Holiday Lights, Festivals And Celebrations Fill The Brookfield Calendar

BROOKFIELD, CT — With holiday festivities filling the December calendar, the problem may be deciding which events in Brookfield to attend.

There are plenty of holiday light shows, parades, fairs and festivals to attend in the Brookfield area. Here are some to consider:

Brookfield Holiday Tree Lighting & Fire Truck Parade on Saturday, Dec. 6, 5:00 p.m.
Town’s annual holiday tree-lighting in front of the Town Hall (802 Federal Road / “Village Courtyard”), followed by a fire truck parade. Expect music, hot cocoa, cookies, candy canes and family-friendly holiday atmosphere.

Danbury Light the Lights Winter Festival on Saturday, Dec. 6, 3–7 p.m.
Downtown Danbury (1 Ives St.) hosts its large tree-lighting, with a 40-ft tree, Santa arriving by fire truck, a fire-truck parade, hot chocolate/cookies/soup, holiday music, vendors, live entertainment and family-friendly activities. Open to all.

Danbury Stew Leonard's Christmas Tree Lighting — Thursday, Dec. 4, lighting at about 5:00 p.m.
At Stew Leonard’s, 99 Federal Road. A smaller tree-lighting within a retail context — good for a quick holiday-shopping and lighting outing.

Ridgefield Festival-of-Lights Friday, November 28 at 6:00pm in front of Town Hall on Main Street
The traditional kick -off to the town's holiday season includes musical performances, guest speakers, and a visit from Santa and Mrs. Claus.

Bethel Winterfest — Friday, Nov. 28, 2025 (evening)
At Municipal Center (1 School Street). Though just before December, it marks the start of the season for nearby residents — tree-lighting, seasonal activities, shopping/food trucks, etc.

Newtown Youth and Family Services 40th Annual Holiday Festival — Sunday, Dec. 7
On Main Street in Newtown; community-oriented festival with holiday-market atmosphere, Santa visits, decorated houses, trolley rides and a kid / family focus.