unfiltered, and built for big laughs from start to finish — this is a full night of professional stand-up comedy.
Tickets: $27.96

Electro on Erie
2026-05-30 21:00 | Erie St GastroPub, 839 Erie Street East, Windsor, Ontario, N9A 3Y5, Canada
Electro lounge beats all night long with resident DJ, Greg Gnyp + new DJs every week.
Great vibes only.
9pm till late

Tour Di Via Italia
2026-05-31 | Via Italia, Erie Street East, Windsor, Ontario, N9A 3Y6, Canada
Now in its 64th year, the Tour di Via Italia is the oldest historical, international street race in Ontario. Watch racers from all over North America compete for the largest prize purse in Ontario.
TDVI provides a racing experience not just for the elite but for novice entry level racers and a fun kids race.
Watch the races from anywhere on the course, or take your pick from any one of the fine restaurants and café patios that Erie street has to offer!

Heimat Sunday Brunch Buffets
2026-05-31 | Heimat, 1367 Drouillard Road, Windsor, ON, Canada
Head on down to Heimat on Sunday for all your brunch fixings!
A whole spread of all the breakfast and lunch foods you could imagine with some of Heimat’s speciality food items!
Brunch runs from 10:30am – 2:30pm
Cost:
– $25.50 for Adults
– $22.50 for Seniors
– $15.50 for Children (Ages 5-15)

Windsor Jewish Film Festival
2026-05-31 00:00 - 2026-06-04 00:00 | Capitol Theatre, 121 University Avenue, West, Windsor, ON, Canada
Dive into powerful dramas, laugh along with heartfelt comedies, and explore eye-opening documentaries. Join us as we celebrate diverse voices and unforgettable stories— there’s a seat waiting just for you.

Father's Day Guide
2026-05-31 - 2026-06-21 | ON
Celebrate Father’s Day in Windsor Essex with our comprehensive digital guide, designed to help you discover experiences and gifts from local businesses. Whether you’re planning a special meal, an exciting adventure, or searching for a thoughtful present, our guide has everything you need to make this Father’s Day unforgettable.

Father’s day stroll the street

June 12th from 6:00pm to 8:30pm
Father’s Day Stroll the Street: Treat dads to an evening of fun, complete with unique activities and local deals.
Stroll the Street is an upbeat urban experience with small town charm geared for locals of all ages. The community is invited to walk, shop, eat and enjoy all that local businesses have to offer.
Our vision is to bring Notre Dame Street to Life! Stroll the Street is an opportunity to slow down, visit with friends and family while enjoying a variety of music and activities taking place all along eight blocks of Notre Dame Street in beautiful Belle River – On the Lake!
Stroll the Streets
419 Notre Dame St, Lakeshore
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amherstburg ribfest

June 19th to 21st
Ribbers and food vendors will line Ramsay St. between Richmond St. and Murray St. from June 19-21, with the parking lot behind the Richmond St. businesses serving as an area for tables, music and more. The event will take place alongside Open Air Weekends and is proud to work with many local businesses throughout the event.
Amherstburg Ribfest
Dalhousie St, Downtown Amherstburg
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Family Father’s Day Charity Extravaganza

June 20th from 10:00am to 3:00pm
The Fantastic Fathers Community Group & LiUNA!625 along with our incredible Sponsor family invite you to join us for an amazing, FREE celebration of Family and Fatherhood!
This is an open invitation for all families with children (age 12 & under) to attend.
(See list of event attractions below!)
Event Attractions:
– Maple Leaf Pro Wrestling (1 Hour Live Event ~ 2pm – 3pm)
– Sarah Parks Horsemanship – Pony Rides (12pm – 3pm)
– 2nd Annual – Windsor Soapbox Derby Association Race (Begins At 11am)
– Magician – Ron Gudel
– Games On The Move
– Redline Inflatables
– 519 Aerial – Shannon Mills
– Busker – Kobbler Jay
– Beat Box Pro – Scott Jackson
– Hidden Trail Windsor
– Windsor Gellyball
– Nancy Lariviere Photographer & Craft Studio
– Evermore Entertainment Co.
– Costume Characters
– Southwestern Jack & His Magical Yak
– Bad Axe Windsor
-Caboto Soccer
– Craft Tables
St. Clair College Sportsplex
2000 Talbot Rd, Windsor
Learn More

