All Upcoming events

• Sat, 10 Jan, 2026 - 06:30 PM

  Squire on the Square

  Squire on the Square
• Fri, 30 Jan, 2026 - 06:00 PM

  Welcoming of the Groundhog 2026

  Old McHenry County Courthouse

  14+ Interested
• Sat, 31 Jan, 2026 - 07:30 PM

  The Gambler Returns: Ultimate Kenny Rogers Tribute

  121 Van Buren St. Woodstock, IL 60098

  9+ Interested
• Fri, 23 Jan, 2026 - 07:00 PM

  Ladies Night January- Vogue

  121 E Calhoun St

  USD 93
• Sat, 10 Jan, 2026 - 08:00 PM

  New Year...Kingston Lanes

  Kingston Lanes Bowling and Sports Lounge

  24+ Interested
• Fri, 06 Feb, 2026 - 07:30 PM

  Lucas Bohn: Lesson Plans To Late Night

  121 Van Buren St. Woodstock, IL 60098

  5+ Interested
• Fri, 13 Feb, 2026 - 07:00 PM

  Ladies night February : ProjectHER

  121 E Calhoun St

  USD 98
• Wed, 28 Jan, 2026 - 07:00 PM

  2026 Triumph Unleashed: Woodstock Triumph

  Woodstock Triumph

  Free
• Fri, 09 Jan, 2026 - 11:00 AM

  Pokémon, Anime, & Video Game Flash Friday!

