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Live Music In May

Author: The Drive Magazine
7 days ago
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Welcome to The Drive Magazine’s newest monthly feature! 🎶 

Get ready to dive into Windsor-Essex’s vibrant music scene. From the soulful melodies across our beautiful wineries to the electrifying beats at our concert venues, we’ve got your guide to the best live music each month. Whether you’re in the mood for laid-back tunes on a patio or want to dance the night away at a local hotspot, join us as we explore the diverse sounds across our community.

Stay tuned for our handpicked list of can’t-miss music every month! 

CREW Winery’s Summer Monday Music Series

Elevate your Monday afternoons in style with Crew Winery‘s Summer Monday Music Series!  Each Monday, this newly updated winery plays host to local artists, offering guests the perfect blend of fine tunes, great wine, and gourmet dining in a welcoming ambiance. 
It’s the ideal spot to unwind and discover emerging talent while indulging in top-notch wines. With limited seating available, reservations are highly recommended. To secure your spot, reach out to Tanya at [email protected] or give them a call at 519-738-9800. Make your Monday memorable at CREW Winery.

When: Every Monday in May
Where: CREW Winery – 108 County Road 50 East, Harrow

Friday’s Live at The G.O.A.T

Get ready to groove every Friday night at The G.O.A.T Lakeshore featuring weekly live music sessions!

The G.O.A.T offers a family-friendly atmosphere where guests can unwind, enjoy the vibrant setting with 16 HD TVs broadcasting every game, and relax on the outdoor patio with backyard games.

To add to the fun, every Friday night at the Lakeshore location, stop by to check out new artists and bands taking the stage for their weekly live music performances. 
Stay up-to-date on performances by checking out their Instagram page.

When: Every Friday Night
Where: The G.O.A.T – 1303 Essex County Rd 22, Belle River

Live Music Every Sunday @ The Beerded Dog

The Beerded Dog Brewing Co is your go-to family-friendly local pub, where there’s something for everyone, serving up pub-style cuisine and their own in-house brewed beer, crafted from the heart of Harrow!

Every Sunday from 4-7 PM, The Beerded Dog showcases local live music talent, adding a vibrant rhythm to your weekend wind-down.
Make your reservations now at 226-207-0448 for a great Sunday Funday.

When: Every Sunday 4-7 PM 
Where: The Beerded Dog – 21 King St E, Harrow

Windsor Symphony Orchestra Chorus: Glimmers

The 65-member Winsor Symphony Orchestra Chorus is celebrating its 35th Anniversary this season! 

For this year’s spring concert, Chorus Master Dr. Bruce J.G. Kotowich has selected choral works celebrating life, giving praise, and yes, glimmers! Catch their live performance at the Capitol theatre later this month.

When: May 31st | 7:30 – 9:00 PM
Where: Capitol Theatre – 121 University Ave W, Windsor
Tickets: Regular $20 / Students $10

Cocktails & Oysters & Music & You

Salute Resto + Bar Lasalle has become known as home for live music with regular performances throughout the year! PLUS don’t miss out on their Thursday Oyster Special for just $2 a shuck!

Wednesday & Thursday Solo Acoustic Line-Up:

  • Wednesday, May 15th – Leighton Bain
  • Thursday, May 16 &  – Matt Lalonde
  • Wednesday, May 22 – Nick Fazio
  • Thursday, May 23 – Mike Hargreaves
  • Wednesday, May 29 – Matt Lalonde
  • Thursday, May 30 – Mark Calcott

Mark your calendars for the last Saturday of every month for LIVE JAZZ! This month, on Saturday, May 25 come and see the talented Jazz Duo featuring Jordan Rattner & Jake Shadik, performing from 8-11 PM.

When: Wednesday & Thursdays, 6-9 PM + Live Jazz, last Saturday of every month, 8-11 PM
Where: Salute Resto+Bar – 1745 Sprucewood Ave, Windsor 

Friday Night Jams at The Walkerville Brewery

Walkerville Brewery, provides a great environment to enjoy live entertainment while sipping your pint in their taproom every Friday night from 6-9pm!

They have a diverse selection of flagship beers, seasonal offerings, and special edition one-off beer styles, with unique and interesting brews flowing from their tanks and taps.

Be sure to check out their event calendar for all the latest music and events. 

When: Every Friday 6- 9 PM
Where: Walkerville Brewery – 525 Argyle Rd, Windsor

Windsor Rib & Beer Fest Music Line-Up

HOT DANG! The Windsor Rib & Beer Tour is back for 2024.
Savour the best BBQ ribs at the Windsor leg of the Northern Heat Rib Series!