windsor express Parents & Kids Basketball Camp

June 20th at 4:00pm
The Windsor Express is hosting a Parents & Kids Basketball Camp for all skill levels from ages 5-13 at the WFCU Centre Sports Gym on June 20, 2026. Parents and Kids can learn from the Pros on Father’s Day weekend! Develop and improve your basketball skills with a Windsor Express Coach and Player.
The camp will include skills and drills as well as a Parents vs. Kids scrimmage.
The cost is $45 per youth and Parents are FREE!
Includes: Prizes and Snack
What to Bring: Please bring a water bottle, gym shoes, and athletic clothing
If you have any questions, please contact us by email at camps@windsorexpress.ca.
WFCU Centre Sports Gym
8787 McHugh St, Windsor
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free family fishing weekend

June 20th to 21st
Four times a year, Canadian residents can fish in Ontario for free, and one of those weekends includes Father’s Day! This means you do not need to buy a fishing license if you want to fish during the weekend from June 20th to June 21st.
Various Locations
Windsor, Essex County, Pelee Island
Learn More

Optimist Club of Riverside Annual Father’s Day Fishing Derby

June 21st from 7:30am to 12:00 noon
Join us for our annual Fathers Day Fishing Derby! Bring your fishing gear, we provide the bait.
Register in-person starting at 7:30 am. Derby begins at 8:00 am.
No fishing license required on Father’s Day weekend.
Several prizes and raffle items to be won, all kids will be entered to win a bike!
Reaume Park
4714 Riverside Dr E, Windsor
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father’s day tinsmithing experience at Park house museum

June 21st from 12:00pm – 1:00pm
Join us for a “Mini” Tinsmithing Experience!
Pre-Registration Required
Complete details will be released closer to the event. Please check the Park House Museum Facebook page regularly for updates.
Park House Museum
214 Dalhousie St, Amherstburg
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father’s day cruises with windsor premiere cruises

June 21st from 2:00pm – 4:00pm or 6:30pm – 8:30pm
Experience the Historic Detroit River & Windsor/Detroit Skylines!
Macassa Bay will go underneath both bridges to get you a close view of these engineering marvels. Cruise is commentated with light music between. Guide will point out landmarks and historical information along the shoreline. Captain will also give updated information regarding transient ships.
Sightseeing cruises are the most affordable way for visitors and local residents to get out on the water for an enjoyable, afternoon scenic tour of the Detroit River.
NO PASSPORT REQUIRED
Windsor Premiere Cruises
78 Riverside Dr, Windsor
Learn More

Allison Brown & Mike Houston Uncorked Weekends at Pelee Island Winery
2026-05-31 12:30 - 16:30 | Pelee Island Winery, 455 Seacliff Dr, Kingsville, ON, Canada
Join us for some local wine and pizza on the pavilion patio to kick off the summer with some fun music!
True to traditions of Classic Country, Bluegrass and Folk, Allison Brown and Mike Houston’s duet performances reveal their authenticity and versatility as two of Southern Ontario’s most enduring roots musicians.
Allison’s signature fingerstyle acoustic rhythm guitar accompanies her tuneful, powerful singing; blending seamless harmony with Mike’s timeless country vocals.
Mike showcases his stringed instrument expertise by exchanging fiddle for mandolin and flat-picked guitar (played left-handed and ‘upside down’).
Together, their vast collection of roots repertoire stretches from prohibition-era jazz to early Bluegrass, mid-century Country & Western, to obscure contemporary Americana songwriters.
From the Carters, Cash and Cline, Monroe and the Stanleys, to Hank and Merle; Mike and Allison’s lonesome sounds of love gone right and wrong, smokey taverns, rhinestoned cities of sin, and reverent bluegrass gospel, bring tales from the wilder side of life to the stage.

