Upcoming Woodstock Events

Check out what's happening 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

Woodstock PrideFest 2026

 Sun, 14 Jun at 11:00 am Woodstock Square Historic District

Parmalee in Mchenry

 Thu, 09 Apr at 07:00 pm The Vixen

Easter Eggstravaganza

 Sat, 04 Apr at 11:00 am Woodstock Square Historic District

Struggle Jennings in Mchenry

 Fri, 05 Jun at 07:00 pm The Vixen

Vicki Peterson and John Cowsill at Woodstock Opera House

 Sat, 25 Apr at 07:30 pm Woodstock Opera House

Vicki Peterson & John Cowsill

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

2026 Woodstock PrideFest Pub Crawl - The Most Colorful Pub Crawl in McHenry County!

 Sat, 13 Jun at 06:00 pm Woodstock Square Historic District

Heartache Tonight

 Sat, 09 May at 07:30 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

Sip Around the World

 Sat, 02 May at 01:00 pm Trademark Events LLC USD 55

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

Rock of Ages

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

Woodstock Illinois Late Night Flea Market Festival

 Sat, 26 Sep at 03:00 pm Mchenry County Fairgrounds

Stevie McVie

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

Dragon's Days Out

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

Ride/Walk/Run to Leave a Light On 2026!

 Fri, 19 Jun at 07:00 pm Woodstock Square Historic District

Cirque Us

 Fri, 10 Apr at 06:00 pm Woodstock Opera House

Cinco de Mayo Fest

 Sun, 03 May at 02:00 pm Rancho Las Trojes USD 29

Son Dyno Date Night

 Fri, 17 Apr at 06:00 pm Grand Oaks Recreation Center

Day Retreat with Bhante Sujatha

 Sun, 12 Apr at 09:00 am Blue Lotus Buddhist Temple USD 48 to 143

Mystic Menagerie: A Mystic Market

 Sat, 02 May at 12:00 pm 110 Johnson St., Unit 113, Woodstock, IL, United States, Illinois 60098

WildFire Country Parking Lot Party at Niko's Redmill

 Sat, 16 May at 08:00 pm Nikos Red Mill Tavern

Easter Parade at Woodstock Opera House

 Sat, 04 Apr at 02:00 pm Woodstock Opera House

Legally Blonde the Musical

 Fri, 10 Apr at 07:00 pm Woodstock North High School

Levi Kreis at Woodstock Opera House

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

Plants, Insects, Dinos, & Reptiles Flash Friday!

 Fri, 10 Apr at 11:00 am Lost Lagoon Tattoo

Down To Detail Season Opener

 Sat, 18 Apr at 12:00 pm 1002 Courtaulds Drive, Unit A, Woodstock, IL, United States, Illinois 60098

Atlys in Woodstock

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

Peter Antoniou at Woodstock Opera House

 Thu, 23 Apr Woodstock Opera House

Hogz 4 Pawz NFP 2026

 Sat, 20 Jun at 09:30 am Woodstock Harley-Davidson

Spring Cleaning Party

 Sat, 11 Apr at 12:00 pm 2235 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098

Frontline OCR, The 11th Wave

 Sat, 23 May at 08:00 am Byron Motosports Park

Rock of Ages at Woodstock Opera House

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

Easter Parade

 Fri, 03 Apr at 06:00 pm Woodstock Opera House

Casablanca - Film

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

Cat Zingano's Hart BJJ seminar

 Sat, 22 Aug at 10:00 am Hart Jiu Jitsu USD 162

WCS 2026 Season Opener

Sun, 31 May at 10:00 am Kishwaukee Brewing Company

Bingo & Brews!

 Sun, 12 Apr at 01:00 pm Kishwaukee Brewing Company

David Maraniss at Woodstock Opera House

 Thu, 16 Apr at 10:00 am Woodstock Opera House

Riders' Roundup Cook-Out

 Sat, 18 Apr at 12:00 pm 2235 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098

Pet A Palooza A Celebration of Pets & Adoption!

Sat, 25 Apr at 10:00 am 225 W Calhoun St, Woodstock, IL, United States, Illinois 60098

Casablanca at Woodstock Opera House

 Wed, 15 Apr at 01:00 pm Woodstock Opera House

Mommy and Daughter High Tea

 Sun, 17 May at 04:00 pm 201 Main St, Woodstock, IL

Bad Momz of Comedy at Woodstock Opera House

 Fri, 08 May at 07:30 pm Woodstock Opera House

Levi Kreis

 Sat, 18 Apr at 06:00 pm Woodstock Opera House

🦞 Cousins Maine Lobster at Roscoe Woodstock Antique Mall – Woodstock 🦞

 Fri, 03 Apr at 11:00 am Roscoe Woodstock Antique Mall

2026 RallyCross #2 - Milwaukee Region SCCA

 Sun, 03 May at 08:00 am Byron Motosports Park

Opening Day - 2026

 Sat, 25 Apr at 01:00 pm Emricson Park

DAN FEHRMAN AUCTION

Sat, 11 Apr at 11:00 am 17422 Hwy. 14 Woodstock, IL

Peter Antoniou

 Wed, 22 Apr at 06:00 pm Woodstock Opera House

Ride for the Heroes

 Sun, 17 May at 08:30 am Woodstock Harley-Davidson

Chicago 1971

 Sun, 26 Apr at 03:00 pm 121 West Van Buren Street Woodstock, IL 60098

Heartache Tonight

 Fri, 08 May at 06:00 pm Woodstock Opera House

David Maraniss

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

Independence Health & Therapy Multi-Chamber Mixer

 Tue, 19 May at 05:00 pm Independence Health & Therapy

2026 RallyCross #1 - Milwaukee Region SCCA

 Sun, 12 Apr at 08:00 am Byron Motosports Park

Easter Bites & Bikes

 Sat, 04 Apr at 10:00 am 2235 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098

