About

Where history meets adventure, and small-town charm blends seamlessly with big experiences.

Step onto our iconic historic Square, where brick streets lead to one-of-a-kind shops, award-winning restaurants, and a thriving arts scene. Feel the echoes of history as you visit the birthplace of the modern typewriter, relive cinematic magic in the real Groundhog Day town, and experience the legendary Woodstock Opera House, where stars take the stage and history takes a bow.

But Woodstock isn’t just about nostalgia—it’s alive with creativity, culture, and connection. Savor the original Claussen Pickles, browse our vibrant farmers markets, enjoy live music, and sip on locally crafted cocktails. With annual festivals like Woodstock Pride Weekend, Groundhog Days, and Holidays in Woodstock, plus outdoor adventures and endless shopping, there’s always something to discover.

Beyond the fun, Woodstock is a place to call home. Abundant parks and trails, excellent schools with dual-language programs, and a strong entrepreneurial spirit make this a community where businesses thrive and residents take pride in their roots. Conveniently located between Chicago, Milwaukee, and Rockford, Woodstock offers the perfect blend of accessibility and charm.

Visit, explore, and experience where unforgettable moments add up—right in the heart of the Square.