Brookfield brings together trails through green spaces and along the water with local history, performing arts and local products. When planning, it’s worth organizing the options by your preferred focus: Lillinonah Woods and the Still River Greenway offer different trail experiences, while the museum, theater and Farmers Market provide other perspectives on the town.

Trails and Routes by the Water

Lillinonah Woods is a 68-acre park connected to Lake Lillinonah, with hiking trails. Fishing is permitted there with a permit. Alongside the hiking trails, fishing is a separate option that requires a permit.

The 3.3-mile Still River Greenway is a side trail. Its path is 10 feet wide and paved; a 170-foot prefabricated bridge crosses the Still River. The Greenway is suitable for biking, walking, rollerblading and running. Its length, surface and bridge give it a different profile from the hiking trails at Lillinonah Woods.

Williams Park also offers hiking trails. If you want to make hiking your focus, there are several named trail destinations to choose from; the Greenway adds another option with a specified distance and several listed uses.

Activities with Different Requirements

Lakeside Watersports offers lessons in tubing, wakeboarding, water skiing and wakesurfing for all skill levels. Lessons are available by appointment and include equipment and a professional driver. If you plan this activity, arrange it in advance.

Ice skating at Whalen Pond is another listed activity; it is at your own risk. The requirements differ for planning purposes: fishing at Lillinonah Woods requires a permit, watersports lessons are by appointment, and ice skating at Whalen Pond is at your own risk.

Local History, Theater and Local Goods

The Brookfield Museum and Historical Society preserves Brookfield’s history. In 1976, the organization began using the old Town House. This connects its mission of preserving history with a specific historical link to the institution.

The Brookfield Craft Center is a historic 2.5-acre campus on the Still River. The Brookfield Theatre for the Arts presents high-quality live performances and has a gallery space where artists from the region display their work. Workshops and special events take place throughout the year. This gives you a choice of local history, theater and regional art when planning cultural activities.

The Brookfield Farmers Market has been a local tradition since 2019. It offers produce, baked goods and handmade items—a mix of food and locally crafted products. If you want to plan a visit to the market, check the dates in advance so you can fit it into your stay.

Discover more destinations: Fairfield, Norwalk, Bethel, Trumbull, Shelton, Danbury, Newtown, Westport

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