Sunday Sounds At Oxley Estate Winery
2026-05-31 13:00 - 17:00 | Oxley Estate Winery, 533 County Rd 50 East, Harrow, ON, N0R 1G0, Canada
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.
Each week brings a different performer to the stage from 1:00 – 5:00 pm, so there’s always something new to look forward to. Whether you’re making a full afternoon of it or just looking for the perfect Sunday escape, you’ve found your spot. Dates run May through August, with more to follow.
Check out this line-up of musicians:
May 17 Chris Bollister
May 25 Richard Janik
May 31 Nick Hedden
June 7 Dave Labute
June 14 Kay Howl
June 21 Jazzlife Trio
June 28 Nick Hedden
July 5 Richard Janik
July 12 Jen Knight
July 19 Bobby Sproat
July 26 Chris Bollister
Aug 2 Julie Ross
Aug 9 Dave Labute
Aug 16 Dave Wilson
Aug 23 Chris Bollister
Aug 30 Bobby Sproat
Reservations are recommended — link in bio to book online, visit us at 533 County Road 50 E, Harrow, ON, or give us a call at (519) 738-3264.
We’ll see you Sunday!

LaSalle Night Markets
2026-05-31 16:00 - 20:00 | LaSalle Civic Centre, 5950 Malden Rd., Lasalle, ON, Canada
The LaSalle Night Markets are lively and feature talented local artisans and crafters, farm-to-table local produce, delicious food vendors, amazing merchant consultants and local businesses, exhibiting their handmade and handcrafted products. Admission is free, all are welcome! There is truly something for everyone!
Be on the lookout for our other Night Market Hop events happening all across Windsor-Essex for the upcoming 2026 season!
Note: The September 27th Night Market will be held at the LaSalle Event Centre (970 Front Rd, LaSalle)

Howl at The Moon Dinner Series
2026-05-31 17:00 - 20:00 | Oxley Estate Winery, 533 County Rd 50 East, Harrow, ON, N0R 1G0, Canada
Howl at the Moon is back!
The 2026 “Howl at the Moon” series is officially here. Experience the magic of a full moon night in the heart of Essex County wine country.
Dine on our seasonal menu + featured culinary creations, sip on Oxley’s finest, and enjoy live music as the sun goes down and the moon rises.

Jazz Night Brewery
2026-05-31 18:00 - 21:00 | Walkerville Brewery, 525 Argyle Rd, Windsor, ON, Canada
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!
There is no cover for Jazz Night at the Brewery, however tips to the performers are appreciated! Admission is on a first come, first served basis – based on venue capacity. Please arrive early to avoid disappointment!

Open Mic at The Grovedale
2026-06-02 19:00 - 21:00 | The Grovedale, 103 Park St, Kingsville, ON, Canada
Put your talents up to the mic at Open Mic at The Grovedale! If you’re an artist, singer, poet, guitar player, rapper, have the talent to work the mic or just love to watch live entertainment, come out every first Tuesday each month (except July, August, September)! The night is hosted by and features live performances from Tina Schroeder and maybe from you?
Everyone is welcome. Come perform or enjoy live entertainment. This event is free for everyone.
Coffee will be served by donation!

Phogheads Comedy Showcase
2026-06-02 20:30 - 21:30 | Phog Lounge, 157 University Ave, Windsor, ON, N9A 5P4, Canada
Looking for something to do Tuesday night? Skip the scrolling and come laugh.
Phogheads Comedy Showcase brings live stand-up to downtown Windsor every week.
New comics, seasoned performers, and a crowd that’s there for a good time.

Cosmo Club - Bridgerton Style
2026-06-03 17:00 - 20:30 | Wolfhead Distillery, 7781 Howard Ave, Amherstburg, Ontario, N0R1J0
The ultimate girls’ night out is right around the corner! Join us the 1st Wednesday of the Month starting this June
Cosmo Club is back and better than ever. Enjoy woman-owned vendors, curated cocktails, delicious bites, and the best company all in one unforgettable evening. At its heart, Cosmo Club is a social hour for women to connect, unwind, and celebrate community whether you’re catching up with friends or meeting someone new, it’s the perfect midweek escape.
Wednesday, June 3: Bridgerton Style
Dearest guest, you’re invited to the ball. Join us for a Bridgerton-style Strauss dance experience featuring Teutonia Club performers in stunning period costume.
Doors open at 5 PM, with the ball commencing at 6 PM for a 45-minute showcase inspired by Queen Charlotte. Guests are invited to learn a few graceful moves and take part in the magic.
Guests are welcome to arrive anytime until 8:00 PM. The event wraps up at 8:30 PM.
This is a FREE event, proudly supporting Hiatus House Windsor and House of Sophrosyne. We will be collecting donations of feminine care and self-care items throughout the series.
Guests who bring a donation will be entered into exclusive event giveaways!

