Entertainment events in Woodstock

Check out happening entertainment events all around Woodstock, IL

✨ 2026 McHenry County Fair ✨

 Tue, 04 Aug at 06:00 am 11900 Country Club Road, Woodstock, IL, United States, Illinois 60098

SHAMROCKED STREETFEST 2026 🍀 w/ ROD TUFFCURLS

 Sat, 14 Mar at 12:00 pm 219 N Benton St, Woodstock, IL

Struggle Jennings in Mchenry

 Fri, 05 Jun at 07:00 pm The Vixen

Neil Diamond - The Tribute

 Sat, 07 Mar at 02:00 pm 121 Van Buren St. Woodstock, IL 60098

2026 Woodstock Folk Festival / Spring Benefit Concert – Upcoming!

 Sun, 19 Jul at 12:00 pm Woodstock Square

An Intimate Evening with Mira Sorvino

 Fri, 06 Mar at 07:30 pm 121 Van Buren St. Woodstock, IL 60098

Heartache Tonight

 Sat, 09 May at 07:30 pm 121 Van Buren St. Woodstock, IL 60098

Woodstock Chamber 2026 Annual Gala - An Evening of Mystery & Excellence

 Fri, 13 Mar at 06:00 pm 101 N Johnson St, Woodstock, IL 60098-3258, United States

Vicki Peterson & John Cowsill

 Fri, 24 Apr at 06:00 pm Woodstock Opera House

Rock of Ages

 Thu, 18 Jun at 06:00 pm Woodstock Opera House

Stevie McVie

 Sat, 16 May at 07:30 pm 121 West Van Buren Street Woodstock, IL 60098

Cirque Us at Woodstock Opera House

 Sat, 11 Apr at 03:00 pm Woodstock Opera House

Theatre 121's Rock of Ages

 Fri, 19 Jun at 07:30 pm 121 Van Buren St. Woodstock, IL 60098

Dragon's Days Out

 Sat, 30 May at 10:00 am Mchenry County Fairgrounds

St. Patrick's Party INDOORS

 Sat, 14 Mar at 11:00 am 228 Main Street, Woodstock, IL, United States, Illinois 60098

Pearlsnap at Shamrocked Woodstock, IL!

 Sat, 14 Mar at 05:15 pm Woodstock Square

Cinderella at Woodstock Opera House

 Sat, 28 Mar at 03:00 pm Woodstock Opera House

Casablanca - Film

 Tue, 14 Apr at 06:00 pm Woodstock Opera House

Levi Kreis at Woodstock Opera House

 Sun, 19 Apr at 03:00 pm Woodstock Opera House

Rock of Ages at Woodstock Opera House

 Sun, 28 Jun at 02:00 pm Woodstock Opera House

Atlys in Woodstock

 Mon, 20 Apr at 06:30 pm Woodstock North High School

2026 Cinema Soup Film Festival

 Fri, 27 Mar at 12:00 pm Needful Things Shop

Harley After Dark

 Sat, 21 Mar at 06:00 pm 2235 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098

The Addams Family

 Sat, 14 Mar at 07:30 pm Marian Central Catholic High School

First Fridays - In Concert Series

 Fri, 06 Mar at 07:00 pm Stage Left

From Grit to Greatness, FHPC's 30th Anniversary Soiree!

 Thu, 12 Mar at 05:30 pm 110 N Johnson St, Woodstock, IL 60098, United States

Creative Living Series: Joseph Luzzi

 Thu, 19 Mar at 10:00 am 121 Van Buren St. Woodstock, IL 60098

The Addams Family

Sun, 15 Mar at 02:00 pm Marian Central Catholic High School

It's Complicated - Film

 Tue, 19 May at 06:00 pm Woodstock Opera House

David Maraniss

 Wed, 15 Apr at 06:00 pm Woodstock Opera House

5th Annual Thunderfest

 Sat, 25 Apr at 05:30 pm Offsides Sports Bar & Grill

Paint & Sip: Spring Themed Painting Party!

 Sun, 15 Mar at 01:00 pm 10016 Bull Valley Rd USD 35

Spring and Easter Painting Party!! :-)

 Sat, 28 Mar at 01:00 pm 10016 Bull Valley Rd USD 18 to 39

Cinco de Mayo Dinner

 Tue, 05 May at 06:00 pm 140 Cass St, Woodstock, IL, United States, Illinois 60098

Songs of the Skies and Seas: A Musical Journey

 Sun, 03 May at 03:00 pm Woodstock Opera House

It's Complicated at Woodstock Opera House

 Wed, 20 May at 01:00 pm Woodstock Opera House

We Are In This Lane Together!

 Sat, 21 Mar at 12:00 pm Kingston Lanes Bowling and Sports Lounge

The Bucket List

 Tue, 17 Mar at 06:00 pm Woodstock Opera House

Ladies Night April: Burlesque Salon

 Fri, 24 Apr at 07:00 pm 121 E Calhoun St USD 93

Ladies Night June: Prohibition

 Fri, 26 Jun at 07:00 pm 121 E Calhoun St USD 93

Frida: Viva La Vida

 Wed, 22 Apr at 01:00 pm 121 Van Buren St. Woodstock, IL 60098

Blenderful Music - at Emerson & Oliver

 Fri, 20 Mar at 07:30 pm Emerson & Oliver

Double Treble Dueling Pianos @ Private Fundraising Event

 Sat, 25 Apr at 06:30 pm Offsides Sports Bar & Grill

Karaoke Night

 Fri, 06 Mar at 07:00 pm 1330 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098

Dying Poets Tour w/ POET the Band, The Almas, Embers Rise, and The Fiction We Create

Sun, 24 May at 05:00 pm 240 N Throop St, Woodstock, IL

Macyn’s Jars 2nd Anniversary Party!!!

 Sat, 25 Apr at 11:00 am Macyn’s Jars

Mantra Music Kirtan with Ananda Lila Kirtan

 Sat, 30 May at 07:00 pm Blue Lotus Buddhist Temple Woodstock USD 27

Karaoke 🎤 night part 2

 Sat, 21 Mar at 03:00 pm 2312 s Eastwood Dr., Woodstock, IL

Lebowski Fest

 Sat, 18 Apr at 08:00 pm Kingston Lanes Bowling and Sports Lounge