Woodstock Square

At the heart of Woodstock, the historic Woodstock Square blends rich history with lively, year-round energy. Anchored by a classic courthouse Square layout dating back to the 1800s, this walkable downtown remains the cultural and social center of the community.

With its picturesque streets, timeless architecture, and welcoming atmosphere, the Square feels like it belongs in a Hallmark movie and, in fact, it has. Woodstock gained international fame as the filming location for Groundhog Day, and continues to draw visitors eager to relive scenes from the beloved movie and experience its cinematic charm in person.

Today, visitors can explore historic landmarks like the Old Courthouse Center and Woodstock Opera House, discover public art and murals, browse locally owned shops, and dine at inviting cafes and restaurants. Throughout the year, the Square hosts festivals, farmers markets, concerts, parades, and beloved traditions like the Lighting of the Square, making it a vibrant gathering place in every season.

Whether you come for the history, the film connections, or the small-town magic, the Woodstock Square is where the story of the city comes to life.