We Three Kings: The Multinational Tribute to Elvis Presley
2026-06-03 19:30 | Rockstar Music Hall, 2418 Central Ave, Windsor, Ontario, N8W 4J3, Canada
Recreating the legacy of Elvis Presley, the King of rock and roll, which spanned three decades, We Three Kings showcases three world-renowned, international award-winning Elvis tribute artists from three different countries in one dynamic concert! They are all Collingwood Festival Grand Elvis Champions!
Direct from Germany is Europe’s top tribute artist, Oliver Steinhoff, an international award-winning performer whose voice, charisma, and stage presence is hauntingly reminiscent of the King!
Hailing from the United States is Leo Days who, for the past 12 years has performed as the King of Rock and Roll for the longest running show on the Las Vegas strip, Legends in Concert. Leo has also traveled the country with the Elvis Lives Tour, and in 2015, headlined Burnin’ Love in Waikiki which was rated #1 on TripAdvisor throughout the course of its run on the island.
In a recreation of ’60s and early ’70s era Elvis is Canada’s own international award-winning entertainer Roy Leblanc: three-time Champion and long-time host of the Collingwood Elvis Festival
With their hit-filled setlist, authentic costumes, fine-tuned vocals and on-stage charisma, Oliver, Roy, and Leo deliver an outstanding Elvis concert you won’t want to miss!
This is the most fun you’ll have at a concert all year! If you only see one Elvis tribute show, this is the one!

Windsor Poutine Feast
2026-06-04 00:00 - 2026-06-07 00:00 | Riverfront Festival Plaza, 370 Riverside Dr. E., Windsor, ON, N9A 1P2, Canada
Windsor we’re coming back for another massive weekend in 2026!
Poutine Feast is excited to return to one of our most enthusiastic and food-loving cities on the tour. Windsor knows how to show up, and we can’t wait to bring another unforgettable festival weekend filled with comfort food, community, and fun!
Join us as we celebrate Canada’s most iconic dish with gourmet poutine creations from across Ontario, live entertainment, local makers, and a full festival atmosphere right in your city.
What to Expect
-Poutine vendors serving classics & creative gourmet twists
-Live music, DJs & entertainment throughout the weekend
-Local tent vendors, artisans & small businesses
-Family-friendly games, activities & attractions
-Pet-friendly event — bring your furry friends!
-FREE admission for all ages
-A celebration of Canadian comfort food & local culture
Windsor has given us some of our most memorable festival weekends, and we’re committed to making 2026 even bigger, tastier, and more exciting than ever before.

W.E. Heart Local Pop-Up Market
2026-06-04 10:00 - 15:00 | Libro Credit Union Essex, 147 Talbot St. N, Essex, Ontario, N8M 2C6, Canada
Get ready to shop local and support some of your favourite W.E. Heart Local partners at our Pop-Up Market happening Thursday June 4th!
This one-day-only event is a great chance to stock up on fresh, delicious, locally grown produce and handcrafted goods from these amazing vendors:

Bees & Bloom
Carolinia Cider Co.
Eh Oh Farm
Raymont’s Berries
Simpson Orchards
The Fruit Wagon

Support your community, meet your local makers, and enjoy the tastes of the season—we can’t wait to see you there!

