Where history meets small-town charm. Step onto our iconic brick-paved Square, home to one-of-a-kind shops, diverse dining, an award-winning farmers market, and a thriving arts scene. Discover the birthplace of the modern typewriter, savor the legacy of Claussen Pickles, relive cinematic magic in the real-life setting of Groundhog Day, and experience the legendary Woodstock Opera House, where great performances steal the show.
Welcome to Woodstock, Illinois
What’s Happening Featured Events
Something is always happening in Woodstock, Illinois. Discover the variety of eclectic events, soak in the timeless charm and experience a dash of the unexpected.
Sundays on the Square with OffSquare Music
- Park in the Square
- Jun 28, 2026 - Aug 30, 2026
Woodstock Art In The Square
- Artisans on Main, Clayworkers' Guild of Illinois
- Jun 28, 2026 - Aug 30, 2026
Woodstock Typewriter Trail
- Jun 28, 2026 - Nov 23, 2026
Follow the Fun Curated Experiences
Stories, Tips & Local Finds
Local stories, seasonal highlights, and ideas to experience the best of Woodstock.