Since 1993, the Clearwater Community Volunteers have brought holiday magic to downtown Clearwater with Winter Wonderland—a cherished Christmas village and charity drive that runs for several weeks each December. This festive event delights families with twinkling lights, real pine trees, and joyful holiday cheer, all while supporting local children in need.

Winter Wonderland features a lively entertainment stage, photos with Santa, cookie decorating with Mrs. Claus, a hot chocolate shop, and rides on the whimsical Holiday Express Train. Guests can also enjoy seasonal activities like pony rides, bounce houses, and more—all set in a beautifully lit village that captures the spirit of the season.

Admission is free, and visitors are encouraged to bring a non-perishable food item or unwrapped toy to benefit local charities, including the Pinellas Sheriff's Police Athletic League of Lealman. With its warm atmosphere, continuous entertainment, and a strong sense of community, Winter Wonderland has become a holiday tradition for families across Pinellas County and beyond.