2 Year Customer Appreciation

 Sat, 25 Apr at 07:00 am 4409 Greenwood Road, Woodstock, IL, United States, Illinois 60098

✨ Ladies Night: Wild Card

 Fri, 22 May at 07:00 pm 121 E Calhoun St USD 93

It's Complicated - Film

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

Lebowski Fest

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

Woodstock Square Mall Paranormal Investigation

 Sat, 02 May at 06:00 pm Woodstock Square Mall USD 29

Pet A Palooza Pet Event

 Sat, 25 Apr at 10:00 am Unity Spiritual Center of Woodstock Free

Mending Class with Environmental Defenders

 Wed, 22 Apr at 05:00 pm 2390 Lake Shore Drive, Woodstock, IL

Bad Penny - Woodstock Family Fun Day

 Sun, 23 Aug at 12:00 pm Woodstock Square Historic District

Cinco de Mayo Dinner

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

Vegan All You Can Eat Dinner at Blue Lotus Temple

 Sat, 13 Jun at 04:00 pm Blue Lotus Buddhist Temple USD 35 to 64

Independent Bookstore Day | Celebrate with us!

 Sat, 25 Apr at 09:00 am 111 E Van Buren St, Woodstock, IL, United States, Illinois 60098

HOLD THE DATE- Sketch Historic Woodstock Day Retreat

 Sat, 22 Aug at 09:30 am Woodstock Square

Flower Crown Workshop

 Fri, 01 May at 06:00 pm 140 Cass St, Woodstock, IL, United States, Illinois 60098

Bad Penny - Ortmann's Red Iron Tavern

 Sat, 15 Aug at 06:00 pm Ortmann's Red Iron Tavern

Kingston Lanes

 Sat, 02 May at 08:00 pm Kingston Lanes Bowling and Sports Lounge

Miles in Their Shoes

Sat, 25 Apr at 10:00 am Emricson Park

Ceramic Charcuterie Board Workshop

 Fri, 10 Jul at 07:00 pm 140 Cass St, Woodstock, IL, United States, Illinois 60098

Annual Chili Cook Off @ Woodstock HD

 Sat, 25 Apr at 11:00 am Woodstock Harley-Davidson

Irish Sessions Live at Kishwaukee Brewing Co.

 Fri, 29 May at 07:00 pm 1900 Dillard Court, Woodstock, IL

Spring Plant Swap 2026

 Sun, 17 May at 11:00 am McHenry County Farm Bureau

5th Annual Thunderfest

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

Dying Poets Tour

 Sun, 24 May at 06:00 pm Trademark Events Free

Wine, Chocolate and Cheese Pairing with Prairie Pure Cheese!

 Fri, 08 May at 07:00 pm 140 Cass St, Woodstock, IL, United States, Illinois 60098

SMBAs Monthly Metal Vol. 5

 Sat, 02 May at 05:00 pm 240 N Throop St, Woodstock, IL

Mommy + Me Chocolate Class

 Sun, 03 May at 10:00 am 140 Cass St, Woodstock, IL, United States, Illinois 60098

Stage Left Cafe & Off Square Music

 Fri, 03 Apr at 07:00 pm Stage Left Cafe

Songs of the Skies and Seas: A Musical Journey

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

Establishing Pocket Prairies in a Home Landscape

 Tue, 14 Apr at 06:00 pm McHenry County College

It's Complicated at Woodstock Opera House

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

World Peace Day

 Sat, 12 Sep at 02:30 pm Woodstock Square Historic District Free

Kombucha Workshop

 Fri, 10 Apr at 06:00 pm 140 Cass St, Woodstock, IL, United States, Illinois 60098

Paranormal Investigation at Cherry Tree Inn B&B

 Wed, 15 Apr at 04:00 pm The Cherry Tree Inn Bed and Breakfast USD 50

Ladies Night April: Burlesque Salon

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

Parking Rock of Ages - Woodstock

 Sat, 20 Jun at 12:30 am Woodstock Opera House

Bad Penny - Ortmann's Red Iron Tavern

 Fri, 12 Jun at 06:00 pm Ortmann's Red Iron Tavern

Healing the Secrets that Bind Us Workshop

 Tue, 21 Apr at 06:00 pm 10016 Bull Valley Rd USD 35

Frida: Viva La Vida

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

Bad Penny - Ortmann's Red Iron Tavern

 Fri, 11 Sep at 06:00 pm Ortmann's Red Iron Tavern

2026 RallyCross #6 - Milwaukee Region SCCA

 Sun, 13 Sep at 08:00 am Byron Motosports Park

Ladies Night June: Prohibition

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

Boys n' BBQs

 Wed, 17 Jun at 05:00 pm 201 Main St, Woodstock, IL
Categories
Live Music
Food & Drinks
Meditation
Festivals
Easter
Popular topics
Rock Music
Meditation
Education
Business
Mindfulness
Entrepreneurship
Cocktails