Friday’s Country Lineup
Johnny Anderson 5-6:30 PM | Lakeside Groove 7-8:30 PM | John Atlee Band 9-10:30 PM 

Saturday Rock the Park
Monty and The Crew 2-3:30 PM | The Zettlers – 4-5:30 PM | The Trip: Tribute to the Tragically Hip 6:15- 7:45 PM |  Wicked Truth 8:30-10:30 PM

Sunday Mash-up Hits
Back Pages 1-2:30 PM | Otis Wonder & The Hustle 3-4:30 PM | Pearl Jamming: Tribute to Pearl Jam 5-6:30 PM 

This is a pet-friendly event when you fill out a pet waiver.

When: May 24 – 26th 
Where: Riverfront Festival Plaza – 1 Festival Plaza, Windsor
Admission: $2 per person, Kids under 5 FREE

Brews & Beats: Live Music Every Friday & Saturday Night at BgB

Banded Goods Brewing Co. or as the locals call it BgB- proudly brewing locally sourced craft beers since 2013. BgB is home to the Taproom, Bean15 Coffee Lounge and during the summers you can also enjoy their Outdoor Alley Patio & street food from their Food Truck- BLACKJACKS.
They have local LIVE Music every Friday and Saturday 6-10 PM as well as select Sundays 1-5 PM for other special occasions & holidays- check out their Instagram page to keep up to date on upcoming performances.

When: Every Friday & Saturday night 6-10 PM
Banded Goose Brewery – 15 Main St. E, Kingsville

TLC with C+C Music Factory @ The Colosseum

Grammy Award-winning TLC brings the hits to The Colosseum with special guest C+C Music Factory!

Get ready for a sensational night out.  TLC, the best-selling American girl group of all time, attributed to megahits including “No Scrubs,” “Waterfalls,” and “Creep” will be at the Colosseum with special guest C+C Music Factory! Get your tickets today.

See the full list of Caesars Windsor Shows here.

When: Thursday, May 16th, 8:00 PM
Caesars Windsor – 377 Riverside Drive E, Windsor

Dominion House Tavern Hosts ‘Sunday Night Rehersal’

As the oldest pub in the border region, The Dominion House stands as a cornerstone of tradition and community. Join them every Sunday night, from 4-7, when they host ‘Sunday Night Rehearsal’ sessions where they showcase local talent.

On Monday nights, they invite patrons to participate in ‘Monday Night Vinyl’ where guests are encouraged to bring in their favorite vinyl records to be played.

When: Every Sunday from 4-7 PM, Mondays after 8 PM
Dominion House Tavern – 3140 Sandwich St., Windsor

Greenside Grooves on the Patio at Kingsville Golf Course

Kingsville Golf’s newest addition is their Clubhouse Patio, featuring roughly 6,000 square feet of dining space. Arguably one of the best patios in Kingsville and is open daily from 11 AM to close (weather dependent), and features live music performances throughout the summer:

Upcoming May Live Music Performances:

  • Adam Butcher – Friday May 17th | 6-9 PM
  • Bob Gabrielle & Dan Woods – Friday May 31st | 6-9 PM

Seats book out quickly so reserve your table today, 519-733-6561 ext.124.

When: Select Friday & Saturday Nights, 6-10 PM
Kingsville Golf & Country Club – 640 Country Road 20, Kingsville

Enjoy Wine, Tunes, and a View on Saturday & Sunday Afternoons

Afternoon at the View!

Viewpoint Winery’s lakeside patio is perfect for a fun-filled leisurely afternoon. Enjoy the view and lunch with their casual, takeaway-style food service. They also encourage guests to bring a lawn chair to stay a while to enjoy the music and the view!

May Performance Line Up:

  • Saturday, May 18th – Nick Hedden
  • Sunday, May 19th – Midlife Jazz
  • Saturday, May 25th – David Labute
  • Sunday, May 26th – Max Marshall
  • Saturday, June 1st – The Alnighters

Leashed, friendly pets are welcome on both the patio and in the retail shoppe.

When: Saturday & Sunday Afternoons, 1:30 – 4:30 PM
Viewpoint Winery – 151 County Road 50 East, Harrow

Live Music Nights at Cucina 360

Discover the culinary delights of Cucino 360, nestled in Downtown Windsor! Indulge in a great menu featuring a stellar lineup of hand-crafted traditional pizzas, an experience only enhanced by regularly hosted live music.

Visit them on Friday, May 17th, and Saturday, May 25th, for performances by Pat Pagano & Nino Palazzolo. Then, on Saturday, May 25th, groove to the captivating tunes of Transeco. 

When: Select Friday & Saturday nights 
Cucina 360 – 58 Chatham St. W, Windsor


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