Sundays on the Square in 2025 run on June 29, July 6, July 27, August 10, August 24.
Enjoy some great bands from 5:00 – 7:00 pm on the historic Woodstock Square, Cass & Van Buren Streets, Woodstock IL 60098. And it’s FREE!
Sunday evenings on the Square are always a memorable part of summer in the Woodstock area. Put the dates on your calendar now, and we’ll look forward to seeing you there!
Sundays on the Square 2025 Season Schedule
One of the best things about summer in Woodstock — Sundays on the Square. Five FREE summer concerts to enjoy outdoors on the Square with friends! These FREE concerts are 5-7 pm on the following Sundays:
- June 29 – Special Consensus**
- July 6 – Small Town
- July 27 – Arranmore
- August 10 – Meg and the Wheelers
- August 24 – Kevin Purcell & The Root Doctors
** Our June 29 concert will be RAIN OR SHINE! If we end up with rain, the alternate site will be Unity Spiritual Center, at 225 W Calhoun St, Woodstock, IL 60098.
Be sure to check for updates on this page and in our monthly newsletter. If you’re not already on our email list, sign up for our monthly emails that keep you up-to-date on all Off Square Music events. You can also subscribe to the Off Square Music Calendar on this site which will automatically add dates to your own calendar of choice.
So come on out to enjoy those lazy, crazy days of summer with Sundays on the Square.
Sundays on the Square Additional Perks
In addition to our great lineup of bands playing from 5:00 – 7:00 pm, we have food and other perks for you. For these special Sundays, we have arranged these food vendors:
- June 29 – Karajo / Chow Down and CannaBus
- July 6 – Karajo / Chow Down and CannaBus
- July 27 – Sandie Dogs and CannaBus
- August 10 – Karajo / Chow Down and CannaBus
- August 24 – Sandie Dogs and CannaBus
Restaurants on the Square may be open on these evenings and will have carry-out items, but please confirm with specific places. Of course, you can bring your own food items as well!
And one more thing! Hempstock Pharms Products will be there all five Sundays selling a variety of cannabis products from their CannaBus. Read what they say about their product HERE. And take a look at some of their products HERE.
Sunday Art in the Square
In conjunction with Off Square Music, a group of local artists will be selling their work on all five of the Sundays listed above, from 4:00pm-7:00pm.
While you enjoy listening to some amazing music, you will have the chance to browse and buy some beautiful art! The artists will have functional, sculptural work and so much more in between!
Sponsored by the Clayworkers’ Guild of Illinois and the City of Woodstock.
Donations cheerfully accepted
We appreciate your contributions in support of music in Woodstock. You may contribute to Off Square Music and also to specific performers using the buttons in the left column of most pages on this site.
Brought to you by…
These FREE summer concerts are brought to you by Off Square Music, the Woodstock Opera House, the City of Woodstock, and the Woodstock Hotel/Motel Tax Grants to the Arts — as well as your generous donations. It truly takes a village.
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