Woodstock Live Music Events

Woodstock Tractor Truck’n Food Show

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

BELLA CAIN LIVE at NIKO'S RED MILL TAVERN

1040 Lake Ave, Woodstock, IL, United States, Illinois 60098 5 Sep 2025

Pourhouse Bar and Grill

Pourhouse Bar & Grill 30 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

NEC returns to Nikos Red Mill Tavern!

Nikos Red Mill Tavern 19 Sep 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

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

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

Bad Penny - Ortmann's Red Iron Tavern

Ortmann's Red Iron Tavern 15 Aug 2025

Blue Shield Band on Cass Street

Winestock 5 Sep 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

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

Empress returns to Nikos Red Mill

Nikos Red Mill Tavern 21 Sep 2025

Beetlejuice Jr. - The Musical

Woodstock Opera House 2 Oct 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

Willy Wonka & the Chocolate Factory

121 Van Buren St. Woodstock, IL 60098 15 Oct 2025