Amherstburg Open Air Weekends
2026-06-05 - 2026-06-07 | Downtown Amherstburg, Dalhousie St., Amherstburg, Ontario, Canada
Find everything you need in Amherstburg Open Air streets from craft beer, gourmet popcorn, cotton candy, frozen yogurt, gelato, baked goods to ice cream, satisfy your long awaited craving for delicious drinks and desserts from your favorite Amherstburg eateries. Shop Amherstburg’s amazing local businesses for clothes, accessories, home decor, jewelry, shoes, candles, classic and new author books and more!
This year, we’re introducing more themed event weekends to spice things up! Whether you’re a foodie, art enthusiast, or music lover, there’s something for everyone.
Whether you’re a long-time resident or a first-time visitor, Open Air Weekends are a must-attend event for all ages.
What to expect evrey weekend:
Docent Tours: Saturday & Sunday at 2:00pm
Step Back in Time with Amherstburg’s Guided Historic Tours.
This summer, history comes alive in the heart of Amherstburg! Join us every Saturday and Sunday at 2:00pm for a fascinating walk through our storied past led by costumed historical guides who bring the tales of old to life.
Yoga in the Park: Sunday at 10:00am
Yoga in the Park returns!
Breathe in, stretch out, and soak up the beauty of summer in King’s Navy Yard Park.
Chess Classes & Tournament
Join Latitude Chess for relaxed, welcoming chess classes held outdoors during Open Air this season! These sessions are designed for players of all skill levels and focus on learning, practicing, and enjoying the game in a social setting.

The Nashville Takeover
2026-06-05 - 2026-06-07 | Various Locations
Experience 15+ top surprise songwriters from Nashville and Canada flown in for 3 straight days of intimate shows across breweries, patios, and secret spaces. With acoustic storytelling, bar hops, and late-night after parties. This isn’t a festival. It’s a takeover.
The closest thing to Nashville without booking a flight.
Surprise Artists Only
– No lineup posters, no headliners. You find out who’s performing when they walk on stage, and you never know who’s going to show up. Just like Nashville.
Multi-Venue Takeover
– Breweries, patios, cafes, restaurants, and secret spaces across town transform into listening rooms and after hours shows.
Up-Close & Personal
– No giant fields, fences, or bleachers. You’re within feet of the artists, hearing every lyric, note, and laugh.
The Real Nashville Culture
– “Bluebird Cafe” style writers rounds, surprise guests, intimate rooms, and late-night after parties. It’s the authentic Nashville experience you can’t get from stadiums or mainstream festivals.

Toucan Turns Two
2026-06-05 12:00 - 2026-06-06 02:00 | The Tipsy Toucan, 1444 Ottawa St, Windsor, Ontario, N8X 2G1, Canada
The Tipsy Toucan Public House is celebrating its 2-Year Anniversary with a full-day event in Windsor, Ontario, featuring live music, DJs, drink specials, giveaways and late-night entertainment.
Join us Friday, June 5, at 1444 Ottawa Street for Toucan Turns Two — a celebration of two unforgettable years of live music, cod drinks, comedy nights and community.
Live Entertainment Lineup:
• Taul Paul — 2 PM
• Chris McLean — 5 PM
• DJ Divine — 10 PM
Anniversary Drink Specials:
• $4 Michelob Ultra (12oz)
• $7 Guinness (20oz)
Giveaways throughout the day, including:
• Corona Paddle Board
• Beer Fridge
• Merchandise & more
Kitchen opens at 2 PM, and the party continues until 2 AM.
Whether you’re a regular or visiting for the first time, celebrate one of Windsor’s favourite family-owned pubs with great music, cold drinks and an all-day anniversary party atmosphere.
📍 The Tipsy Toucan Public House
1444 Ottawa St, Windsor, Ontario

Devo live at Caesars Windsor
2026-06-05 20:00 | The Colosseum at Caesars Windsor, 377 Riverside Dr E, Windsor, ON, Canada
It’s a live experience like none other! New wave icons DEVO bring a live experience like none other to The Colosseum stage with their Mutate, Don’t StagnateTour on Friday, June 5 at 8 PM.
In 2023, DEVO embarked on their 50th Anniversary Tour, featuring three original members, including Mark and Bob Mothersbaugh, and Gerald Casale. Their high-energy performances blend punk, rock, and synth-pop in a way that continues to astonish and delight audiences. DEVO, the feature documentary directed by Chris Smith is now streaming globally on Netflix.
Mutate, Don’t Stagnate with DEVO on Friday, June 5 at 8 PM. Tickets go on sale online on Friday, February 13 at 10 AM. Tickets can be purchased on caesarswindsor.com or ticketmaster.ca. Tickets can also be purchased at the Box Office on Friday, Saturday, and Show Days from 1 PM to 9 PM.