  Lost Lagoon Tattoo

  67+ Interested
• Fri, 16 Jan, 2026 - 07:30 PM

  A Rocking Tribute to Bruce Springsteen & Bob Seger - By Sons Of Chicago

  121 Van Buren St. Woodstock, IL 60098

  35+ Interested
• Fri, 20 Feb, 2026 - 07:30 PM

  Theatre 121's Singin' in the Rain

  121 Van Buren St. Woodstock, IL 60098

  44+ Interested
• Fri, 13 Feb, 2026 - 07:00 PM

  Grease - A Movie Sing-A-Long

  121 Van Buren St. Woodstock, IL 60098

  47+ Interested
• Sat, 03 Jan, 2026 - 03:00 PM

  Winter Puzzle Palooza - Family Event

  1201 Dean St, Woodstock, IL 60098-3803, United States

  9+ Interested
• Sat, 27 Dec, 2025 - 06:00 PM

  Simulation Rave: A Neon Self-Love Photography Experience

  121 E Calhoun St

  USD 30
• Mon, 02 Feb, 2026 - 12:00 PM

  Meet Stephen Tobolowsky

  121 W Van Buren St, Woodstock, IL, United States, Illinois 60098

  64+ Interested
• Sat, 17 Jan, 2026 - 10:00 AM

  H.O.G. Membership Drive

  2235 S Eastwood Dr, Woodstock, IL, United States, Illinois 60098

  27+ Interested
• Sat, 27 Dec, 2025 - 06:00 PM

  Cord Cutting Workshop with Madame Creatrix at Down 2 Earth

  Down 2 Earth
• Fri, 06 Mar, 2026 - 07:30 PM

  Mira Sorvino - From Harvard to Hollywood

  121 Van Buren St. Woodstock, IL 60098

  23+ Interested
• Fri, 30 Jan, 2026 - 05:00 PM

  Groundhog Story Time

  101 N Johnson St, Woodstock, IL 60098-3258, United States

  18+ Interested
• Sat, 17 Jan, 2026 - 10:00 AM

  Coffee and Chocolate Pairing

  140 Cass St, Woodstock, IL, United States, Illinois 60098

  53+ Interested
• Fri, 13 Mar, 2026 - 07:00 PM

  Ladies Night March: WET set : Golden Hour

  121 E Calhoun St

  USD 93
• Thu, 15 Jan, 2026 - 07:00 PM

  Woodstock Trivia Night | Offsides Sports Bar & Grill

  680 S Eastwood Dr, Woodstock, IL 60098-4633, United States
• Fri, 13 Feb, 2026 - 06:00 PM

  Galentine's Cookie Workshop

  140 Cass St, Woodstock, IL, United States, Illinois 60098

  19+ Interested
• Sat, 31 Jan, 2026 - 06:00 PM

  Groundhog Days 2026 Pub Crawl

  Woodstock Square Historic District

  205+ Interested
• Sat, 24 Jan, 2026 - 10:00 AM

  Treasure Island

  121 Van Buren St. Woodstock, IL 60098

  5+ Interested
• Sun, 18 Jan, 2026 - 02:00 PM

  Frozen Cocoa Hour

  101 N Johnson St, Woodstock, IL 60098-3258, United States

  82+ Interested
• Fri, 26 Jun, 2026 - 07:00 PM

  Ladies Night June: Prohibition

  121 E Calhoun St

  USD 93
• Sat, 17 Jan, 2026 - 04:00 PM

  Metal Cares Market

  Trademark Events, LLC

  163+ Interested
• Fri, 09 Jan, 2026 - 06:00 PM

  Sourdough Starter Class

  140 Cass St, Woodstock, IL, United States, Illinois 60098

  16+ Interested
• Sat, 10 Jan, 2026 - 06:30 PM

  Wait, What? at Nikos Red Mill (Duo)

  Nikos Red Mill Tavern

  4+ Interested
• Sat, 17 Jan, 2026 - 07:00 PM

  The Dreamers at Kingston Lanes

  Kingston Lanes Bowling and Sports Lounge

  8+ Interested
• Wed, 31 Dec, 2025 - 08:00 PM

  New Year's Eve Bash with Felix and Fingers

  121 Van Buren St. Woodstock, IL 60098

  10+ Interested
• Sat, 03 Jan, 2026 - 06:00 PM

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

  101 North Johnson Street, Woodstock, IL, United States, Illinois 60098

  4+ Interested
• Mon, 02 Feb, 2026 - 08:30 AM

  2026 Groundhog Day The Movie

  Classic Cinemas - Woodstock

  14+ Interested
• Sat, 07 Mar, 2026 - 08:00 PM

  Kingston Lanes on Saturday March 7th 8pm till 11pm, Woodstock, IL.

  Kingston Lanes Bowling and Sports Lounge

  7+ Interested
• Thu, 15 Jan, 2026 - 01:00 PM

  New Beginnings in Christs - Companions 💖

  5615 Hamilton Road, Woodstock, IL, United States, Illinois 60098
• Sat, 31 Jan, 2026 - 10:00 AM

  2026 Groundhog Day 5k

  Downtown Woodstock

  222+ Interested
• Sun, 15 Feb, 2026 - 01:00 PM

  Know Before You Fly: Drone Build and Fly Class

  Grand Oaks Recreation Center
• Sat, 17 Jan, 2026 - 03:00 PM

  Chris Funk at Woodstock Opera House

  Woodstock Opera House
• Sun, 18 Jan, 2026 - 09:00 AM

  Day Retreat with Bhante Sujatha & Metta Sound Healing with Bhante Rahula

  Blue Lotus Buddhist Temple

  USD 48
• Sat, 10 Jan, 2026 - 10:30 PM

  Sophie Coyote at Ethereal

  Ethereal

  15+ Interested
• Sun, 04 Jan, 2026 - 05:00 PM

  Judson Brown Duo @ Squire on the Square

  Squire on the Square
• Wed, 04 Feb, 2026 - 05:30 PM

  Valentine's Painting Party at Stage Left (Woodstock Square)

  The Stage Left Cafe

  Newly Added

  |

  USD 35
• Sat, 14 Mar, 2026 - 07:30 PM

  The Best of The Second City at Woodstock Opera House

  Woodstock Opera House
• Sat, 28 Mar, 2026 - 12:00 PM

  2026 Cinema Soup Film Festival

  Needful Things Shop

  49+ Interested