Woodstock Music Events

Hot August Night Benefit Car Show 2025

Woodstock Square Historic District 16 Aug 2025

Woodstock Tractor Truck’n Food Show

11900 Country Club Rd., Woodstock, IL 23 Aug 2025

All-Original Open Mic

Stage Left Cafe 22 Aug 2025

Pourhouse Bar and Grill

Pourhouse Bar & Grill 30 Aug 2025

Blenderful Music - at Emerson & Oliver

Emerson & Oliver 22 Aug 2025

of Books & Blues Band on the Patio

1330 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098 16 Aug 2025

Lesbian Picnic

Emricson Park 23 Aug 2025

CORY FARLEY LIVE at NIKO'S RED MILL

1040 Lake Ave, Woodstock, IL, United States, Illinois 60098 16 Aug 2025

Wind Gypsy's Band on the Patio

1330 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098 16 Aug 2025

Max Bjork at Squire on the Square

101 North Johnson Street, Woodstock, IL 15 Aug 2025

Sundays on the Square Features Kevin Purcell and the Root Doctors

Woodstock Square 24 Aug 2025

Theatre 121's Beetlejuice Jr.

121 Van Buren St. Woodstock, IL 60098 3 Oct 2025

Streakfest 2025

Ortmann's Red Iron Tavern 23 Aug 2025

The Center Fundraiser w/ Take 32 + Guest Openers

1690 S Eastwood, Unit A (around back), Woodstock, IL, United States, Illinois 16 Aug 2025

9th Annual Mexican Independence Day Celebration

Woodstock Square Historic District 14 Sep 2025

Third Friday Drum Circle at Blue Lotus

221 Dean Street, Woodstock, IL, United States, Illinois 60098 15 Aug 2025

Openmikeyoke at The Center

1690 S Eastwood, Unit A (around back), Woodstock, IL, United States, Illinois 23 Aug 2025

NEC returns to Nikos Red Mill Tavern!

Nikos Red Mill Tavern 19 Sep 2025

LynSkynyrd Returns to Niko’s

Nikos Red Mill Tavern 23 Aug 2025

Bad Penny - Ortmann's Red Iron Tavern

Ortmann's Red Iron Tavern 19 Sep 2025

Woodstock Truck'n Food Show 2025

11900 country club rd, Woodstock, IL 23 Aug 2025

Lara Bell at the Woodstock Tractor Truck ‘n Food Show

Mchenry County Fairgrounds 23 Aug 2025

Battle of the Bands - Modz & Rockrz Show

2235 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098 23 Aug 2025

Strawdawg @ Niko’s Red Mill ( Woodstock )

Nikos Red Mill Tavern 26 Sep 2025

Cheap Foreign Cars at Niko's Red Mill in Woodstock, IL

Nikos Red Mill Tavern 23 Aug 2025

Hope for Warriors 2nd Annual Childhood Cancer Awareness Fundraiser

Offsides Sports Bar & Grill 6 Sep 2025

WHO KNEW at Niko's Red Mill

Nikos Red Mill Tavern 24 Aug 2025

Wicked - A Movie Sing-A-Long

121 Van Buren St. Woodstock, IL 60098 27 Sep 2025

NAMIWalks McHenry County

1313 Kishwaukee Valley Rd, Woodstock, IL 60098, United States 4 Oct 2025

SAVE THIS DATE: World Peace Day

Woodstock Square Historic District 6 Sep 2025

Brian Castillo @ Squire on the Square

101 North Johnson Street, Woodstock, IL, United States, Illinois 60098 7 Sep 2025

Blue Shield Band on Cass Street

Winestock 5 Sep 2025

UNDER SIEGE @ NIKO'S RED MILL TAVERN

Nikos Red Mill Tavern 31 Aug 2025

Latin Night

226 Main St, Woodstock, IL 30 Aug 2025

JnR Experience @ Squire on the Square

101 North Johnson Street, Woodstock, IL, United States, Illinois 60098 6 Sep 2025

The Ides of March

121 Van Buren St. Woodstock, IL 60098 11 Oct 2025

Acoustic Jukebox (James Solo) live at Niko's Red Mill Tavern

Nikos Red Mill Tavern 15 Aug 2025

🎶 Jonny DiSilvestro Live Music at Squire on the Square! 🎶

101 North Johnson Street, Woodstock, IL, United States, Illinois 60098 30 Aug 2025

Blenderful Music - at Emerson & Oliver

Emerson & Oliver 27 Sep 2025

UNION LIONS CLUB 2025 GUN RAFFLE

1040 Lake Ave, Woodstock, IL 7 Sep 2025

Frozen - A Movie Sing-A-Long

121 Van Buren St. Woodstock, IL 60098 8 Nov 2025

5th Annual Dystonia Warrior Ride & Bike Show

Woodstock Harley-Davidson 20 Sep 2025

Messes & Vintage End Of Summer Patio Party!

219 N Benton St, Woodstock, IL 24 Aug 2025

Niko's Red Mill presents The Beaux Band

Nikos Red Mill Tavern 17 Aug 2025

Austin’s Memorial Ride

Woodstock Harley-Davidson 17 Aug 2025

Steve Gritman @ Squire on the Square

101 North Johnson Street, Woodstock, IL, United States, Illinois 60098 4 Sep 2025

Brass in the Barnyard

10804 McConnell Rd 30 Aug 2025

🎸 MIDWEEK METAL MADNESS 🎸

150F S. Eastwood Drive, Woodstock, IL, United States, Illinois 60098 20 Aug 2025

First Thursday Monthly Drum Circle at Blue Lotus

221 Dean Street, Woodstock, IL, United States, Illinois 60098 4 Sep 2025

Beetlejuice Jr. - The Musical

Woodstock Opera House 2 Oct 2025

Laufey Midnight Release Event

216 Main Street , Woodstock, IL, United States, Illinois 60098 21 Aug 2025

Windy City Rev & The Hootenanny Band - Live at Niko's Red Mill Tavern

Nikos Red Mill Tavern 28 Sep 2025

White Christmas - A Movie Sing Along

121 Van Buren St. Woodstock, IL 60098 17 Dec 2025

GONGTOPIA at Blue Lotus Temple!

Blue Lotus Buddhist Temple Woodstock 15 Feb 2025

Knievel's Daredevil Band @ Niko's Red Mill Tavern

Nikos Red Mill Tavern 30 Aug 2025

Woodstock Art in the Square

Woodstock Square Historic District 29 Jun 2025