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Latest Posts
  • [ February 19, 2026 ] OffSquare Music First Fridays presents Wattle & Daub w Jim Fine 1st Friday Concerts
  • [ January 8, 2026 ] OffSquare Music First Fridays presents Claudia Schmidt 1st Friday Concerts
  • [ December 19, 2025 ] OffSquare Music Fifth!!?? Fridays presents Wildered 1st Friday Concerts
  • [ December 10, 2025 ] OffSquare Music First Fridays New Year 1/2 Appreciation Party 1st Friday Concerts
  • [ November 10, 2025 ] OffSquare Music First Fridays presents the Bittersweet Christmas Band 1st Friday Concerts
HomeConcerts

Concerts

Off Square Music sponsors several types of concerts and concert series.

These concerts feature touring musicians and bands and are held at Stage Left Cafe, 125 Van Buren St., Woodstock. Most concerts begin at 7:00 pm. Details and ticket links for each concert will be posted on our website and Facebook page.

If you enjoy great music and fun times out in Woodstock with friends, we welcome you to join us!

Keep an eye on this page. Details and updates about each upcoming event will be posted below as the date approaches.

Megon McDonough, speaker, musician, coach.
Concerts

Megon McDonough Featured Friday, November 1 | 1st Concert Winter 2024 Season

October 30, 2024 Comments Off on Megon McDonough Featured Friday, November 1 | 1st Concert Winter 2024 Season

Megon McDonough featured Friday, November 1, in the first concert of the winter 2024 season. The concert is live at Stage Left Cafe, 7:00 pm CDT. Doors open at 6:30 pm CDT. We hope to […]

The Stage Leftovers back at Stage Left Cafe. Come on out to enjoy a great performance!
Concerts

The Stage Leftovers | October 26, 2024 – SOLD OUT

October 9, 2024 Comments Off on The Stage Leftovers | October 26, 2024 – SOLD OUT

PLEASE NOTE: The Stage Leftovers concert today (October 26th) at Stage Left is SOLD OUT! Hopefully you were able to get your tickets, because we will not be able to accommodate any walk-ins. […]

A Local Artists Showcase Friday September 6
Concerts

Off Square Music Local Artists Showcase | Friday, September 6, 2024

August 30, 2024 Comments Off on Off Square Music Local Artists Showcase | Friday, September 6, 2024

The Off Square Music Local Artists Showcase on Friday, September 6, 7:00 – 9:30 pm CDT, gives us a chance to hear from talented local artists in a triple feature, three performances, 45 minutes each. […]

Sundays on the Square featuring Square Notes with John Hegner & Friends | Sept. 1, last FREE 2024 concert. 5-7 pm CDT, Woodstock, IL.
Concerts

Sundays on the Square featuring Square Notes with John Hegner & Friends | Sept. 1 – RAIN OR SHINE

August 30, 2024 Comments Off on Sundays on the Square featuring Square Notes with John Hegner & Friends | Sept. 1 – RAIN OR SHINE

Sundays on the Square featuring Square Notes with John Hegner & Friends | Sept. 1, last FREE 2024 concert. 5-7 pm CDT, Woodstock, IL. […]

The Empty Pockets play a soulful, 70’s-inspired blend of exploratory grooves, shifting time signatures and distinctive vocals.
Concerts

Sundays on the Square Featuring The Empty Pockets | August 4 – RAIN OR SHINE

July 29, 2024 Comments Off on Sundays on the Square Featuring The Empty Pockets | August 4 – RAIN OR SHINE

Sundays on the Square featuring The Empty Pockets | August 4, is 3rd in our 2024 season! FREE performance 5-7 pm CDT, Woodstock IL Square. […]

With meticulously crafted lyrics, captivating natural charisma, and an impressive assortment of instruments at their command, South for Winter have time and time again established themselves as a crowd favorite.
Concerts

Sundays on the Square featuring South for Winter | July 7 – INDOORS DUE TO RAIN

June 30, 2024 Comments Off on Sundays on the Square featuring South for Winter | July 7 – INDOORS DUE TO RAIN

Sundays on the Square featuring South for Winter | July 7, 2nd in our 2024 season! 5:00 – 7:00 pm CDT, Woodstock historic Square. FREE! […]

Sundays on the Square
Concerts

Sundays on the Square 2024 | Season Schedule

June 1, 2024 1

Sundays on the Square in 2024 run 1st Sundays, 6/2-9/1. Enjoy great bands, all FREE, 5-7 pm, Woodstock Square, Cass & Van Buren, Woodstock IL. […]

Hot Lagarto combines an eclectic mix of Afro-Cuban, Funk, World and American Urban Music.
Concerts

Sundays on the Square Features Hot Lagarto | June 2

June 1, 2024 Comments Off on Sundays on the Square Features Hot Lagarto | June 2

Sundays on the Square Features Hot Lagarto | June 2. It starts our 2024 season. Performance 5 – 7 pm CDT, historic Woodstock IL Square. FREE! […]

The Stage Leftovers back at Stage Left Cafe. Come on out to enjoy a great performance!
Concerts

The Stage LeftOvers Are Back | Stage Left Cafe April 27!

April 4, 2024 Comments Off on The Stage LeftOvers Are Back | Stage Left Cafe April 27!

The Stage LeftOvers back at Stage Left April 27, Sat. evening, 7-9:30pm CDT!! Join the LeftOvers & your friends, 125 W. Van Buren, Woodstock. […]

Claudia Schmidt to perform at Off Square Music Spring Concert.
Concerts

Claudia Schmidt to Perform | Spring Concert 2024

February 26, 2024 Comments Off on Claudia Schmidt to Perform | Spring Concert 2024

Claudia Schmidt featured – Spring Concert, Friday, April 5, 2024, 7-9 pm, Stage Left Cafe, 125 W. Van Buren, Woodstock, IL (Off Square Music) […]

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Special Recognition

Keith Johnson
Honors

Keith Johnson — A Man Who Personifies Localism

January 1, 2023 3

Keith Johnson, Woodstock, IL, brings together local food production, local music culture, and creativity to create and support community. […]

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