Woodstock Live Music Events

The Gambler Returns: Ultimate Kenny Rogers Tribute

121 Van Buren St. Woodstock, IL 60098 31 Jan 2026

Ed Hall's Woodstock Christmas Guitar Night

121 Van Buren St. Woodstock, IL 60098 23 Dec 2025

Theatre 121's Singin' in the Rain

121 Van Buren St. Woodstock, IL 60098 20 Feb 2026

Grease - A Movie Sing-A-Long

121 Van Buren St. Woodstock, IL 60098 13 Feb 2026

Ryanhood Tickets

Woodstock Opera House 23 Dec 2025

The Dreamers at Kingston Lanes

Kingston Lanes Bowling and Sports Lounge 17 Jan 2026

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

101 North Johnson Street, Woodstock, IL, United States, Illinois 60098 3 Jan 2026

Judson Brown Duo @ Squire on the Square

Squire on the Square 4 Jan 2026

New Year's Eve Dinner!

140 Cass St, Woodstock, IL, United States, Illinois 60098 31 Dec 2025

Heartache Tonight

121 Van Buren St. Woodstock, IL 60098 9 May 2026

Easter Parade

121 Van Buren St. Woodstock, IL 60098 4 Apr 2026

Theatre 121's Rock of Ages

121 Van Buren St. Woodstock, IL 60098 19 Jun 2026

Atlys in Woodstock

Woodstock North High School 20 Apr 2026

Neil Diamond - The Tribute

121 Van Buren St. Woodstock, IL 60098 7 Mar 2026